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Небесная энциклопедия

Космические корабли и станции, автоматические КА и методы их проектирования, бортовые комплексы управления, системы и средства жизнеобеспечения, особенности технологии производства ракетно-космических систем

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Мониторинг СМИ

Мониторинг СМИ и социальных сетей. Сканирование интернета, новостных сайтов, специализированных контентных площадок на базе мессенджеров. Гибкие настройки фильтров и первоначальных источников.

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Поддерживает ввод нескольких поисковых фраз (по одной на строку). При поиске обеспечивает поддержку морфологии русского и английского языка
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Применить Всего найдено 9695. Отображено 100.
26-01-2012 дата публикации

Novel method for producing optically active pyrrolidine compound

Номер: US20120022271A1
Принадлежит: Astellas Pharma Inc

[Object] A novel method for producing an optically active pyrrolidine compound, which is useful as a production intermediate of a pharmaceutical, and a production intermediate thereof, is provided. [Means for Solution] According to the production method of the present invention, a chloro compound that is a key intermediate can be produced efficiently industrially by subjecting a mixture of regioisomers obtained by reacting an optically active epoxy compound substituted with aryl, which is easily available, with an amine compound, to chlorination. Furthermore, an optically active pyrrolidine compound can be produced industrially efficiently with the key intermediate. [Selected Figure] None

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07-06-2012 дата публикации

Method for synthesis of secondary alcohols

Номер: US20120142934A1
Принадлежит: National Tsing Hua University NTHU

A method for synthesis of secondary alcohols is provided for pharmaceutical secondary alcohol by addition of organoboronic acids with aldehydes in presence of the cobalt ion and bidentate ligands as the catalyst. In addition, an enantioselective synthesis method for secondary alcohols is also herein provided in the present invention. The present invention has advantages in using less expensive cobalt ion and commercially available chiral ligands as the catalyst, wide scope of organoboronic acids and aldehydes compatible with this catalytic reaction and achieving excellent yields and/or enantiomeric excess.

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19-07-2012 дата публикации

Method for isolating methylglycinenitrile-n,n-diacetonitrile

Номер: US20120184769A1
Принадлежит: BASF SE

A method for isolating methylglycinenitrile-N,N-diacetonitrile (MGDN) from an aqueous mixture comprising MGDN is provided The method comprises cooling the aqueous mixture in one or more steps In one of these steps the mixture is cooled at a cooling rate of at least 20 K/h from a temperature above the solidification point of MGDN to a temperature below the solidification point of MGDN The method is implemented continuously

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26-07-2012 дата публикации

Hydrochlorination of electron-deficient alkenes

Номер: US20120190879A1
Автор: Michael Todd Coleman
Принадлежит: Future Fuel Chemical Co

The present invention pertains to a method for the hydrochlorination of electron deficient alkenes, particularly alkenes having the functional groups COOH, CONH 2 , and CN. Specific alkenes discussed include acrylic acid, crotonic acid, methacrylic acid, acrylonitrile, acrylamide, and methacrylonitrile. The alkene is combined with a primary or secondary alcohol (e.g., isopropanol) and an acid chloride (e.g., acetyl chloride) under conditions suitable to chlorinate the alkene. Products formed by the invention include 3-chorosubstituted carbonyl compounds such as 3-chlorpropionic acid (3-CPA), 3-chloropropionamide (3-CPAD), and 3-chloropropionitrile among other products.

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14-02-2013 дата публикации

Chemoselective enrichment for compound isolation

Номер: US20130041106A1

Chemoselective isolation of hydroxyl group-containing and carboxyl group-containing compounds is accomplished via formation of polymeric silyl ethers and polymeric siloxyl esters, respectively. Preparation of chemoselective polymeric reagents for capture of hydroxyl group containing compounds and carboxyl group containing compounds is described.

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28-03-2013 дата публикации

Process for preparing eddn and edmn

Номер: US20130079492A1
Принадлежит: BASF SE

A process for preparing EDDN and/or EDMN by conversion of FA, HCN and EDA, the reaction being effected in the presence of water, and, after the conversion, water being depleted from the reaction mixture in a distillation column, which comprises performing the distillation in the presence of an organic solvent which has a boiling point between water and EDDN and/or EDMN at the distillation pressure existing in the column or which forms a low-boiling azeotrope with water.

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11-04-2013 дата публикации

PROCESS FOR PREPARING EDDN AND/OR EDMN BY CONVERSION OF FACH AND EDA

Номер: US20130090452A1
Принадлежит: BASF SE

A process for reacting formaldehyde cyanohydrin (FACH) with ethylenediamine (EDA) in a reactor with limited backmixing at a temperature in the range from 20 to 120° C., wherein the residence time in the reactor is 300 seconds or less. 116-. (canceled)17. A process for reacting formaldehyde cyanohydrin (FACH) with ethylenediamine (EDA) in a reactor with limited backmixing at a temperature in the range from 20 to 120° C. , wherein the residence time in the reactor is 300 seconds or less.18. The process according to claim 17 , wherein the residence time in the reactor is less than 60 seconds.19. The process according to claim 17 , wherein the reactor is a tubular reactor.20. The process according to claim 17 , wherein the inlet temperature of the reactants into the reactor is in the range from 10 to 50° C.21. The process according to claim 17 , wherein the reaction is effected in the presence of one or more organic solvents.22. The process according to claim 17 , wherein the conversion is performed in the presence of water.23. The process according to claim 22 , wherein at least a portion of the water is mixed with EDA before entry into the reactor and the resulting mixture is then cooled.24. The process according to claim 17 , wherein the reaction mixture is cooled after it leaves the reactor.25. The process according to claim 17 , wherein the reaction mixture is cooled by flash evaporation.26. The process according to claim 25 , wherein the pressure in the flash evaporation step is less than 300 mbar.27. The process according to at least one of claim 21 , wherein the organic solvent has a miscibility gap with water.28. The process according to claim 27 , wherein the organic solvent which has a miscibility gap with water is toluene.29. The process according to at least one of claim 17 , wherein the tubular reactor is additionally cooled by means of a cooling jacket.Ethylenediamine (EDA)Ethylenediamine-formaldehyde bisadduct (EDFA)Ethylenediamine-formaldehyde ...

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09-05-2013 дата публикации

Process for preparing saturated amino acids or saturated amino esters comprising a metathesis step

Номер: US20130116458A1

The subject matter of the invention is a process for synthesizing a saturated long-chain o.,0)-amino ester (acid) obtained in a first step by cross-metathesis between an acrylic first compound and a monounsaturated second compound comprising at least one nitrile, acid or ester trivalent function, one of these compounds comprising a nitrile function and the other an acid or ester function, in the presence of a ruthenium carbene metathesis catalyst, and in a second step by hydrogenation of the monounsaturated nitrile ester (acid) obtained in the presence of the metathesis catalyst of the preceding stop, acting as a hydrogenation catalyst.

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23-05-2013 дата публикации

METHOD FOR PRODUCING 2-CYANOACETIC ACID ANHYDRIDE AND FURTHER REACTION PRODUCTS THEREOF

Номер: US20130131370A1
Автор: Hynes Stephan
Принадлежит: Loctite (R&D) Limited Ltd.

The present invention relates to a process for producing 2-cyanoacetic acid anhydride, comprising the steps of a) preparing a reaction mixture, containing as reactants 2-cyanoacetic acid, and at least one Ccarboxylic acid anhydride in at least one organic solvent, wherein the molar ratio of 2-cyanoacetic acid to Ccarboxylic acid anhydride in said reaction mixture is greater than 1.5:1, and b) subjecting the reaction mixture to a temperature of 0° C. to 100° C. to form 2-cyanoacetic acid anhydride. The present invention also relates to process for producing 2-cyanoacetic acid esters, 2-cyanoacetic acid amides and/or 2-cyanoacetic acid thioesters from 2-cyanoacetic acid anhydride. 1. A process for producing 2-cyanoacetic acid anhydride , comprising the steps of:{'sub': 4-20', '4-20, 'a) preparing a reaction mixture, containing as reactants 2-cyanoacetic acid, and at least one Ccarboxylic acid anhydride in at least one organic solvent, wherein the molar ratio of 2-cyanoacetic acid to Ccarboxylic acid anhydride in said reaction mixture is greater than 1.5:1; and'}b) subjecting the reaction mixture to a temperature of 0° C. to 100° C. to form 2-cyanoacetic acid anhydride.2. The process of claim 1 , wherein the molar ratio of 2-cyanoacetic acid to Ccarboxylic acid anhydride in said reaction mixture is from 2:1 to 3:1.3. The process of claim 1 , wherein the Ccarboxylic acid anhydride is a symmetrical Ccarboxylic acid anhydride.6. The process according to claim 1 , wherein the Ccarboxylic acid anhydride is trifluoroacetic acid anhydride.7. The process according to claim 1 , wherein the temperature in step b) is from 10° C. to 40° C.8. The process of claim 1 , comprising the additional step c) of concentrating 2-cyanoacetic acid anhydride by removing at least a part of the organic solvent.9. A process for producing 2-cyanoacetic acid esters claim 1 , 2-cyanoacetic acid amides and/or 2-cyanoacetic acid thioesters claim 1 , comprising the steps of:{'claim-ref': {'@idref': 'CLM ...

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06-06-2013 дата публикации

PROCESSES FOR PRODUCING DIAMINOBUTANE (DAB), SUCCINIC DINITRILE (SDN) AND SUCCINAMIDE (DAM)

Номер: US20130144028A1
Принадлежит:

Processes include providing a clarified diammonium succinate (DAS)- or monoammonium succinate (MAS)- containing fermentation broth; distilling the broth of an overhead that includes water and ammonia, and a liquid bottoms that includes SA, and at least about 20 wt % water; cooling the bottoms to a temperature sufficient to cause the bottoms to separate into a liquid portion in contact with a solid portion that is substantially pure SA; separating the solid portion from the liquid portion; and converting the solid portion to produce nitrogen containing compounds such as diamino butane (DAB), succinic dinitrile (SDN), succinic amino nitrile (SAN) or succinamide (DAM) and downstream products. 1. A process for making nitrogen containing compounds of SA comprising:(a) providing a clarified DAS-containing fermentation broth;(b) distilling the broth under super atmospheric pressure at a temperature of >100° C. to about 250° C. to form an overhead that comprises water and ammonia, and a liquid bottoms that comprises SA, and at least about 20 wt % water;(c) cooling and/or evaporating the bottoms to attain a temperature and composition sufficient to cause the bottoms to separate into a liquid portion and a solid portion that is substantially pure SA;(d) separating the solid portion from the liquid portion;(e) (1) contacting at least as part of the solid portion with hydrogen and an ammonia source in the presence of at least one hydrogenation catalyst to produce DAB, (2) dehydrating at least part of the solid portion to produce SDN or (3) dehydrating at least part of the solid portion to produce DAM; and(f) recovering the DAB, SDN or DAM.2. A process for making nitrogen containing compounds of SA comprising:(a) providing a clarified DAS-containing fermentation broth;(b) adding an ammonia separating and/or water azeotroping solvent to the broth;(c) distilling the broth at a temperature and pressure sufficient to form an overhead that comprises water and ammonia, and a liquid ...

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06-06-2013 дата публикации

METHOD OF PRODUCING IODIZING AGENT, AND METHOD OF PRODUCING AROMATIC IODINE COMPOUND

Номер: US20130144071A1
Принадлежит:

A method of the present invention, for producing an iodizing agent, includes the step of electrolyzing iodine molecules in a solution by using an acid as a supporting electrolyte. This realizes (i) a method of producing an iodine cation suitable for use as an iodizing agent that does not require a sophisticated separation operation after iodizing reaction is completed, and (ii) an electrolyte used in the method. Further, a method of the present invention, for producing an aromatic iodine compound, includes the step of causing an iodizing agent, and an aromatic compound whose nucleus has one or more substituent groups and two or more hydrogen atoms, to react with each other under the presence of a certain ether compound. This realizes such a method of producing an aromatic iodine compound that position selectivity in iodizing reaction of an aromatic compound is improved. 17-. (canceled)9. The method of producing an aromatic iodine compound claim 8 , according to claim 8 , wherein:{'sub': '3-12', 'the cyclic ether compound contains a Cring.'}10. The method of producing an aromatic iodine compound claim 8 , according to claim 8 , wherein:the iodizing agent is an iodine cation.11. The method of producing an aromatic iodine compound claim 8 , according to claim 8 , further comprising the steps of:separating a solid reaction product from a reaction solution obtained in the step (a); andrecrystallizing the reaction product thus separated from the reaction solution.12. The method of producing an aromatic iodine compound claim 8 , according to claim 8 , further comprising the step of isolating a reaction product by carrying out distillation process with respect to a reaction solution obtained in the step (a).13. (canceled) This application is a divisional of U.S. patent application Ser. No. 12/530,274 filed on Sep. 8, 2009, which is a 371 of PCT/JP2008/054184 filed on Mar. 7, 2008 and claims priority to Japanese Application No. 2007-061067 filed on Mar. 9, 2007 and Japanese ...

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20-06-2013 дата публикации

RUTHENIUM-DIAMINE COMPLEXES AND METHOD FOR PRODUCING OPTICALLY ACTIVE COMPOUNDS

Номер: US20130158276A1
Принадлежит: TAKASAGO INTERNATIONAL CORPORATION

Provided is a catalyst for asymmetric reduction, which can be produced by a convenient and safe production method, has a strong catalytic activity, and has excellent stereoselectivity. The present invention relates to a ruthenium complex represented by the following formula (1): wherein Rrepresents an alkyl group or the like; Y represents a hydrogen atom; X represents a halogen atom or the like; j and k each represent 0 or 1; Rand Reach represent an alkyl group or the like; Rto Reach represent a hydrogen atom, an alkyl group or the like; Z represents oxygen or sulfur; nrepresents 1 or 2; and nrepresents an integer from 1 to 3, a method for producing the ruthenium complex, a catalyst for asymmetric reduction formed from the ruthenium complex, and methods for selectively producing an optically active alcohol and an optically active amine using the catalyst for asymmetric reduction. 4. A method for producing a reduction product by reducing an organic compound in the presence of the ruthenium complex as set forth in and a hydrogen donor.5. A method for producing an optically active alcohol claim 1 , the method comprising reducing a carbonyl group of a carbonyl compound in the presence of the ruthenium complex according to and a hydrogen donor.6. A method for producing an optically active amine claim 1 , the method comprising reducing an imino group of an imine compound in the presence of the ruthenium complex according to and a hydrogen donor.7. The method according to claim 4 , wherein the hydrogen donor is selected from formic acid claim 4 , a formic acid alkali metal salt claim 4 , and an alcohol having a hydrogen atom on the α-position carbon atom substituted with a hydroxyl group.8. The method according to claim 4 , wherein the hydrogen donor is hydrogen.9. A catalyst for reduction claim 4 , comprising the ruthenium complex according to .10. The catalyst according to claim 9 , wherein the catalyst is a catalyst for asymmetric reduction. The present invention ...

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27-06-2013 дата публикации

RUTHENIUM COMPLEXES FOR USE IN OLEFIN METATHESIS

Номер: US20130165649A1
Автор: Cazin Catherine
Принадлежит:

Cls ruthenium complexes that can be used as catalysts are described. The complexes are generally square pyramidal in nature, having two anionic ligands X adjacent to each other. The complexes can be used as catalysts, for example in olefin metathesis reactions. Corresponding trans ruthenium complexes are also described, together with cationic complexes where one or both of the anionic ligands X are replaced by a non-co-ordinating anionic ligand. 2. The cis ruthenium complex according to wherein the anionic ligands X are independently selected from the group consisting of halogen claim 1 , benzoate claim 1 , C-Ccarboxylates claim 1 , C-Calkoxy claim 1 , phenoxy claim 1 , C-Calkyl thio groups claim 1 , tosylate claim 1 , mesylate claim 1 , brosylate claim 1 , trifluoromethane sulfonate claim 1 , and pseudo-halogens.3. The cis ruthenium complex according to wherein the groups Rand Rare H and aryl.4. The cis ruthenium complex according to wherein the groups Rand Rare fused to form a substituted or unsubstituted indenylidene moiety.6. The cis ruthenium complex according to wherein the phosphite group is selected from the group consisting of P(OMe)P(OEt) claim 5 , P(OiPr)and P(OPh).7. The cis ruthenium complex according to wherein the group A is a nucleophilic carbene having a four claim 1 , five claim 1 , six or seven membered ring containing the carbene carbon.8. The cis ruthenium complex according to wherein the group A is an N-heterocyclic carbene.9. The cis ruthenium complex according to wherein the N-heterocyclic carbene ligand contains more than one nitrogen atom in the ring and/or contains at least one of O or S in the ring.11. The cis ruthenium complex according to wherein the N-heterocyclic carbene ligand contains two nitrogen atoms in the ring claim 9 , each adjacent the carbene carbon.18. The method of wherein the leaving group L is selected from the group cnsisting of; substituted or unsubstituted pyridine claim 17 , phosphine claim 17 , phosphite claim 17 , ...

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27-06-2013 дата публикации

METHOD FOR THE PREPARATION OF PHOSPHINE BUTADIENE LIGANDS, COMPLEXES THEREOF WITH COPPER AND USE THEREOF IN CATALYSIS

Номер: US20130165667A1
Принадлежит:

A method for the creation of a carbon-carbon (C—C) bond or of a carbon-heteroatom (C-HE) bond includes reacting a compound carrying a leaving group with a nucleophilic compound carrying a carbon atom or a heteroatom (HE) capable of replacing the leaving group, thus creating a C—C or C-HE bond, in which process the reaction is carried out in the presence of an effective amount of a catalytic system comprising at least one copper/butadienylphosphine complex. 1. A method for the creation of a carbon-carbon (C—C) bond or of a carbon-heteroatom (C-HE) bond by reacting a compound carrying a leaving group with a nucleophilic compound carrying a carbon atom or a heteroatom (HE) capable of replacing the leaving group , thus creating a C—C or C-HE bond , in which process the reaction is carried out in the presence of an effective amount of a catalytic system comprising at least one copper/butadienylphosphine complex.3. The method as claimed in claim 1 , in which the Rand Rsubstituents of the butadienylphosphine of formula (1) are identical and each represent a radical chosen independently from alkyl claim 1 , aryl claim 1 , heteroaryl claim 1 , monoalkylamino claim 1 , dialkylamino claim 1 , alkoxy claim 1 , aryloxy and heteroaryloxy.4. The method as claimed in claim 1 , in which the Rand/or Rsubstituents can be connected so as to form claim 1 , with the carbon atom which carries them claim 1 , a carbocyclic or heterocyclic group having from 3 to 20 carbon atoms which is saturated claim 1 , unsaturated claim 1 , monocyclic or polycyclic claim 1 , in the latter case comprising two or three rings claim 1 , it being possible for the adjacent rings to be aromatic in nature.5. The method as claimed in claim 1 , in which the butadienylphosphine of formula (1) is of Z configuration or of E configuration or is in the form of a mixture in all proportions of the Z and E configurations.6. The method as claimed in claim 1 , in which the butadienylphosphine of formula (1) exhibits the ...

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04-07-2013 дата публикации

Alpha-cyanoacrylate ester synthesis

Номер: US20130171092A1
Автор: Stephen Hynes
Принадлежит: Henkel Ireland Ltd, Monheim

The high temperatures required for cracking the cyanoacrylate oligomers, produced by the Knovenagel condensation of formaldehyde and a cyanoacetate, limit the synthetic diversity and the number of different side chains that can be incorporated into a cyanoacrylate prepared using this method. Accordingly, the diversity of cyanoacrylate monomers prepared industrially is quite limited. Disclosed herein is a method for the preparation of alpha-Cyanoacrylate ester monomers from a variety of phosphonium and ammonium alpha-cyanoacrylate salts. The phosphonium and ammonium alpha-cyanoacrylate salts are of the general formula:

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04-07-2013 дата публикации

PROCESSES FOR PRODUCING DIAMINOBUTANE (DAB), SUCCINIC DINITRILE (SDN) AND SUCCINAMIDE (DAM)

Номер: US20130172519A1
Принадлежит: BIOAMBER S.A.S.

Processes that make nitrogen-containing compounds include converting succinic acid (SA) or monoammonium succinate (MAS) derived from a diammonium succinate (DAS)- or MAS-containing fermentation broth to produce such compounds including diaminobutane (DAB), succinic dinitrile (SDN), succinic amino nitrile (SAN), succinamide (DAM), and related polymers. 1. A process for making nitrogen containing compounds , comprising:(a) providing a clarified DAS-containing fermentation broth;(b) distilling the broth to form an overhead that comprises water and ammonia, and a liquid bottoms that comprises MAS, at least some DAS, and at least about 20 wt % water;(c) cooling and/or evaporating the bottoms, and optionally adding an antisolvent to the bottoms, to attain a temperature and composition sufficient to cause the bottoms to separate into a DAS-containing liquid portion and a MAS-containing solid portion that is substantially free of DAS;(d) separating at least part of the solid portion from the liquid portion; (2) dehydrating at least a part of the solid portion to produce SDN; or', '(3) dehydrating at least a part of the solid portion to produce DAM; and, '(e) (1) contacting the solid portion with hydrogen and optionally an ammonia source in the presence of at least one hydrogenation catalyst to produce DAB; or'}(f) recovering the DAB, SDN or DAM.2. A process for making nitrogen containing compounds , comprising:(a) providing a clarified DAS-containing fermentation broth;(b) distilling the broth to form a first overhead that includes water and ammonia, and a first liquid bottoms that includes MAS, at least some DAS, and at least about 20 wt % water;(c) cooling and/or evaporating the bottoms, and optionally adding an antisolvent to the bottoms, to attain a temperature and composition sufficient to cause the bottoms to separate into a DAS-containing liquid portion and a MAS-containing solid portion that is substantially free of DAS;(d) separating the solid portion from the ...

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01-08-2013 дата публикации

NEW PROCESS

Номер: US20130197257A1
Принадлежит: Hoffmann-La Roche Inc.

A process for the preparation of a compound of formula (I): 2. A process according to claim 1 , wherein the coupling reaction is carried out in the presence of a secondary amine.3. A process according to claim 2 , wherein Ris pent-3-yl.9. A process according to claim 1 , wherein the coupling reaction is followed by a mineral acid quenching with hydrofluoric acid claim 1 , hydrochloric acid claim 1 , boric acid claim 1 , acetic acid claim 1 , formic acid claim 1 , nitric acid claim 1 , phosphoric acid or sulfuric acid.10. A process according to claim 1 , wherein the coupling reaction is followed by a hydrochloric acid quenching.11. A process according to claim 1 , wherein a nonprotic solvent is present.12. A process according to claim 11 , wherein the nonprotic solvent is tetrahydrofuran.13. A process according to claim 11 , wherein the alkylating agent is 1-halo-CHRor a sulfonate ester of RCH—OH wherein Ris defined in .14. A process according to claim 1 , wherein the alkylating agent is 1-halo-2-ethylbutane.15. A process according to claim 1 , wherein the alkylating agent is 2-ethyl-1-butanol.16. A process according to claim 1 , wherein the alkylating agent is 1-bromo-2-ethylbutane.17. A process according to claim 1 , wherein the Grignard reagent is a (C-C)alkyl-magnesium-halide claim 1 , phenyl-magnesium-halide claim 1 , heteroaryl-magnesium-halide or a (C-C)cycloakyl-magnesium-halide.18. A process according to claim 1 , wherein the Grignard reagent is methylmagnesiumchloride.19. A process according to claim 2 , wherein the secondary amine is diethylamine or diisopropylamine.20. A process according to claim 2 , wherein the secondary amine is diethylamine.21. A process according to claim 2 , wherein the secondary amine is in a catalytic amount.22. A process according to claim 2 , wherein 0.01 to 0.5 equivalents of the secondary amine is used.23. A process according to claim 2 , wherein the process is continuous.24. A process according to claim 8 , wherein the ...

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08-08-2013 дата публикации

PROCESS FOR PRODUCING COMPOUNDS COMPRISING NITRILE FUNCTIONS

Номер: US20130204001A1
Принадлежит: Rhodia Operations

The production of compounds comprising nitrile functions and of cyclic imide compounds is described. Further described, is the production of compounds comprising nitrile functions from compounds comprising carboxylic functions, optionally of natural and renewable origin, and from a mixture N of dinitriles comprising 2-methylglutaronitrile (MGN), 2-ethylsuccinonitrile (ESN) and adiponitrile (AdN). 1. A process for preparing at least one nitrile of general formula I{'br': None, 'sub': v', '1', 'w, '(NC)—R—(CN)\u2003\u2003(I)'} {'br': None, 'sub': x', '1', 'y, '(HOOC)—R—(COOH)\u2003\u2003(II)'}, 'and at least cyclic imides 3-methylglutarimide and 3-ethylsuccinimide, by reacting at least one carboxylic acid of general formula II'}and a mixture N of dinitriles comprising 2-methylglutaronitrile (MGN), 2-ethylsuccinonitrile (ESN) and adiponitrile (AdN),whereinx, y are equal to 0 or 1 with (x+y) equal to 1 or 2,v, w are equal to 0 or 1 with (v+w) equal to 1 or 2, and from 4 carbon atoms to 34 carbon atoms when (x+y) is equal to 2, and', 'from 2 carbon atoms to 22 carbon atoms when (x+y) is equal to 1., 'R1 represents a linear or branched, saturated or unsaturated hydrocarbon-based group which can comprise heteroatoms, comprising2. The process as defined in claim 1 , wherein the mixture N of dinitriles is a mixture resulting from the process for producing adiponitrile by double hydrocyanation of butadiene.3. The process as defined in claim 1 , wherein the mixture N of dinitriles has the following composition by weight:2-Methylglutaronitrile from 70% to 95%,2-Ethylsuccinonitrile from 5% to 30%, andAdiponitrile from 0% to 10%, andwherein the remaining portion of the composition is composed of various impurities.4. The process as defined in claim 1 , wherein the compound of formula II is derived from a renewable matter of vegetable or animal origin.5. The process as defined in claim 4 , wherein the compound of formula II is selected from the group consisting of a caproic acid ...

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15-08-2013 дата публикации

New process for the resolution of enantiomers of (3,4 dimethoxy-bicyclo[4.2.0]octa-1,3,5-trien-7-yl)nitrile and application in the synthesis of ivabradine

Номер: US20130211070A1
Принадлежит: Laboratoires Servier SAS

Process for the optical resolution of the compound of formula (I): by chiral chromatography. Application in the synthesis of ivabradine, of its addition salts with a pharmaceutically acceptable acid and of their hydrates.

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22-08-2013 дата публикации

SYNTHESIS OF CYCLOHEXANE DERIVATIVES USEFUL AS SENSATES IN CONSUMER PRODUCTS

Номер: US20130216486A1
Принадлежит: The Procter & Gamble Company

The present invention provides synthetic routes for preparing various isomers of cyclohexane-based coolants, such as menthyl esters and menthanecarboxamide derivatives, in particular those substituted at the amide nitrogen, for example with an aromatic ring or aryl moiety. Such structures have high cooling potency and long lasting sensory effect, which make them useful in a wide variety of consumer products. One synthetic route involves a copper catalyzed coupling of a primary menthanecarboxamide with an aryl halide, such reaction working best in the presence of potassium phosphate and water. Using this synthetic route, specific isomers can be prepared including the menthanecarboxamide isomer having the same configuration as l-menthol and new isomers such as a neoisomer having opposite stereochemistry at the carboxamide (C-1) position. The neoisomer unexpectedly has potent and long lasting cooling effect. Preparation schemes for neoisomers of other menthyl derivatives which are useful as coolants, including esters, ethers, carboxy esters and other N-substituted carboxamides are also provided. 2. The process of wherein the reaction is conducted in the presence of potassium phosphate and the copper catalyst is a copper halide.3. The process of wherein the copper halide is copper (I) iodide.4. The process of wherein the primary menthane carboxamide is prepared by reacting a menthane acid chloride with ammonia under aqueous conditions.5. The process of wherein the menthane carboxamide is prepared by hydrolysis of a corresponding menthane nitrile.6. The process of wherein the stereochemistry of the starting menthane carboxamide is maintained through the coupling reaction with aryl halide to produce the N-substituted menthane carboxamide.7. The process of wherein (1S claim 6 ,2S claim 6 ,5R)-menthane carboxamide is reacted with aryl halide to produce neoisomers having 1S claim 6 ,2S claim 6 ,5R configuration of N-aryl substituted menthane carboxamide.8. A process for ...

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22-08-2013 дата публикации

PHOSPHINE LIGANDS FOR CATALYTIC REACTIONS

Номер: US20130217876A1
Принадлежит: AbbVie Inc.

The disclosure is directed to: (a) phosphacycle ligands; (b) catalyst compositions comprising phosphacycle ligands; and (c) methods of using such phosphacycle ligands and catalyst compositions in bond forming reactions. 2. The phosphine ligand of claim 1 , wherein Vand Vare CR claim 1 , wherein Ris alkoxy.3. The phosphine ligand of claim 1 , wherein Vand Vare CR claim 1 , wherein Ris methoxy.4. The phosphine ligand of claim 1 , wherein Vand Vare CR claim 1 , wherein Ris hydrogen.5. The phosphine ligand of claim 1 , wherein V claim 1 , Vand Vare CR claim 1 , wherein Ris alkyl.6. The phosphine ligand of claim 1 , wherein V claim 1 , Vand Vare CR claim 1 , wherein Ris isopropyl.7. The phosphine ligand of claim 1 , wherein Vand Vare CR claim 1 , wherein Ris hydrogen.10. The phosphine ligand of claim 1 , wherein the ligand is selected from the group consisting of:2,2,6,6-tetramethyl-1-(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphinane;2,2,6,6-tetramethyl-1-(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphinan-4-one;2,2,6,6-tetramethyl-1-(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphinan-4-ol;7,7,9,9-tetramethyl-8-(2′,4′,6′-triisopropylbiphenyl-2-yl)-1,4-dioxa-8-phosphaspiro[4.5]decane;8,8,10,10-tetramethyl-9-(2′,4′,6′-triisopropylbiphenyl-2-yl)-1,5-dioxa-9-phosphaspiro[5.5]undecane;3,3,8,8,10,10-hexamethyl-9-(2′,4′,6′-triisopropylbiphenyl-2-yl)-1,5-dioxa-9-phosphaspiro[5.5]undecane;1-(2′-(dimethylamino)-6′-methoxybiphenyl-2-yl)-2,2,6,6-tetramethylphosphinan-4-one;1-(2′,6′-bis(dimethylamino)biphenyl-2-yl)-2,2,6,6-tetramethylphosphinan-4-one;1-(2′,6′-dimethoxybiphenyl-2-yl)-2,2,6,6-tetramethylphosphinan-4-one;1-(2′,6′-diisopropoxybiphenyl-2-yl)-2,2,6,6-tetramethylphosphinan-4-one;1-(2′-(dimethylamino)biphenyl-2-yl)-2,2,6,6-tetramethylphosphinan-4-one;1-(biphenyl-2-yl)-2,2,6,6-tetramethylphosphinan-4-one;1-(1,1′-binaphthyl-2-yl)-2,2,6,6-tetramethylphosphinan-4-one;1-(2′-methoxy-1,1′-binaphthyl-2-yl)-2,2,6,6-tetramethylphosphinan-4-one;1-(3,6-dimethoxybiphenyl-2-yl)-2,2,6,6- ...

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29-08-2013 дата публикации

Fluoroalkylation Methods And Reagents

Номер: US20130225815A1
Принадлежит: University of Illinois

A method of forming a fluorinated molecular entity includes reacting in a reaction mixture an aromatic halide, copper, a fluoroalkyl group, and a ligand. The aromatic halide includes an aromatic group and a halogen substituent bonded to the aromatic group. The ligand includes at least one group-V donor selected from phosphorus and an amine. The overall molar ratio of copper to aromatic halide in the reaction mixture is from 0.2 to 3. The method further includes forming a fluoroalkylarene including the aromatic group and the fluoroalkyl group bonded to the aromatic group. A composition, which may be used in the method, consists essentially of copper, the fluoroalkyl group, and the ligand, where the molar ratio of copper to the fluoroalkyl group is approximately 1.

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19-09-2013 дата публикации

Compound having hetero ring skeleton, and process for producing optically active compound using the aforementioned compound as asymmetric catalyst

Номер: US20130245257A1
Принадлежит: KYOTO UNIVERSITY, Sumitomo Chemical Co Ltd

The invention provides a compound having a heterocyclic skeleton of formula (I): wherein the substituents are as defined in the specification, as well as a tautomer thereof or a salt thereof. The invention also provides asymmetric synthesis methods involving the use of such a compound, tautomer thereof, or salt thereof, as a catalyst.

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26-09-2013 дата публикации

METHOD FOR PRODUCING CYANOACETIC ACID, METHOD FOR PRODUCING CYANOACETIC ACID DERIVATIVE AND METHOD FOR PRODUCING METAL CONTAINING COMPOUND

Номер: US20130253213A1

Provided is a method for producing cyanoacetic acid in a hydrolysis reaction of a predetermined cyanoacetate in the presence of an acid catalyst. Further, are provided methods for producing a cyanoacetic acid derivative and a metal containing compound by using the produced cyanoacetic acid as a staring material. Herein, the method for producing cyanoacetic acid enables the content of a malonic acid byproduct generated in the hydrolysis reaction to be greatly lowered, allowing the produced cyanoacetic acid to be used as a starting material without any purification treatments. Those advantageous effects result in the great improvement in the purity and yields of the cyanoacetic acid derivative and the metal containing compound produced by said cyanoacetic acid. Accordingly, the above mentioned methods make it possible to produce cyanoacetic acid, the cyanoacetic acid derivative and the metal containing compound, as excellent in the productivity and economical efficiency. 2. The method for producing cyanoacetic acid according to claim 1 , the alcohol produced in the hydrolysis reaction is included in 0.5 to 20 mol % with respect to the produced cyanoacetic acid claim 1 , when hydrolysis reaction is completed.3. The method for producing cyanoacetic acid according to claim 1 , the cyanoacetate of the formula (1) is included in 0.5 to 2.0 mol % with respect to the produced cyanoacetic acid claim 1 , when the hydrolysis reaction is completed.4. The method for producing cyanoacetic acid according to claim 1 , wherein the acid catalyst is selected from a group of sulfuric acid claim 1 , hydrochloric acid claim 1 , acetic acid claim 1 , cyanoacetic acid claim 1 , phosphoric acid claim 1 , and p-toluenesulfonic acid.5. The method for producing cyanoacetic acid according to claim 1 , wherein the acid catalyst is used in 0.2 to 10 mol % with respect to the cyanoacetate of the formula (1) in the hydrolysis reaction.6. The method for producing cyanoacetic acid according to claim 5 ...

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17-10-2013 дата публикации

PROCESS FOR PREPARING BICALUTAMIDE

Номер: US20130274501A1
Принадлежит:

The present invention provide processes for the preparation of N-[4-Cyano-3-(trifluoro methyl)phenyl]-3-[(4-fluorophenyl)sulphonyl]-2-hydroxy-2-methyl propanamide (I). 3) The process according to claim 2 , wherein the non-halogenated organic acid solvent is C1-C4 carboxylic acid.42) The process according to & claim 1 , wherein the water immiscible ester solvent of step c) is C2-C5 carboxylic acid ester.5) The process according to claim 1 , wherein the oxidation is carried out at about 10° C.-30° C. in the presence of tungstic acid.6) The process according to claim 1 , wherein the optional purification is carried out in Ethyl acetate solvent.9) A process for purifying N-[4′-cyano-3′-(trifluoro methyl)phenyl]-3-[(4″-fluoro-phenyl)sulfonyl]-2-hydroxy-2-methylpropionamide (I) or Bicalutamide comprising mixing Bicalutamide with ethyl acetate and heating the solution containing Bicalutamide up to at least about 50° C. followed recovering ethyl acetate and isolating the product claim 1 , substantially free from impurities A claim 1 , B claim 1 , C and D.109) N-[4′-cyano-3′-(trifluoromethyl)phenyl]-3-[(4″-fluoro-phenyl)sulfonyl]-2-hydroxy-2-methylpropionamide (I) or Bicalutamide as claimed in claim 1 , to claim 1 , having an X-ray diffraction pattern as per .11) Bicalutamide crystalline “Form-S” comprising an X-ray diffraction pattern having characteristic 2θ° and ‘d’ spacing values—6.1 (14.40 d value) claim 1 , 12.2 (7.20 d value) claim 1 , 16.9 (5.23 d value) claim 1 , 19.0 (4.65 d value) claim 1 , 23.8 (3.72 d value) claim 1 , 24.9 (3.56 d value) claim 1 , 29.5 and 31.5±0.2 (±0.1 d value). Particular aspects of the present application relate to a process for preparation of bicalutamide.Bicalutamide is the generic name for the compound N-[4-Cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulphonyl]-2-hydroxy-2-methyl propanamide and is represented by the formula (I)Bicalutamide and related various acyl anilides have been disclosed in U.S. Pat. No. 4,636,505 as ...

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31-10-2013 дата публикации

Process for Isomerization of CIS-2-Pentenenitrile to 3-Pentenenitriles

Номер: US20130289299A1
Принадлежит: BASF SE

The present invention relates to an improved process for batchwise or continuous isomerization of cis-2-pentenenitrile to 3-pentenenitriles in the presence of 1,4-diazabicyclo[2.2.2]octane as catalyst. 16-. (canceled)7. A process for batchwise or continuous isomerization of cis-2-pentenenitrile to 3-pentenenitriles , which comprises isomerizing cis-2-pentenenitrile with 1 ,4-diazabicyclo[2.2.2]octane.8. The process according to claim 7 , wherein cis-2-pentenenitrile is isomerized at temperatures of 80 to 200° C. and a pressure of 0.01 to 50 bar.9. The process according to claim 7 , wherein the isomerization of cis-2-pentenenitrile to 3-pentenenitriles is performed in a reaction column.10. The process according to claim 7 , whereina) 3-pentenenitriles or a mixture comprising 3-pentenenitriles is/are hydrocyanated to adiponitrile in the presence of nickel(0)-phosphorus ligand complexes as catalysts,b) adiponitrile, 2-methylglutaronitrile and nickel(0)-phosphorus ligand complex are removed from the hydrocyanation output,c) the cis-2-pentenenitrile in the thus obtained organic phase comprising unsaturated C5 mononitriles is isomerized to 3-pentenenitriles with the aid of 1,4-diazabicyclo[2.2.2]octane as a catalyst, which has a higher boiling point at standard pressure than cis-2-pentenenitrile,whereind) the organic phase which comprises essentially unsaturated C5 mononitriles and is obtained in c) is supplied to a distillation column K1, cis-2-pentenenitrile and cis- and trans-2-methyl-2-butenenitrile are removed from the distillation column K1 via the top, and 3-pentenenitrile and trans-2-pentenenitrile are removed from the distillation column K1 via the bottom, and the latter are recycled into the reaction step for hydrocyanation of 3-pentenenitriles,e) the top product from the distillation column K1 is fed to a distillation column K2, and trans-2-methyl-2-butenenitrile is removed and discharged as a bottom product of column K2,f) a top product from column K2 and 1,4- ...

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21-11-2013 дата публикации

Synthesis of peretinoin

Номер: US20130310586A1
Автор: Raphael Beumer
Принадлежит: DSM IP ASSETS BV

The present invention relates to a new and improved synthesis of peretinoin.

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21-11-2013 дата публикации

1,1-DISUBSTITUTED ETHYLENE PROCESS

Номер: US20130310594A1
Принадлежит: OptMed, Inc.

An improvement in the production of 1,1-disubstituted ethylenes is attained by contacting a 1,1-disubstituted ethylene with alumina and separating the alumina to obtain a 1,1-disubstituted ethylene with a good combination of cost, purity, shelf life and cure rate.

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28-11-2013 дата публикации

PROCESS FOR PRODUCTION OF AROMATIC AMIDE CARBOXYLIC ACID DERIVATIVE

Номер: US20130317247A1
Принадлежит: MITSUI CHEMICALS AGRO, INC.

The invention provides a method for producing an aromatic amide carboxylic acid derivative represented by the following Formula (2), including a step of reacting an aromatic amide halide derivative represented by the following Formula (1) with carbon monoxide. In the following Formulae (1) and (2), Rrepresents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms; Xrepresents a fluorine atom or a cyano group; Xrepresents a halogen atom; and n represents an integer of from 0 to 3. 5. The aromatic amide halide derivative according to claim 4 , wherein claim 4 , in Formula (1) claim 4 , Rrepresents a methyl group claim 4 , Xrepresents a fluorine atom claim 4 , Xrepresents a chlorine atom claim 4 , and n represents 0 or 1. The invention relates to a method for producing an aromatic amide carboxylic acid derivative.Methods for producing aromatic carboxylic acid derivatives are known in which carbon monoxide is inserted into a certain kind of aromatic halide derivative in the presence of a base and water, using a palladium compound as a catalyst (see, for example, Japanese Patent Application Laid-Open (JP-A) Nos. 8-104661, 2003-48859, and 2005-220107).Furthermore, a method for producing an aromatic amide carboxylic acid derivative having an amide bond and a halogen atom, etc., in the molecule thereof is known (see, for example, International Patent Publication No. WO 2010/18857).The inventors have studied industrial methods for producing aromatic amide carboxylic acid derivatives using the methods described in the above known art. However, the methods require multi-step reactions and are therefore insufficient as industrial production methods.The invention provides a method that allows for the production of an aromatic amide carboxylic acid derivative having a halogen atom, etc., through fewer process steps, and a useful intermediate for use in the production method.As a result of the intensive studies to develop a method that allows for the production of an ...

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05-12-2013 дата публикации

Processes for producing hexamethylenediamine (hmd), adiponitrile (adn), adipamide (adm) and derivatives thereof

Номер: US20130324694A1
Принадлежит: Bioamber SAS

Processes for producing nitrogen containing compounds include producing hexamethylenediamine (HMD), adiponitrile (ADN), adipamide (ADM) and derivatives thereof from adipic acid (AA) obtained from fermentation broths containing diammonium adipate (DAA) or monoammonium adipate (MAA).

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05-12-2013 дата публикации

PROCESSES AND REAGENTS FOR MAKING DIARYLIODONIUM SALTS

Номер: US20130324718A1
Автор: DiMagno Stephen
Принадлежит:

This invention relates to processes and reagents for making diaryliodonium salts, which are useful for the preparation of fluorinated and radiofluorinated aromatic compounds. 2. The process of claim 1 , wherein the process is carried out in the absence of added acid.3. The process of claim 1 , wherein the process utilizes (1-chloromethyl-4-fluoro-1 claim 1 ,4-diazoniabicyclo[2.2.2]octane)bis(tetrafluoroborate).4. The process of claim 1 , wherein the process utilizes (1-fluoro-4-methyl-1 claim 1 ,4-diazoniabicyclo[2.2.2]octane)bis(tetrafluoroborate).5. The process of claim 1 , wherein the process utilizes N-fluoro-2 claim 1 ,3 claim 1 ,4 claim 1 ,5 claim 1 ,6-pentachloropyridinium tetrafluoroborate.6. The process of claim 1 , wherein the process utilizes less than 2 equivalents of (1-chloromethyl-4-fluoro-1 claim 1 ,4-diazoniabicyclo[2.2.2]octane)bis(tetrafluoroborate) claim 1 , (1-fluoro-4-methyl-1 claim 1 ,4-diazoniabicyclo[2.2.2]octane)bis(tetrafluoroborate) claim 1 , or optionally substituted N-fluoropyridinium tetrafluoroborate for 1 equivalent of the compound of Formula II.7. The process of claim 1 , wherein the process utilizes less than 1.5 equivalents of (1-chloromethyl-4-fluoro-1 claim 1 ,4-diazoniabicyclo[2.2.2]octane)bis(tetrafluoroborate) claim 1 , (1-fluoro-4-methyl-1 claim 1 ,4-diazoniabicyclo[2.2.2]octane)bis(tetrafluoroborate) claim 1 , or optionally substituted N-fluoropyridinium tetrafluoroborate for 1 equivalent of the compound of Formula II.8. The process of claim 1 , wherein each X is claim 1 , independently claim 1 , a ligand that is a conjugate base of an acid HX claim 1 , wherein HX has a pKa of less than or equal to 5.9. The process of claim 1 , wherein each X is O(C═O)CH.10. The process of claim 1 , wherein the tetravalent silicon moiety is (R)Si—X claim 1 , wherein each Ris claim 1 , independently claim 1 , Calkyl or aryl.11. The process of claim 10 , wherein each Ris methyl.12. The process of claim 10 , wherein (R)Si—X is (CH)Si—X.13. The ...

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05-12-2013 дата публикации

PREPARATION METHOD FOR FLUORINE-CONTAINING OLEFINS HAVING ORGANIC-GROUP SUBSTITUENTS

Номер: US20130324757A1
Принадлежит:

An object of the present invention is to provide a method that enables the easy and efficient (high yield, high selectivity, low cost) preparation of a fluorine-containing olefin substituted with an organic group or groups from a fluorine-containing olefin. 1. A method for preparing a fluorine-containing olefin substituted with an organic group or groups ,the method comprising a step of reacting a fluorine-containing olefin (excluding chlorotrifluoroethylene) with an organic boron compound in the presence of an organic transition metal catalyst containing at least one transition metal selected from the group consisting of nickel, palladium, platinum, rhodium, ruthenium, and cobalt.2. The method according to claim 1 , wherein the fluorine-containing olefin is an olefin substituted with one or more fluorine atoms.3. The method according to claim 1 , wherein the transition metal is at least one member selected from the group consisting of nickel and palladium.5. The method according to claim 4 , wherein R is an optionally substituted monocyclic claim 4 , bicyclic claim 4 , or tricyclic aryl.6. The method according to claim 4 , wherein at least one of fluorine atoms claim 4 , each of which is bonded to an sphybridized carbon atom of the fluorine-containing olefin claim 4 , is substituted with a group represented by R.7. The method according to claim 1 , wherein the step is performed in the presence of a base.8. The method according to claim 1 , wherein the step is performed in the absence of a base.9. The method according to claim 1 , wherein the organic transition metal catalyst is an organic nickel complex.10. The method according to claim 1 , wherein the organic transition metal catalyst is an organic palladium complex. The present invention relates to a method for preparing a fluorine-containing olefin substituted with an organic group or groups.1-Substituted fluorine-containing olefins, such as 1,1,2-trifluorostyrene, are useful for, for example, polyelectrolyte ...

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12-12-2013 дата публикации

PROCESS FOR THE ECO-FRIENDLY PREPARATION OF 3, 5-DIBROMO-4-HYDROXYBENZONITRILE

Номер: US20130331596A1

A highly pure 3,5-dibromo-4-hydroxybenzonitrile (bromoxynil) has been prepared in high yield from 4-hydroxybenzonitrile using eco-friendly brominating reagent comprising of 2:1 mole ratio of bromide to bromate salts in aqueous acidic medium without any catalyst under ambient conditions with no work up procedure. The product 3,5-dibromo-4-hydroxybenzonitrile was obtained in 91-99% yield with melting point 189-191° C. and more than 99% purity by gas chromatographic analysis without any purification. 1. A process for the eco-friendly synthesis of 3 ,5-dibromo-4-hydroxybenzonitrile comprising the steps of: (i) reacting 4-hydroxybenzonitrile in the range of 8.4 to 1260 m moles with a brominating reagent consisting of a alkali/alkaline earth metal bromide and alkali/alkaline earth metal bromate salts wherein the active bromide content in the brominating reagent is 16.8 to 2521 m moles, under continuous stirring;', '(ii) adding 0.015 to 3.0 moles of an inorganic acid to the reaction mixture as obtained from step under stirring for a period in the range of 1 to 4 hours at room temperature;', '(iii) continuing the stirring further for a period in the range of 1 to 3 hours;', '(iv) filtering the solid from liquid, washing with deionized water and drying the precipitate under vacuum at 20.6-21.9 Kilo Pascal pressure.}2. A process as claimed in claim 1 , wherein the brominating reagent consist of alkali/alkaline earth metal bromide and alkali/alkaline earth metal bromate salts in the ratio of 2:1 to 2.1:1.3. A process as claimed in claim 1 , wherein the bromination reaction is conducted by addition of solid brominating reagent to the aqueous solution containing 4-hydroxy benzonitrile and inorganic add.4. A process as claimed in claim 1 , wherein inorganic acid used is selected from the group consisting of hydrochloric acid claim 1 , sulfuric acid claim 1 , nitric acid claim 1 , phosphoric acid or perchloric acid.5. A process as claimed in claim 1 , wherein the temperature of ...

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12-12-2013 дата публикации

2-cyanoacrylate-purifying method

Номер: US20130331598A1
Принадлежит: Taoka Chemical Co Ltd

Provided is a 2-cyanoacrylate-purifying method for decoloring a 2-cyanoacrylate which has been colored, and preventing further coloring of the 2-cyanoacrylate thus decolored. The 2-cyanoacrylate-purifying method includes the steps of: (a) adding a specific polyhydric aromatic compound to the 2-cyanoacrylate which has been colored; and (b) storing, at a temperature in a range of 0° C. to 40° C. for 0.5 day or more, the resulting mixture obtained in the step (a), and then subjecting the mixture to reduced pressure distillation.

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19-12-2013 дата публикации

Process for the Synthesis of Aminobiphenylene

Номер: US20130338369A1
Принадлежит: BASF SE

The present invention relates to a process for the synthesis of 2-aminobiphenylene and derivatives thereof by reacting a benzene diazonium salt with an aniline compound under basic reaction conditions. 127-. (canceled)31. The process of claim 28 , wherein the reaction is performed at a pH of 9.1 or greater32. The process of claim 28 , wherein the reaction is performed in the presence of at least one solvent.33. The process of claim 32 , wherein the solvent is an aqueous solvent.34. The process of claim 28 , wherein the reaction is performed in the presence of water and of at least one base.35. The process of claim 34 , wherein the base is selected from the group consisting of alkali metal hydroxides claim 34 , alkaline earth metal hydroxides claim 34 , alkali metal carbonates and alkali metal phosphates claim 34 , and is preferably sodium hydroxide or potassium hydroxide.36. The process of claim 28 , wherein the reaction is performed within the temperature range from 50 to 130° C.37. The process of claim 28 , wherein the compound of the formula 1 or the compound of the formula 2 or both compounds 1 and 2 are used in the reaction dispersed in an alkaline medium.38. The process of claim 37 , wherein the pH of the alkaline medium is at least 9.1.39. The process of claim 28 , wherein claim 28 , in a first step claim 28 , a compound of the formula 1 is reacted with a base in aqueous medium and claim 28 , in a second step claim 28 , the dispersion obtained is added to the compound of the formula 2.40. The process of claim 39 , wherein the pH of the dispersion obtained is at least 9.1.41. The process of claim 39 , wherein the compound 2 claim 39 , prior to addition of the dispersion claim 39 , is brought to a temperature of 50 to 130° C.42. The process of claim 28 , wherein the compound of the formula 2 is initially charged in an alkaline medium and the compound of the formula 1 is added.43. The process of claim 42 , wherein the compound of the formula 2 is initially ...

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26-12-2013 дата публикации

Process for Producing Nitrile-Fatty Acid Compounds

Номер: US20130345388A1
Принадлежит: Arkema France SA

The invention relates to a process for synthesizing a nitrile-fatty acid (heminitrile) from unsaturated fatty acids, in the form of an acid or a simple ester or a “complex” ester of triglyceride type, which is first of all converted into an unsaturated fatty nitrile which is subjected to oxidative cleavage using H 2 O 2 as oxidizing agent. This process can be used for preparing polyamide monomers, such as ω-amino acids or diamines or diacids equivalent to said heminitrile and for obtaining polyamides from raw materials which are of natural origin and from a renewable source.

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02-01-2014 дата публикации

4-(2-(6-SUBSTITUTED-HEXYLIDENE) HYDRAZINYL)BENZONITRILE AND PREPARATION THEREOF

Номер: US20140005395A1
Автор: Ronsheim Matthew
Принадлежит:

The present teachings provide a compound of Formula (I-B): 2. The compound of claim 1 , wherein Ris selected from halo claim 1 , cyano claim 1 , azido claim 1 , —OSOF claim 1 , —OSOCF claim 1 , —OSOCF claim 1 , —OSOPhCH claim 1 , —OSOPh claim 1 , and —OSOCH.3. The compound of claim 2 , wherein Ris selected from I claim 2 , Br claim 2 , and Cl.4. The compound of claim 1 , wherein R claim 1 , R claim 1 , R claim 1 , R claim 1 , R claim 1 , R claim 1 , R claim 1 , R claim 1 , R claim 1 , and Rare each independently selected from H claim 1 , halo claim 1 , —CH claim 1 , —CFand —OCH.5. The compound of claim 1 , wherein R claim 1 , R claim 1 , R claim 1 , R claim 1 , R claim 1 , R claim 1 , R claim 1 , R claim 1 , R claim 1 , and Rare each independently H.6. The compound of claim 1 , wherein R claim 1 , R claim 1 , R claim 1 , R claim 1 , and Rare each independently selected from H claim 1 , halo claim 1 , cyano claim 1 , —CH claim 1 , —CFand —OCH.7. The compound of claim 1 , wherein at least one R claim 1 , R claim 1 , R claim 1 , R claim 1 , and Ris cyano.8. The compound of claim 1 , wherein R claim 1 , R claim 1 , R claim 1 , R claim 1 , and Rare each independently H; and Ris cyano.11. The process of claim 10 , wherein Ris selected from halo claim 10 , cyano claim 10 , azido claim 10 , —OSOF claim 10 , —OSOCF claim 10 , —OSOCF claim 10 , —OSOPhCH claim 10 , —OSOPh claim 10 , and —OSOCH.12. The process of claim 11 , wherein Ris selected from I claim 11 , Br claim 11 , and Cl.13. The process of claim 10 , wherein R claim 10 , R claim 10 , R claim 10 , R claim 10 , R claim 10 , R claim 10 , R claim 10 , R claim 10 , R claim 10 , and Rare each independently selected from H claim 10 , halo claim 10 , —CH claim 10 , —CFand —OCH.14. The process of claim 10 , wherein R claim 10 , R claim 10 , R claim 10 , R claim 10 , R claim 10 , R claim 10 , R claim 10 , R claim 10 , R claim 10 , and Rare each independently H.15. The process of claim 10 , wherein at least one of R claim 10 , ...

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16-01-2014 дата публикации

METHOD FOR PREPARING DINITRILE COMPOUND

Номер: US20140018567A1
Принадлежит: LG CHEM, LTD.

Disclosed is a method for preparing a dinitrile compound. The method includes reacting an alcohol compound with a nitrile compound having a terminal carbon-carbon unsaturated bond under anhydrous conditions. A potassium alkoxide having 1 to 5 carbon atoms is used as a catalyst in the course of the reaction. According to the method, a high-purity dinitrile compound can be prepared in a simple manner within a short reaction time indicating high productivity. 1. A method for preparing a dinitrile compound , the method comprising reacting an alcohol compound with a nitrile compound having a terminal carbon-carbon unsaturated bond under anhydrous conditions wherein a potassium alkoxide having 1 to 5 carbon atoms is used as a catalyst for the reaction.2. The method according to claim 1 , wherein the potassium alkoxide is selected from the group consisting of potassium methoxide claim 1 , potassium ethoxide claim 1 , potassium tert-butoxide claim 1 , potassium tert-pentoxide claim 1 , and mixtures thereof.3. The method according to claim 1 , wherein the potassium alkoxide is used in an amount of 0.01 to 5 parts by weight claim 1 , based on 100 parts by weight of the alcohol compound.4. The method according to claim 1 , wherein the alcohol compound is an alcohol having 1 to 10 carbon atoms.5. The method according to claim 1 , wherein the alcohol compound is a dihydric alcohol.6. The method according to claim 1 , wherein the alcohol compound is selected from the group consisting of ethylene glycol claim 1 , propylene glycol claim 1 , butylene glycol claim 1 , pentylene glycol claim 1 , and mixtures thereof.7. The method according to claim 1 , wherein the nitrile compound having a terminal carbon-carbon unsaturated bond is selected from the group consisting of acrylonitrile claim 1 , 3-butenenitrile claim 1 , 4-pentenenitrile claim 1 , and mixtures thereof.8. The method according to claim 1 , wherein the reaction is carried out at a temperature of 20 to 50° C.9. The method ...

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30-01-2014 дата публикации

ORGANOZINC COMPLEXES AND PROCESSES FOR MAKING AND USING THE SAME

Номер: US20140031545A1
Принадлежит: LUDWIG-MAXIMILIAN-UNIVERSITAT MUNCHEN

Processes for making an organozinc reagents are disclosed comprising reacting (A) organomagnesium or organozinc complexes with (B) at least one coordination compound comprising one or more carboxylate groups and/or alcoholate groups and/or tertiary amine groups, optionally in combination with zinc ions and/or lithium ions and/or halide ions, wherein the halide ions are selected from chloride, bromide and iodide, the organozinc complex comprises an aryl group, a heteroaryl group or a benzyl group when the coordinating compound is a chelating polyamine, and the reaction is conducted in the presence of zinc complexed with at least one coordinating compound when reactant (A) comprises at least one organomagnesium complex. The resulting organozinc reagents may optionally be isolated from solvents to obtain a solid reagent. The reagents may be used for making organic compounds via Negishi cross-coupling reactions or via aldehyde and/or ketone oxidative addition reactions. The organozinc reagents are stable and, due to their high selectivity, permit maintenance of sensitive functional groups such as aldehydes during cross-coupling. 1. A process for making organozinc reagents comprising:(1) reacting (A) at least one organomagnesium complex or organozinc complex with (B) at least one coordinating compound comprising one or more carboxylate groups and/or alcoholate groups and/or tertiary amine groups, optionally in combination with zinc ions and/or lithium ions and/or halide ions, wherein the halide ions are selected from chloride, bromide and iodide, the organozinc complex comprises an aryl group, a heteroaryl group or a benzyl group when the coordinating compound is a chelating polyamine, and the reaction is conducted in the presence of zinc complexed with at least one coordinating compound when reactant (A) comprises at least one organomagnesium complex,(2) contacting an organic compound having at least one leaving group with magnesium metal and a zinc coordination complex ...

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30-01-2014 дата публикации

PROCESS FOR PRODUCING MANDELONITRILE COMPOUND

Номер: US20140031576A1
Автор: TORIUMI Tatsuya
Принадлежит: Sumitomo Chemical Company, Limited

A process for producing a mandelonitrile compound represented by the following formula (2), comprising a step of reacting a benzaldehyde compound represented by the following formula (1) with at least one member selected from the group consisting of metal cyanides and hydrogen cyanide in the presence of a phase transfer catalyst in a solvent. 2. The process according to claim 1 , wherein the solvent contains an alcohol.3. The process according to claim 1 , wherein the solvent is a mixed solvent composed of water claim 1 , an alcohol and at least one member selected from the group consisting of aromatic hydrocarbons claim 1 , aliphatic hydrocarbons and halogenated hydrocarbons.4. The process according to claim 3 , wherein the solvent is one adjusted to pH 6 to 8.5. The process according to claim 4 , wherein the solvent is one adjusted to pH 6 to 8 by mixing with acetic acid or hydrochloric acid.6. The process according to claim 1 , wherein the phase transfer catalyst is a quaternary ammonium salt claim 1 , a quaternary phosphonium salt or a crown ether.7. The process according to claim 1 , wherein the phase transfer catalyst is at least one member selected from the group consisting of tetra-n-butylammonium bromide claim 1 , benzyltriethylammonium chloride and methyltributylammonium chloride.8. The process according to claim 1 , wherein the use amount of the at least one member selected from the group consisting of metal cyanides and hydrogen cyanide is in the range of 1.2 mole to 3.0 mole with respect to 1 mole of the benzaldehyde compound represented by formula (1).9. The process according to claim 1 , wherein Q is an optionally substituted phenyl group claim 1 , X is a hydrogen atom claim 1 , M is an oxy group (—O—) and n is 1 in formulae (1) and (2).11. The process according to claim 10 , wherein the acid is acetic acid or hydrochloric acid.12. The process according to claim 10 , wherein the phase transfer catalyst is a quaternary ammonium salt.13. The process ...

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20-02-2014 дата публикации

SOLID FORMS OF SELECTIVE ANDROGEN RECEPTOR MODULATORS

Номер: US20140051764A1
Принадлежит:

The present invention relates to solid forms of (S)—N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide and process for producing the same. 1. A paracrystalline form of (S)—N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide compound whereby said paracrystalline form is paracrystalline form B′ characterized by:a. an X-ray powder diffraction pattern displaying a broad halo with two harmonic peaks between 15-25 °2θ andb. a phase transition point of about 55° C. as determined by differenterial scanning calorimetry (DSC).2d.. The paracrystalline form of claim 1 , whereby said form is characterized by an X-ray diffraction pattern as depicted in3. The paracrystalline form of claim 1 , whereby said form is characterized by its solubility in water being between 20-30 mg/L at 22° C.4. A composition comprising a paracrystalline form B′ of (S)—N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide of and a suitable carrier or diluent.5. A process for the preparation of a paracrystalline form B′ of compound (S)—N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide comprising stiffing a suspension of a crystalline form of (S)—N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide in water at ambient temperature of about 20-30° C. for at least 0.5 hours claim 1 , to obtain a paracrystalline compound.6. A process for the preparation of a paracrystalline form B′ of compound (S)—N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide comprising stiffing a suspension of solid form A in water at 37° C. overnight claim 1 , wherein said solid form A is characterized by: an X-Ray Powder diffraction pattern comprising peaks at °2θ (d value Å) angles of about 5.6 (15.9) claim 1 , 7.5 (11.8) claim 1 , 8.6 (10.3) claim 1 , 9.9 (8.9) claim 1 , 12.4 (7.1) claim 1 , 15.0 (5.9) claim 1 , 16.7 (5.3) ...

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20-02-2014 дата публикации

CONTINUOUS PROCESS FOR THE PRODUCTION OF BETA-KETO ESTERS BY CLAISEN CONDENSATION

Номер: US20140051869A1
Принадлежит: Phoenix Chemicals Limited

A continuous process for producing compounds having the general formula (6) is provided: 2. A process according to wherein the stoichiometric ratio of alkali metal or alkaline earth metal amide base claim 1 , alkyl lithium or a Grignard reagent to compound (5) supplied to the and/or to the separate reaction zone is less than about 4.5:1.3. A process according to wherein the steps of providing to the reaction zone a continuous stream of a compound of formula (3) and a continuous stream of an alkali metal or alkaline earth metal amide base claim 1 , alkyl lithium or Grignard reagent claim 1 , and the steps of providing to the or the separate reaction zone a continuous stream of a compound of formula (5) are sequential steps.4. A process according to wherein the temperature at which compounds (4) and (5) are reacted together is above 25° C.5. A process according to wherein the temperature at which compounds (4) and (5) are reacted together is above 30° C.6. A process according to wherein the residence time of the contacted continuous streams of compounds (4) and (5) in the or the separate reaction zone is less than about 5 minutes.7. A process according to wherein the residence time of the contacted continuous streams of compounds (4) and (5) in the or the separate reaction zone is less than about 1 minute.8. A process according to wherein the residence time of the contacted continuous streams of compounds (4) and (5) in the or the separate reaction zone is less than about 50 seconds.9. A process according to wherein the residence time of the contacted continuous streams of compounds (4) and (5) in the or the separate reaction zone is less than about 40 seconds.10. A process according to wherein the residence time of the contacted continuous streams of compound (3) and the alkali metal or alkaline earth metal amide base claim 1 , alkyl lithium or Grignard reagent in the reaction zone is less than about 5 minutes.11. A process according to wherein the enolate compound ...

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20-02-2014 дата публикации

PROCESS FOR PREPARATION OF DICYANOCARBOXYLATE DERIVATIVES

Номер: US20140051881A1
Автор: Gharda Keki Hormusji
Принадлежит:

The present disclosure provides a process for preparing 2,3-dicyanopropionic acid ester of formula (I); said process comprising the following steps: i) treating an alkali metal cyanide dissolved in a solvent with a solution of 2-cyano-2-propenoic acid ester of formula (II) at a temperature ranging between 0° C. and 50° C. for a time period ranging between 2 hours and 15 hours followed by cooling below 20° C. to obtain a sodium salt of 2,3-dicyanopropionic acid ester of formula (I); and 3. The process as claimed in claim 1 , comprises a method step of adding the slurry of alkali metal cyanide into the solution of 2-cyano-2-propenoic acid ester of formula (II) at a temperature ranging between 0° C. and 50° C. for a time period ranging between 2 hours and 8 hours.4. The process as claimed in claim 1 , wherein the stabilizing agent is at least one selected from the group consisting of methanesulfonic acid claim 1 , methanesulfonic anhydride claim 1 , trifluoromethane sulfonic acid claim 1 , trifluoromethane sulfonic anhydride claim 1 , trichloromethane sulfonic acid claim 1 , trichloromethane sulfonic anhydride claim 1 , tribromomethane sulfonic acid claim 1 , tribromomethane sulfonic anhydride claim 1 , substituted or unsubstituted aromatic sulfonic acids claim 1 , substituted or unsubstituted aromatic sulfonic anhydrides claim 1 , hydroquinone claim 1 , alkyl substituted hydroquinone claim 1 , phosphorous pentoxide and C-Caliphatic carboxylic acids claim 1 , preferably claim 1 , methanesulfonic acid.5. The process as claimed in claim 1 , wherein the amount of stabilizing agent ranges between 0.1 and 15% of the mass of 2-cyano-2-propenoic acid ester of the formula (II) claim 1 , preferably claim 1 , 1.0 and 10% of the mass of 2-cyano-2-propenoic acid ester of the formula (II).6. The process as claimed in claim 1 , wherein the alkali metal cyanide is at least one selected from the group consisting of sodium cyanide claim 1 , potassium cyanide and lithium cyanide claim 1 ...

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27-02-2014 дата публикации

New Cyclopentadienyl, Indenyl or Fluorenyl Substituted Phosphine Compounds and Their Use in Catalytic Reactions

Номер: US20140058101A1
Принадлежит: EVONIK DEGUSSA GmbH

The invention is directed to a phosphine compound represented by general formula (1) wherein R′ and R″ independently are selected from alkyl, cycloalkyl and 2-furyl radicals, or R′ and R″ are joined together to form with the phosphorous atom a carbon-phosphorous monocycle comprising at least 3 carbon atoms or a carbon-phosphorous bicycle; the alkyl radicals, cycloalkyl radicals, and carbon-phosphorous monocycle being unsubstituted or substituted by at least one radical selected from the group of alkyl, cycloalkyl, aryl, alkoxy, and aryloxy radicals; Cpis a partially substituted or completely substituted cyclopentadien-1-yl group, including substitutions resulting in a fused ring system, and wherein a substitution at the 1-position of the cyclopentadien-1-yl group is mandatory when the cyclopentadien-1-yl group is not part of a fused ring system or is part of an indenyl group. Also claimed is the use of these phosphines as ligands in catalytic reactions and the preparation of these phosphines. 160-. (canceled)62. The method according to claim 61 , wherein the phosphine compound or the phosphonium salt is used in combination with the transition metal as a coordination compound.63. The method according to claim 61 , wherein the preparation of the organic compound includes the formation of a C—C bond or C-heteroatom bond.64. The method according to claim 61 , wherein the transition metal is Pd and the preparation of the organic compound includes the formation of a C—C bond and a reaction selected from the group consisting of:Suzuki cross-coupling of organoboron compounds with aryl, heteroaryl or vinyl halides or pseudohalides;Stille cross-coupling of organotin compounds with carbon electrophiles comprising a halogen or pseudohalogen as leaving group;Hiyama cross-coupling of organosilanes with aryl, heteroaryl or vinyl halides or pseudohalides;Negishi cross-coupling of organozinc compounds with aryl, heteroaryl or vinyl halides or pseudohalides;Kumada cross-coupling of ...

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27-02-2014 дата публикации

ORTHO-FLUORO SUBSTITUTED COMPOUNDS FOR THE TREATMENT OF METABOLIC DISEASES

Номер: US20140058125A1
Принадлежит: Syddansk Universitet

There is provided novel fluoro-substituted compounds capable of modulating the G-protein-coupled receptor GPR40, compositions comprising the compounds, and methods for their use for controlling insulin levels in vivo and for the treatment of conditions such as type II diabetes, hypertension, ketoacidosis, obesity, glucose intolerance, and hypercholesterolemia and related disorders associated with abnormally high or low plasma lipoprotein, triglyceride or glucose levels. 2. The compound of claim 1 , wherein X is —C(RR)—.3. The compound of claim 1 , wherein R claim 1 , Rand Rare independently selected from hydrogen and (C-C)alkyl.4. The compound of claim 1 , wherein Ris hydrogen.5. The compound of wherein Rand Rare hydrogen.6. The compound of claim 1 , wherein Ris hydrogen.7. The compound of claim 1 , wherein n is 1 and Ar is selected from the group consisting of an optionally substituted phenyl claim 1 , 2-pyridyl claim 1 , 3-pyridyl claim 1 , 4-pyridyl claim 1 , 2-thienyl claim 1 , 3-thienyl claim 1 , 2-thiazolyl claim 1 , 4-thiazolyl claim 1 , 5-thiazolyl claim 1 , 4-thiazolyl claim 1 , 2-furyl claim 1 , 3-furyl claim 1 , 2-oxazolyl claim 1 , 4-oxazolyl claim 1 , 5-oxazolyl claim 1 , 3-pyrrolyl claim 1 , 1-pyrrazolyl claim 1 , 2-pyrrazolyl claim 1 , 3-pyrrazolyl claim 1 , 2-pyrimidyl claim 1 , 4-pyrimidyl claim 1 , 5-pyrimidyl claim 1 , 4-triazolyl claim 1 , 5-tetrazolyl claim 1 , 2-naphthyl claim 1 , 3-naphthyl claim 1 , 2-quinolyl claim 1 , 3-quinolyl claim 1 , 4-quinolyl claim 1 , 5-quinolyl claim 1 , 6-quinolyl claim 1 , 7-quinolyl claim 1 , 8-quinolyl claim 1 , 2-benzothiazolyl claim 1 , 4-benzothiazolyl claim 1 , 5-benzothiazolyl claim 1 , 6-benzothiazolyl claim 1 , 7-benzothiazolyl claim 1 , 1-indolyl claim 1 , 2-indolyl claim 1 , 3-indolyl claim 1 , 4-indolyl claim 1 , 5-indolyl claim 1 , 6-indolyl and 7-indolyl.8. The compound of claim 1 , wherein n is 1 and Ar is phenyl.9. The compound of claim 1 , wherein n is 1 and Ar is 4-pyridyl.10. The compound of ...

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27-03-2014 дата публикации

PROCESS FOR PRODUCING ALDEHYDE COMPOUNDS

Номер: US20140088321A1
Принадлежит: Mitsui Chemicals, Inc.

A process for producing an aldehyde compound of the invention comprising: reacting a compound represented by the following formula (a1) or (a2) with a hydrogen and a carbon monoxide in a presence of a compound containing a metal belonging to Groups 8 to 10 and a phosphorous compound so as to satisfy the following conditions (1) and (2) to synthesize an aldehyde compound; 2. The process for producing aldehyde compounds according to claim 1 ,wherein the compound containing a metal belonging to Groups 8 to 10 is a rhodium compound, a cobalt compound, a ruthenium compound or an iron compound.3. The process for producing aldehyde compounds according to claim 1 ,wherein the compound containing a metal belonging to Groups 8 to 10 is a rhodium compound.5. The process for producing aldehyde compounds according to claim 1 ,wherein the phosphorous compound is a trivalent phosphorous compound.6. The process for producing aldehyde compounds according to claim 1 ,wherein the reacting step is carried out under solventless condition.7. A process for producing amine compounds comprising:{'claim-ref': {'@idref': 'CLM-00001', 'claim 1'}, 'reacting the aldehyde compound obtained using the process according to with an ammonia, and reacting with a hydrogen in a presence of a catalyst.'}8. A process for producing isocyanate compounds comprising:{'claim-ref': {'@idref': 'CLM-00007', 'claim 7'}, 'reacting the amine compound obtained by the process according to with a carbonylating agent.'}10. The process for producing amine compounds according to claim 9 ,wherein the compound containing a metal belonging to Groups 8 to 10 is a rhodium compound, a cobalt compound, a ruthenium compound or an iron compound.11. The process for producing amine compounds according to claim 9 ,wherein the compound containing a metal belonging to Groups 8 to 10 is a rhodium compound.14. The process for producing isocyanate compounds according to claim 13 ,wherein the compound containing a metal belonging to Groups ...

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06-01-2022 дата публикации

SOLID FORMS OF SELECTIVE ANDROGEN RECEPTOR MODULATORS

Номер: US20220000830A1

The present invention relates to solid forms of (S)—N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide and process for producing the same. 1. A method of treating a condition caused by androgen decline in aging male (ADAM) or androgen decline in female (ADIF) comprising administering a composition comprising a crystalline form A of (S)—N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide compound , characterized by an X-ray powder diffraction pattern displaying peaks at °2θ (d value Å) angles of about 5.6 (15.9) , 7.5 (11.8) , 8.6 (10.3) , 9.9 (8.9) , 12.4 (7.1) , 15.0 (5.9) , 16.7 (5.3) , 17.3 (5.1) , 18.0 (4.9) , 18.5 (4.8) , 19.3 (4.6) , 19.8 (4.5) , 20.6 (4.3) , 21.8 (4.1) , 22.3 (4.0) , 23.4 (3.8) , 23.9 (3.7) , 24.6 (3.6) , 24.9 (3.6) , 25.4 (3.5) , 26.0 (3.4) , 26.5 (3.4) and 27.8 (3.2).2. The method of claim 1 , wherein said condition caused by androgen decline in aging male (ADAM) is selected from fatigue claim 1 , depression claim 1 , decreased libido claim 1 , sexual dysfunction claim 1 , erectile dysfunction claim 1 , hypogonadism claim 1 , osteoporosis claim 1 , hair loss claim 1 , anemia claim 1 , obesity claim 1 , sarcopenia claim 1 , osteopenia claim 1 , benign prostate hyperplasia claim 1 , and prostate cancer or any combination thereof.3. The method of claim 1 , wherein said condition caused by androgen decline in female (ADIF) is selected from sexual dysfunction claim 1 , decreased sexual libido claim 1 , hypogonadism claim 1 , sarcopenia claim 1 , osteopenia claim 1 , osteoporosis claim 1 , depression claim 1 , anemia claim 1 , hair loss claim 1 , obesity claim 1 , endometriosis claim 1 , uterine cancer claim 1 , and ovarian cancer or any combination thereof.4. A method of treating chronic muscular wasting comprising administering a composition comprising a crystalline form A of (S)—N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide compound ...

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07-01-2016 дата публикации

METHODS AND COMPOSITIONS FOR TREATING OBESITY, PREVENTING WEIGHT GAIN, PROMOTING WEIGHT LOSS, PROMOTING SLIMMING, OR TREATING OR PREVENTING THE DEVELOPMENT OF DIABETES

Номер: US20160000745A1
Принадлежит:

The present invention relates to compositions and kits including a chemical uncoupler, such as tyrphostin 9 or precursor or a salt thereof, and compositions including a chemical uncoupler, such as tyrphostin 9 in combination with one or more therapeutic agents, for example, L-carnitine, which are useful, for example, in treating obesity, preventing weight gain, promoting weight loss/slimming, and/or treating or preventing the development of diabetes. 1. A method for treating obesity , preventing weight gain , promoting weight loss , promoting slimming , and/or treating or preventing the development of diabetes , said method comprising administering to a mammal in need thereof tyrphostin 9 or a salt or precursor thereof and L-carnitine or derivative or salt thereof , wherein said chemical uncoupler or precursor or salt thereof and L-carnitine or derivative or salt thereof are in therapeutically or prophylactically effective amounts to treat obesity , prevent weight gain , promote weight loss , promote slimming , or treat or prevent the development of diabetes.2. The method of claim 1 , wherein said tyrphostin 9 or a salt or precursor thereof and said L-carnitine or derivative or salt thereof are in a composition formulated for oral claim 1 , topical claim 1 , or parenteral administration.3. The method of claim 1 , wherein said tyrphostin 9 or a salt or precursor thereof and said L-carnitine or derivative or salt thereof are administered substantially simultaneously claim 1 , within one hour of each other claim 1 , or sequentially.4. The method of claim 1 , wherein said L-carnitine or derivative or salt thereof is selected from the group consisting of: L-carnitine tartrate claim 1 , L-carnitine chloride claim 1 , L-carnitine bromide claim 1 , L-carnitine orotate claim 1 , L-carnitine acid aspartate claim 1 , L-carnitine acid phosphate claim 1 , L-carnitine fumarate claim 1 , L-carnitine lactate claim 1 , L-carnitine maleate claim 1 , L-carnitine acid maleate claim 1 , ...

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07-01-2016 дата публикации

METHOD OF SYNTHESISING AMINO ACID BY METATHESIS, HYDROLYSIS, THEN HYDROGENATION

Номер: US20160002147A1
Принадлежит: Arkema France

A method of synthesising an amino acid from an unsaturated fatty compound I that includes at least the following steps: cross-metathesis with a short unsaturated compound II, one of compounds I or II comprising a nitrile function and the other of these compounds II or I an ester function, so as to obtain and recover at least one monounsaturated nitrile ester NEU; hydrolysis of the NEU in unsaturated acid nitrile NAU; hydrogenation of the NAU to saturated amino acid AA; and then purification of the AA, if applicable, in particular by crystallisation. Also, a polymer obtained by polymerisation using the amino acid synthesised according to the method. 1. A process for synthesizing an amino acid from an unsaturated fatty compound I of formula:{'br': None, 'sub': 2', 'q', 'p', '2', 'n, 'R1-CH═CH—[(CH)—CH═CH]—(CH)—R2 in which{'sub': 2', 'm, 'R1 is H, an alkyl radical of 1 to 11 carbon atoms comprising, where appropriate, a hydroxyl function, or (CH)—R4'}m is an integer in the range from 0 to 11,n is an integer in the range from 2 to 13,p is an integer, p being equal to 0, 1 or 2,q is an integer equal to 0 or 1,R2 is COOR5 or CN,R4 is H or R2R5 is an alkyl radical of 1 to 11 carbon atoms or a radical comprising two or three carbon atoms bearing one or two hydroxyl functions, or alternatively a diglyceride or a triglyceride residue in which each fatty acid of said glyceride residue is either saturated or unsaturated, cross metathesis with a short unsaturated compound II, one of the compounds I or II comprising a nitrile function and the other of these compounds II or I an ester function, so as to obtain and recover at least one monounsaturated nitrile ester UNE;', 'hydrolysis of the UNE into an unsaturated acid nitrile UAN;', 'hydrogenation of the UAN into a saturated AA; and', 'optional purification of the AA., 'wherein the process comprises at least the following steps2. The process as claimed in claim 1 , in which compound I is chosen from fatty acid esters or nitriles ...

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07-01-2016 дата публикации

Metathesis process comprising the extraction of the ethylene formed by means of a membrane

Номер: US20160002151A1
Принадлежит: Arkema France SA

A process for the metathesis of two α-olefin compounds, wherein it comprises the use of at least one membrane for extracting ethylene from the reaction medium, said membrane being permeable to gases and impermeable to liquids. A process for the metathesis of two α-olefin compounds, carried out in a reaction device including two zones separated by said at least one membrane: a first zone, fed with reactants and catalyst, in which the liquid-phase metathesis reaction is initiated and the liquid reaction medium is circulated in contact with the wall constituted by the membrane, and a second zone, fed with a gaseous stream that is inert with respect to the membrane and the constituents of the reaction medium of the first zone.

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02-01-2020 дата публикации

METHODS AND COMPOSITIONS FOR TERPENOID TRICYCLOALKANE SYNTHESIS

Номер: US20200002272A1
Принадлежит:

In one aspect, the disclosure relates to methods for preparation of intermediates useful for the preparation of terpenoid cores. In a further aspect, the disclosed methods pertain to the preparation of compounds comprising a terpenoid core or scaffold, such as 6/7/5 tricycloalkanes. The disclosed methods utilize abundant starting materials and simple reaction sequences that can be used to tunably and scalably assemble common terpenoid cores. In various aspects, the present disclosure pertains to compounds prepared using the disclosed methods. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present disclosure. 120-. (canceled)22. The method of claim 21 , wherein the metal hydride is LiH claim 21 , NaH claim 21 , or KH.23. The method of claim 21 , wherein E is —CN or —(C═O)OCH.24. The method of claim 21 , wherein E is —CN.25. The method of claim 21 , wherein each of R claim 21 , R claim 21 , R claim 21 , and Ris independently hydrogen claim 21 , methyl claim 21 , phenyl claim 21 , or —CH(C═O)OCH.26. The method of claim 21 , wherein each of Rand Rare hydrogen; and wherein Rand Rare covalently bonded and claim 21 , together with more intermediate carbons claim 21 , comprise —CHCH— or —CH═CH—.27. The method of claim 21 , wherein Ris hydrogen claim 21 , methyl claim 21 , phenyl claim 21 , or —CH(C═O)OCH.28. The method of claim 21 , wherein Ais —CH— claim 21 , —CHCH claim 21 , —CH(C═O)OCHCH claim 21 , or —N(C═O)OC(CH).29. The method of claim 21 , wherein Ris hydrogen claim 21 , methyl claim 21 , phenyl claim 21 , trimethylsilyl claim 21 , or —CH(C═O)OCH.341. The method of claim claim 21 , wherein E is —CN or —(C═O)OCH.351. The method of claim claim 21 , wherein E is —CN.361. The method of claim claim 21 , wherein each of R claim 21 , R claim 21 , R claim 21 , and Ris independently hydrogen claim 21 , methyl claim 21 , phenyl claim 21 , or —CH(C═O)OCH.371. The method of claim claim 21 , ...

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02-01-2020 дата публикации

Photoredox-Catalyzed Direct C-H Functionalization of Arenes

Номер: US20200002284A1
Автор: Nicewicz David
Принадлежит:

The invention generally relates to methods of making substituted arenes via direct C—H amination. More specifically, methods of making para- and ortho-substituted arenes via direct C—H amination are disclosed. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention. 2. The method of claim 1 , wherein the electron donating group is selected from —OH claim 1 , —SH claim 1 , —NH claim 1 , C1-C8 alkyl claim 1 , C1-C8 alkoxy claim 1 , C1-C8 thioalkoxy claim 1 , C1-C8 alkylamino claim 1 , (C1-C8)(C1-C8) dialkylamino claim 1 , —OC(═O)R claim 1 , —NHC(═O)R claim 1 , and Ar;{'sup': 6', '7, 'wherein each of Rand Ris independently selected from C1-C8 alkyl; and'}{'sup': '2', 'wherein Aris selected from aryl and heteroaryl and substituted with 0, 1, 2, or 3 groups independently selected from halogen and C1-C8 alkyl.'}3. The method of claim 1 , wherein Z is F.48-. (canceled)12. (canceled)13. The method of claim 1 , wherein the fluoride is selected from ammonium fluoride claim 1 , cesium fluoride claim 1 , and triethylamine hydrofluoride.1415-. (canceled)16. The method of claim 1 , wherein the oxidant is molecular oxygen.17. The method of claim 1 , wherein the oxidant is 2 claim 1 ,2 claim 1 ,6 claim 1 ,6-tetramethyl-1-piperidinyloxy radical (TEMPO).1820-. (canceled)21. The method of claim 1 , wherein Z is —CN.29. The method of claim 1 , wherein the compound is isotopically-labeled.30. The method of claim 25 , wherein the compound contains a radioactive isotope.31. The method of claim 1 , wherein the compound is not isotopically-labeled. This application is a continuation of U.S. application Ser. No. 15/826,092, filed Nov. 29, 2017, which is a continuation of International Application No. PCT/US2016/035549 with an international filing date of Jun. 2, 2016, which claims priority to U.S. Provisional Application No. 62/170,632 filed on Jun. 3, 2015, the contents of which are incorporated ...

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03-01-2019 дата публикации

SYNTHESIS OF LEVOMETHADONE HYDROCHLORIDE OR DEXTROMETHADONE HYDROCHLORIDE AND METHODS FOR USE THEREOF

Номер: US20190002394A1
Принадлежит:

Highly efficient methods for synthesis of levomethadone hydrochloride or dextromethadone hydrochloride are provided starting from D-alanine, or L-alanine, respectively, with retention of configuration. Methods for treating a subject are provided comprising administering a composition comprising an effective amount of levomethadone hydrochloride having not more than 10 ppm dextromethadone. 1. A process for preparing levomethadone hydrochloride from N ,N-dimethyl-D-alaninol or dextromethadone hydrochloride from N ,N-dimethyl-L-alaninol , the process comprising:combining the N,N-dimethyl-D-alaninol or the N,N-dimethyl-L-alaninol with an activating reagent to form a R-activated intermediate or an S-activated intermediate, respectively;mixing the R- or S-activated intermediate and a base with diphenylacetonitrile to provide levomethadone nitrile or dextromethadone nitrile, respectively; andexposing the levomethadone nitrile or dextromethadone nitrile to a Grignard reagent of formula RMgX, where R is ethyl and X=Cl, Br, or I, to form a reaction mixture; andadding hydrochloric acid to the reaction mixture to provide levomethadone hydrochloride or dextromethadone hydrochloride, respectively.2. The process of claim 1 , wherein the activating reagent is selected from the group consisting of methanesulfonyl chloride claim 1 , p-toluenesulfonyl chloride claim 1 , trifluoromethanesulfonyl chloride claim 1 , methanesulfonic anhydride claim 1 , trifluoromethanesulfonic anhydride claim 1 , and p-toluenesulfonic anhydride.3. The process of claim 2 , wherein the R-activated intermediate is selected from the group consisting of (R)-1-chloro-N claim 2 ,N-dimethylpropan-2-amine HCl claim 2 , (R)-1-chloro-N claim 2 ,N-dimethylpropan-2-amine claim 2 , (R)-2-(dimethylamino)propyl 4-methylbenzenesulfonate claim 2 , and (R)-2-(dimethylamino)propyl methanesulfonate claim 2 , or wherein the S-activated intermediate is selected from the group consisting of (S)-1-chloro-N claim 2 ,N- ...

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02-01-2020 дата публикации

LOW EMISSIONS POLYURETHANE FOAM MADE WITH ISOCYANATE REACTIVE AMINE CATALYSTS

Номер: US20200002457A1
Принадлежит:

Tertiary amine catalysts having isocyanate reactive groups capable of forming thermally stable covalent bonds able to withstand temperatures from 120° C. and higher and up to 250° C. are disclosed. These catalyst can be used to produce polyurethane foam having the following desirable characteristics: a) very low chemical emissions over a wide range of environmental conditions and isocyanate indexes (e.g., indexes as low as 65 but higher than 60); b) sufficient hydrolytic stability to maintain the catalyst covalently bound to foam without leaching of tertiary amine catalyst when foam is exposed to water or aqueous solutions even at temperatures higher than ambient (temperature range 25° C. to 90° C.); and c) stable contact interface between the polyurethane polymer and other polymers (for example polycarbonate) with minimal migration of tertiary amine catalyst from polyurethane polymer to other polymers yielding no noticeable polymer deterioration at the point of contact even under conditions of heat and humidity. 1. (canceled)2. (canceled)3. (canceled)4. (canceled)5. (canceled)6. (canceled)7. A method for making a low emissions polyurethane foam comprising contacting at least one polyol and at least one polyisocyanate in the presence of a catalyst composition comprising a combination of a gelling catalyst and at least one blowing catalyst , wherein the gelling catalyst consists of N ,N-bis(dimethylaminopropyl)-N-(3-aminopropyl)-amine , wherein the at least one blowing catalyst comprises 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol; wherein the amount of N ,N-bis(dimethylaminopropyl)-N-(3-aminopropyl)-amine in the polyurethane foam is about 0.1 to about 5 parts by weight per hundred parts by weight of the at least one polyol , and wherein the amount of 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol in the polyurethane foam is about 0.01 to about 5 parts by weight per hundred parts by weight of the at least one polyol.8. The method of wherein the ...

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14-01-2016 дата публикации

3'-substituted-abscisic acid derivatives

Номер: US20160007598A1
Принадлежит: Valent BioSciences LLC

The invention relates to a novel class of (S)-3′-substituted-abscisic acid derivatives and (±)-3′-substituted-abscisic acid derivatives, and methods of synthesizing the derivatives.

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14-01-2016 дата публикации

PROCESS FOR PREPARING EDA USING SO2-FREE HYDROCYANIC ACID

Номер: US20160009633A1
Принадлежит:

The present invention relates to a process for preparing ethylenediamine (EDA), where the process comprises the steps a) to c). In step a), formaldehyde is reacted with hydrocyanic acid (HCN) to form formaldehyde cyanohydrin (FACH), where the hydrocyanic acid is completely free or largely free of sulfur dioxide (SO). The FACH prepared in this way is reacted with ammonia (NH) to form aminoacetonitrile (AAN) in step b), whereupon a hydrogenation of AAN in the presence of a catalyst to form EDA is carried out in step c). 1. A process for preparing ethylenediamine (EDA) , comprising:{'sub': '2', 'a) reacting formaldehyde and hydrocyanic acid (HCN) to form formaldehyde cyanohydrin (FACH), wherein the hydrocyanic acid is completely free or largely free of sulfur dioxide (SO),'}{'sub': '3', 'b) reacting the FACH with ammonia (NH) to form aminoacetonitrile (AAN),'}c) hydrogenating the AAN in the presence of a catalyst to yield a hydrogenation product comprising the EDA.2. The process according to claim 1 , wherein in a) claim 1 , the molar ratio of HCN to formaldehyde of 0.85 to 1.00:1 [mol/mol] or the formaldehyde is an aqueous formaldehyde having a formaldehyde content of 20% to 60% by weight.3. The process according to claim 1 , wherein in b) claim 1 , the molar ratio of FACH to ammonia is 1:2 to 1:50 [mol/mol].4. The process according to claim 1 , wherein the pressure in b) is so high that a reaction mixture formed in b) is in liquid form.5. The process according to claim 1 , wherein the catalyst is a Raney catalyst.6. The process according to claim 1 , wherein in c) claim 1 , the space velocity over the catalyst is 0.1 gram to 3 gram of AAN per gram of the catalyst an hour.7. The process according to claim 1 , wherein the catalyst has a BET surface area of 10 mto 100 mper gram of the catalyst.8. The process according to claim 1 , wherein in c) claim 1 , the temperature is 20° C. to 150° C. or the pressure is 40 bar to 400 bar.9. The process according to claim 1 , ...

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27-01-2022 дата публикации

METHOD FOR CONTINUOUSLY PREPARING CITALOPRAM DIOL

Номер: US20220024860A1
Принадлежит:

The present application relates to a method for citalopram intermediate citalopram diol. The method comprises: first mixing two Grignard reagents required for a reaction; then mixing the mixed Grignard reagents with a raw material 5-cyanophthalide in a temperature-controllable micromixer to obtain a reaction solution; then subjecting the reaction solution to the reaction by means of a reactor to obtain a citalopram diol reaction solution; and then performing operations such as quenching, concentration, extraction, acidification, and crystallization to obtain a qualified product. The citalopram diol provided in the present invention has good selectivity, high yield, high safety, safety and reliability, and little sewage discharge, and is suitable for industrial production. 2. The method according to claim 1 , wherein a molar concentration of 5-cyanophthalide in the organic solvent feed liquid A is 0.001-5.0 mmol/g.3. The method according to claim 1 , wherein the organic solvent of the organic solvent feed liquid A is at least one organic solvent selected from the group consisting of diethyl ether claim 1 , tetrahydrofuran claim 1 , 2-methyltetrahydrofuran claim 1 , 1 claim 1 ,4-dioxane claim 1 , toluene claim 1 , anisole claim 1 , cyclohexane claim 1 , n-hexane claim 1 , xylene claim 1 , 1 claim 1 ,2-dimethoxyethane claim 1 , ethylene glycol diethyl ether and diphenyl ether.4. The method according to claim 1 , wherein an organic solvent of the mixed feed liquid B is at least one organic solvent selected from the group consisting of diethyl ether claim 1 , tetrahydrofuran claim 1 , 2-methyltetrahydrofuran claim 1 , 1 claim 1 ,4-dioxane claim 1 , toluene claim 1 , anisole claim 1 , cyclohexane claim 1 , n-hexane claim 1 , xylene claim 1 , 1 claim 1 ,2-dimethoxyethane claim 1 , ethylene glycol diethyl ether and diphenyl ether.5. The method according to claim 1 , wherein a molar ratio of Grignard reagent of formula 3 to Grignard reagent of formula 4 in the mixed feed ...

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27-01-2022 дата публикации

PREPARATION OF SULFONAMIDE HERBICIDE PROCESS INTERMEDIATES

Номер: US20220024873A1
Принадлежит: Geneva Agriscience LLC

Improved methods for preparing chemical precursors to sulfonyl chloride III, which are important intermediates in the preparation of pyroxsulam herbicide, are provided. Also provided are compounds of Formula III, Formula VII, and IV, wherein Ris a C-Calkyl, X is Cl or OH, Y is halogen, OH, or OR, and Ris a C-Calkyl. 3. The method of claim 2 , wherein the acid is selected from the group including HSO claim 2 , HCl claim 2 , HBr claim 2 , or HI claim 2 , and mixtures thereof.4. The method or claim 2 , wherein the alcohol is a C-Calcohol.5. The method of - claim 2 , wherein the alkoxide is a sodium C-Calkoxide or potassium C-Calkoxide.6. The method of - claim 2 , wherein the dehydrative halogenating reagent includes SOCl claim 2 , SOBr claim 2 , POCl claim 2 , POBr claim 2 , PCl claim 2 , PBr claim 2 , PClPBr claim 2 , oxalyl chloride claim 2 , or mixtures thereof.7. The methods of - claim 2 , wherein the alcohol is methanol.8. The methods of - claim 2 , wherein the alkoxide is sodium methoxide or potassium methoxide.9. The method of - claim 2 , wherein the combining includes the simultaneous combination of the acid and the alcohol with the compound of Formula VII to provide the compound of Formula IV wherein Y is OR claim 2 , and Ris a C-Calkyl.10. The method of - claim 2 , wherein the combining includes the simultaneous combination of the acid and water with the compound of Formula VII to provide the compound of Formula IV wherein Y is OH.11. The method of - claim 2 , wherein the combining includes the sequential combination of an acid that is HCl or HBr claim 2 , and then the alkoxide with the compound of Formula VII to provide the compound of Formula IV wherein Y is Ole claim 2 , wherein Ris a C-Calkyl.12. The method of - claim 2 , wherein the combining includes the sequential combination of the dehydrative halogenating reagent and then the alkoxide claim 2 , with the compound of Formula VII to provide the compound of Formula IV wherein Y is Ole claim 2 , and Ris a ...

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09-01-2020 дата публикации

POROUS CHIRAL MATERIALS AND USES THEREOF

Номер: US20200009531A1
Принадлежит:

A porous chiral material of formula [M(L)(A)]Xwherein M is a metal ion; L is a nitrogen-containing bidentate ligand; A is the anion of mandelic acid or a related acid; and Xis an anion 1. A porous chiral material of formula [M(L)(A)]X wherein M is a metal ion; L is a nitrogen-containing bidentate ligand; A is the anion of mandelic acid or a related acid; and X is an anion.2. A porous chiral material according to wherein M is selected from a group consisting of: cobalt claim 1 , chromium claim 1 , iron claim 1 , nickel claim 1 , manganese claim 1 , calcium claim 1 , magnesium claim 1 , cadmium claim 1 , copper and zinc.3. A porous chiral material according to wherein L is selected from a group consisting of: 4 claim 1 ,4′-bipyridine claim 1 , 1 claim 1 ,2-bis(4-pyridyl)ethane claim 1 , and 4 claim 1 ,4′-bipyridylacetylene.4. A porous chiral material according to wherein A is the anion of (S)-(−)-mandelic acid.5. A porous chiral material according to wherein X is a triflate ion.6. (canceled)7. A material of formula [M(L)(A)]XGwherein M is a metal ion; L is a nitrogen-containing bidentate ligand; A is an anion of mandelic acid or a related acid; X is an organic anion; G is a guest molecule; and n is from 0 to 5.8. (canceled)9. A crystalline sponge comprising a porous chiral material of formula [M(L)(A)]X.10. A method of separating enantiomers claim 1 , the method comprising contacting a composition comprising a mixture of enantiomers with a material of .11. (canceled)12. A method of separating enantiomers according to claim 10 , the method comprising passing a composition comprising the mixture of enantiomers through a chromatography column comprising as a stationary phase a chiral porous material of formula [M(L)(A)]X wherein M is a metal ion; L is a nitrogen-containing bidentate ligand; A is an anion of mandelic acid or a related acid; and X is an anion.13. A method of separating enantiomers according to claim 12 , the method comprising:{'sub': '1.5', 'sup': +', '−, ...

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08-01-2015 дата публикации

METHOD OF SYNTHESIS OF AZO COMPOUNDS

Номер: US20150011738A1
Принадлежит:

A process is provided for synthesizing an azo compound, such as AIBN, by oxidation of a hydrazo compound using hydrogen peroxide. This process comprises a step of adding to the reaction medium a particular reducing agent, such as hydrazine. 1. A process for synthesizing an azo compound , comprising the successive steps of:a) reacting hydrogen peroxide with an aqueous solution of a hydrazo compound containing at least one organic or inorganic acid, at least one alkali metal bromide or hydrogen bromide and at least one water-soluble compound selected from the group consisting of salts and acids based on a catalytic metal chosen from molybdenum and tungsten, so as to form a solution containing an azo compound;b) adding the solution obtained in step (a) to at least one reducing agent selected from the group consisting of hydrazine, sodium sulfite and sodium bisulfite, and mixtures thereof to obtain a reaction mixture;c) recovering all or part of the reaction mixture, wherein the part of the reaction mixture not recovered may be optionally recycled into step (a), to obtain a recovered reaction mixture;d) separating the recovered reaction mixture into a fraction containing the azo compound and a mother liquor fraction; ande) optionally, washing the fraction containing the azo compound to isolate the azo compound.2. The process as claimed in claim 1 , wherein the hydrazo compound is selected from symmetrical hydrazo compounds bearing nitrogenous functions.3. The process as claimed in claim 1 , wherein the aqueous solution contains an inorganic acid selected from the group consisting of hydrochloric claim 1 , sulfuric claim 1 , hydrobromic and phosphoric acids claim 1 , and mixtures thereof.4. The process as claimed in claim 1 , wherein the aqueous solution contains an organic acid selected from the group consisting of formic and acetic acids claim 1 , and mixtures thereof.5. The process as claimed in claim 1 , wherein the aqueous solution contains sodium bromide.6. The ...

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08-01-2015 дата публикации

METHOD FOR PRODUCING SUBSTITUTED ANTHRANILIC ACID DERIVATIVES

Номер: US20150011772A1
Принадлежит:

The present invention relates to a process for preparing substituted anthranilic acid derivatives of the formula (I) 3. Process according to claim 2 , wherein the compound of formula (IV) is prepared in the presence of a condensing agent and of a base.4. Process according to claim 1 , wherein the palladium catalyst used is a palladium (II) salt and/or Pd(O) species.5. Process according to claim 4 , wherein the palladium catalyst used is bis(dibenzylideneacetone)palladium claim 4 , tris(dibenzylideneacetone)dipalladium claim 4 , palladium chloride claim 4 , palladium bromide and/or palladium acetate.6. Process according to claim 1 , wherein the phosphine ligand used is a compound of formula (X){'br': None, 'sup': 10', '11', '12, 'PRRR\u2003\u2003(X)'}{'sup': 10', '11', '12, 'sub': 1', '8', '1', '8', '6', '10', '1', '8', '1', '10', '1', '8', '6', '10', '6', '10', '1', '8', '1', '8', '1', '8', '1', '8, 'where the R, Rand Rradicals are each independently hydrogen, linear or branched C-C-alkyl, vinyl, aryl or heteroaryl selected from pyridine, pyrimidine, pyrrole, thiophene and furan, which may in turn be substituted by further substituents from the group of linear or branched C-C-alkyl or C-C-aryl, linear or branched C-C-alkyloxy or C-C-aryloxy, halogenated linear or branched C-C-alkyl or halogenated C-C-aryl, C-C-aryloxycarbonyl, linear or branched C-C-alkylamino, linear or branched C-C-dialkylamino, C-C-arylamino, C-C-diarylamino, hydroxyl, carboxyl, cyano and halogen,'}or a chelating biphosphine.7. Process according to claim 6 , wherein the chelating biphosphine is one or more selected from 1 claim 6 ,2-bis(diphenylphosphino)ethane claim 6 , 1 claim 6 ,2-bis(diphenylphosphino)propane claim 6 , 1 claim 6 ,2-bis(diphenylphosphino)butane claim 6 , 2 claim 6 ,2′-bis(diphenylphosphino)-1 claim 6 ,1′-binaphthyl and 1 claim 6 ,1′-bis(diphenylphosphino)ferrocene.8. Process according to claim 6 , wherein the phosphine ligand used is triphenylphosphine.9. Process according to ...

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09-01-2020 дата публикации

PROCESS FOR PREPARING (CYCLOPENTYL[d]PYRIMIDIN-4-YL)PIPERAZINE COMPOUNDS

Номер: US20200010428A1
Принадлежит:

The present disclosure relates to processes for preparing (cyclopentyl[d]pyrimidin-4-yl)piperazine compounds, and more particularly relates to processes for preparing (R)-4-(5-methyl-7-oxo-6,7-dihydro-5H-cyclopenta[d] pyrimidin-4-yl)piperazine and N-protected derivatives thereof, which may be used as an intermediate in the synthesis of Ipatasertib (i.e., (S)-2-(4-chlorophenyl)-1-(4-((5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1-yl)-3-(isopropylamino)-propan-1-one). The present disclosure additionally relates to various compounds that are intermediates employed in these processes. 2. The process of claim 1 , wherein the cyclization is achieved by contacting the compound or salt of Formula VIwith a formamidine salt.3. The process of claim 1 , wherein the enzymatic resolution is achieved by contacting the isomeric mixture comprising the compound of Formula VIand Formula VI claim 1 , or salts thereof claim 1 , with a nitrilase enzyme or a lipase enzyme.4. The process of claim 3 , wherein the enzymatic resolution is achieved by contacting the isomeric mixture comprising the compound of Formula VIand Formula VI claim 3 , or salts thereof claim 3 , with a nitrilase enzyme.5. The process of claim 3 , wherein the enzymatic resolution is achieved by contacting the isomeric mixture comprising the compound of Formula VIand Formula VI claim 3 , or salts thereof claim 3 , with a lipase enzyme.6. The process of any one of to claim 3 , wherein the steps (ii) and (iii) are performed through-process.7. The process of claim 1 , wherein step (ii) is performed at a pH of about 7.8. The process of claim 1 , wherein step (ii) is performed at a pH of about 9. This application is a continuation of U.S. patent application Ser. No. 15/514,188, filed Mar. 24, 2017, which is a national phase entry of International Patent Application No. PCT/US2015/052143, filed Sep. 25, 2015, which claims the benefit of priority U.S. Provisional Application No. 62/055,893, ...

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03-02-2022 дата публикации

PROCESS FOR PREPARING CYANOACETATES

Номер: US20220033349A1
Принадлежит:

This invention relates to a process for producing cyanoacetates using aspartic acid as a precursor. 1. A process for the preparation of a cyanoacetate , steps of which comprise:(a) contacting aspartic acid with an alcohol, in the presence of an acetyl halide, under appropriate conditions and for a time sufficient to yield a beta-ester of the aspartic acid;(b) optionally, separating therefrom the so formed beta-ester of the aspartic acid;(c) contacting the beta-ester of the aspartic acid with a halogenating agent under appropriate conditions and for a time sufficient to yield a cyanoacetate; and(d) optionally, separating therefrom the so formed cyanoacetate.2. The process of claim 1 , wherein the cyanoacetate is a Calkyl cyanoacetate claim 1 , a Caryl cyanoacetate claim 1 , a Calkaryl cyanoacetate or a Caralkyl cyanoacetate claim 1 , any of which may be substituted by one or more hydroxyl groups or Calkyl ether groups.3. The process of claim 1 , wherein the cyanoacetate is a Calkyl cyanoacetate claim 1 , wherein the Calkyl may contain one or more points of unsaturation and may be substituted and/or interrupted by one or more heteroatoms or heteroatom-containing groups claim 1 , or substituted by halogens or substituted or interrupted by halogen-containing groups.4. The process of claim 1 , wherein the cyanoacetate is a Calkyl cyanoacetate selected from methyl cyanoacetate claim 1 , ethyl cyanoacetate claim 1 , propyl cyanoacetates claim 1 , butyl cyanoacetates claim 1 , pentyl cyanoacetates claim 1 , octyl cyanoacetates claim 1 , alkoxy ether alkyl cyanoacetates claim 1 , allyl cyanoacetates claim 1 , and combinations thereof.5. The process of claim 1 , wherein the cyanoacetate is a Caryl cyanoacetate selected from phenyl cyanoacetate.6. The process of claim 1 , wherein the cyanoacetate is a Caralkyl cyanoacetate selected from phenethyl cyanoacetate claim 1 , benzyl cyanoacetate claim 1 , or toluyl cyanoacetate.7. The process of claim 1 , wherein the alcohol is an ...

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03-02-2022 дата публикации

PROCESS FOR PREPARING CYANOACETATES

Номер: US20220033350A1
Принадлежит:

This invention relates to a process for producing cyanoacetates using asparagine as a precursor to cyanoacetamide, a staring material to form the cyanoacetates. 1. A process for the preparation of a cyanoacetate , steps of which comprise:(a) contacting asparagine with a halogenating agent in an acidic environment to form cyanoacetamide;(b) optionally, separating therefrom the so-formed cyanoacetamide;(c) contacting the so-formed cyanoacetamide with an alcohol, in the presence of a mineral acid to form a cyanoacetate;(d) optionally, separating therefrom the so-formed cyanoacetate.2. The process of claim 1 , wherein step (a) is conducted under appropriate conditions and for a time sufficient to yield the cyanoacetamide.3. The process of claim 1 , wherein step (c) is conducted under appropriate conditions and for a time sufficient to yield the cyanoacetate.4. The process of claim 1 , wherein step (b) yields cyanoacetamide substantially free from the halogenating agent and acid claim 1 , and by-products.5. The process of claim 1 , wherein step (d) yields cyanoacetate substantially free from the cyanoacetamide claim 1 , the alcohol claim 1 , and mineral acid claim 1 , and by-products.6. The process of claim 1 , wherein the cyanoacetate is a Calkyl cyanoacetate claim 1 , a Caryl cyanoacetate claim 1 , a C-20 alkaryl cyanoacetate or a C-20 aralkyl cyanoacetate claim 1 , any of which may be substituted by one or more hydroxyl groups or C-20 alkyl ether groups.7. The process of claim 1 , wherein the cyanoacetate is a C-20 alkyl cyanoacetate claim 1 , wherein the Calkyl may be straight chain or branched claim 1 , contain one or more points of unsaturation and may be substituted and/or interrupted by one or heteroatoms or heteroatom-containing groups claim 1 , or substituted by halogens or substituted or interrupted by halogen-containing groups.8. The process of claim 1 , wherein the cyanoacetate is a C-20 alkyl cyanoacetate selected from methyl cyanoacetate claim 1 , ethyl ...

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03-02-2022 дата публикации

SYNTHETIC METHOD FOR THE PREPARATION OF AN ALKOXYMETHYLENE-BENZOYLACETONITRILE

Номер: US20220033352A1
Принадлежит: MEREO BIOPHARMA 1 LIMITED

Provided is a process for preparing a compound of Formula A (Formula A) or a salt or solvate thereof, the process comprising the step of: a) Reacting the compound 1 (1) with a trialkyl orthoformate to provide a compound of Formula A or a salt or solvate thereof, wherein R is the alkyl moiety of the trialkyl orthoformate. Further provided is the compound 2 or a salt or solvate thereof. (2) The use of these compounds in the synthesis of 3-[5-Amino-4-(3-Cyanobenzoyl)-Pyrazol-1-yl]-N-Cyclopropyl-4-Methylbenzamide is also provided. 2. The process of claim 1 , wherein the trialkyl orthoformate is a linear or branched C1-C5 trialkyl orthoformate and R is a linear or branched C1-C5 alkyl.3. The process of or claim 1 , wherein the trialkyl orthoformate is selected from the group consisting of trimethyl orthoformate claim 1 , triethyl orthoformate claim 1 , tripropyl orthoformate claim 1 , tributyl orthoformate and tripentyl orthoformate.5. The process of any preceding claim claim 1 , wherein step (a) comprises the steps ofa) Adding the compound 1 in an aprotic solvent;b) Distilling the reaction mass; andc) Adding the trialkyl orthoformate to the reaction mass during distillation to provide a compound of Formula A.6. The process of claim 5 , wherein the aprotic solvent is selected from the group consisting of toluene claim 5 , cyclohexane and xylene claim 5 , preferably selected from the group consisting of toluene and cyclohexane claim 5 , more preferably toluene.7. The process of or claim 5 , wherein the reaction mass is distilled at about 60° C. to about 130° C. under vacuum claim 5 , such as at about 500 mBar to about 1 Bar claim 5 , preferably at about 105° C. and about 800 to about 900 mBar.8. The process of any of - claim 5 , further comprising the subsequent steps ofa) Cooling the reaction mass, preferably to less than about 25° C.;b) Optionally adding an antisolvent to the reaction mass;c) Optionally further cooling the reaction mass to about 0 to about 5° C. andd) ...

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03-02-2022 дата публикации

PROCESS FOR PREPARING CYANOACETATES

Номер: US20220033353A1
Принадлежит:

This invention relates to a process for producing cyanoacetates using a cyanoacetamide as a precursor. 1. A process for the preparation of a cyanoacetate , steps of which comprise:(a) contacting a cyanoacetamide with an alcohol, in the presence of a mineral acid, under appropriate conditions and for a time sufficient to yield a cyanoacetate;(b) optionally, separating therefrom the so formed cyanoacetate.2. The process of claim 1 , wherein the cyanoacetate is a Calkyl cyanoacetate claim 1 , a Caryl cyanoacetate claim 1 , a Calkaryl cyanoacetate or a Caralkyl cyanoacetate claim 1 , any of which may be substituted by one or more hydroxyl groups or Calkyl ether groups.3. The process of claim 1 , wherein the cyanoacetate is a Calkyl cyanoacetate claim 1 , wherein the Calkyl may contain one or more points of unsaturation and may be substituted and/or interrupted by one or more heteroatoms or heteroatom-containing groups claim 1 , or substituted by halogens or substituted or interrupted by halogen-containing groups.4. The process of claim 1 , wherein the cyanoacetate is a Calkyl cyanoacetate selected from methyl cyanoacetate claim 1 , ethyl cyanoacetate claim 1 , propyl cyanoacetates claim 1 , butyl cyanoacetates claim 1 , pentyl cyanoacetates claim 1 , octyl cyanoacetates claim 1 , alkoxy ether alkyl cyanoacetates claim 1 , allyl cyanoacetate claim 1 , and combinations thereof.5. The process of claim 1 , wherein the cyanoacetate is a Caryl cyanoacetate selected from phenyl cyanoacetate.6. The process of claim 1 , wherein the cyanoacetate is a Caralkyl cyanoacetate selected from phenethyl cyanoacetate claim 1 , benzyl cyanoacetate claim 1 , or toluyl cyanoacetate.7. The process of claim 1 , wherein the alcohol is an alkyl alcohol claim 1 , an aryl alcohol claim 1 , an alkaryl alcohol or an aralkyl alcohol.8. The process of claim 1 , wherein the alcohol is selected from methanol claim 1 , ethanol claim 1 , propanols claim 1 , proparganols claim 1 , butanols claim 1 , ...

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21-01-2016 дата публикации

COMBINED SYNTHESIS OF A NITRILE-ESTER/ACID AND OF A DIESTER/DIACID

Номер: US20160016894A1
Принадлежит: Arkema France

A method for the combined synthesis of a mono-unsaturated nitrile-ester(acid) and of a bi-functional carbonyl compound, wherein it includes a step including the cross metathesis mc1 of an unsaturated fatty acid/ester compound with an unsaturated nitrile compound, in which mc1 is performed with partial conversion such as to obtain and recover, separately, at least the following products: a mono-unsaturated nitrile-ester/acid and a symmetrical compound, diester or diacid respectively including a double bond located in the middle of the molecular chain of compound, and subsequently a step including the oxidation cleavage cp2 of the double bond of compound, such as to form a single type of carbonyl compound having formula R2-(CH2)n-COR′, in which R′ is H or OH, depending on the operating conditions selected for the oxidation cleavage cp2. Also, the production of monomers for the polymer industry.

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17-01-2019 дата публикации

TRIFLUOROMETHOXYLATION OF ARENES VIA INTRAMOLECULAR TRIFLUOROMETHOXY GROUP MIGRATION

Номер: US20190016670A1

The present invention provides a process of producing a trifluoromethoxylated aryl or trifluoromethoxylated heteroaryl having the structure: 19-. (canceled)11. The process of claim 10 , wherein the second suitable solvent is chloroform claim 10 , dichloromethane claim 10 , nitromethane claim 10 , dimethylforamide claim 10 , diethyl ether claim 10 , tetrahydrofuran claim 10 , dioxane claim 10 , dichloroethane claim 10 , or hexane.12. The process of claim 10 , wherein step (b) is carried out at room temperature.13. The process of claim 10 , wherein step (b) is carried out at a temperature of 50-140° C.14. The process of claim 10 , wherein the compound is maintained in the second suitable solvent for 10-50 hours.15. The process of claim 10 , wherein A is a phenyl or pyridine.16. The process of claim 10 , wherein A is a furan claim 10 , thiophene claim 10 , pyrrole claim 10 , thiazole claim 10 , imidazole claim 10 , pyrazole claim 10 , isooxazole claim 10 , isothiazole claim 10 , naphthalene claim 10 , anthracene claim 10 , pyrimidine claim 10 , pyrazine claim 10 , pyridazine claim 10 , indole claim 10 , indoline claim 10 , benzofuran claim 10 , benzothiophene claim 10 , or quinolone.2037-. (canceled) This application claims priority of U.S. Provisional Application Nos. 62/192,789, filed Jul. 15, 2015; 62/192,462, filed Jul. 14, 2015; 62/063,246, filed Oct. 13, 2014; and 62/062,508, filed Oct. 10, 2014, the contents of each of which are hereby incorporated by reference.Throughout this application various publications are referenced. The disclosures of these documents in their entireties are hereby incorporated by reference into this application in order to more fully describe the state of the art to which this invention pertains.Fluorine atoms are often introduced into organic molecules to enhance their pharmacological properties such as solubility, metabolic and oxidative stability, lipophilicity, and bioavailability. Among the fluorine containing functional groups, ...

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21-01-2021 дата публикации

ORGANIC REACTIONS CARRIED OUT IN AQUEOUS SOLUTION IN THE PRESENCE OF A HYDROXYALKYL(ALKYL)CELLULOSE OR AN ALKYLCELLULOSE

Номер: US20210017100A1
Принадлежит:

The present invention relates to a method of carrying out an organic reaction in aqueous solution in the presence of a hydroxyalkyl(alkyl)cellulose or an alkylcellulose. 1. A method of carrying out an organic reaction in a solvent containing at least 90% by weight , based on the total weight of the solvent , of water , which method comprises reacting the reagents in said solvent in the presence of a cellulose derivative as a surfactant which is selected from the group consisting of cellulose modified with one or more alkylene oxides or other hydroxyalkyl precursors , and alkylcellulose;where the organic reaction is not a polymerization or oligomerization reaction of olefinically unsaturated compounds; and [ a transition metal catalyzed C—C coupling reaction:', 'a transition metal catalyzed reaction involving C—N bond formation which is an Au-catalyzed cyclodehydratization of α,β-amino alcohols containing a C—C triple bond:', 'a transition metal catalyzed reaction involving C—O bond formation:', 'a transition metal catalyzed reaction involving C—S bond formation:', 'a transition metal catalyzed reaction involving C—B bond formation: or', 'a transition metal catalyzed reaction involving C-halogen bond formation; or, 'a transition metal catalyzed reaction in which a transition metal catalyst is used; where the transition metal catalyzed reaction is'}, 'a C—C coupling reaction not requiring transition metal catalysis which is selected from the group consisting of reactions of carbonyl or nitrile compounds and pericyclic reactions;, 'where the organic reaction is'}a nucleophilic substitution reaction;a reduction or an oxidation reaction; oran ester formation reaction or an ester hydrolysis reaction.2. The method as claimed in claim 1 , where the cellulose derivative has a viscosity of from 1 to 150000 mPa·s claim 1 , determined as a 2% by weight aqueous solution claim 1 , relative to the weight of water.3. The method as claimed in claim 1 , where in the cellulose ...

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26-01-2017 дата публикации

Catalysts and Related Processes For Producing Optically Pure Beta-Lactones From Aldehydes and Compositions Produced Thereby

Номер: US20170021343A1
Автор: Lin Yun-Ming
Принадлежит: The University of Toledo

Bi-functional cobalt-containing catalysts useful for making stereospecific compounds and compositions, along with methods of making, and uses thereof in the syntheses of optically pure β-lactones from aldehydes and ketene are described. Precursors, intermediates, compositions, and particular features of the use if the compositions, such as high enantiomeric selectivity, high yield and low mole percent of catalyst useful are provided. 2. The method of claim 1 , wherein R in structure (11) is selected from: 3-FCH—; 3-ClCH—; 2-ClCH—; 2-FCH—; PhCH—; PhCHCH—; n-CH—; or n-CH—.3. The method of claim 1 , wherein the β-lactone (12) has an enantiomeric excess (ee) greater than or equal to about 70%.4. The method of claim 1 , wherein the β-lactone (12) has an enantiomeric excess (ee) greater than or equal to about 99%.5. A method of producing a β-hydroxy ester comprising using at least one β-lactone (12) produced by the method of .6. A process of enantioselectively producing a β-lactone compound claim 1 , the process comprising:enantioselectively converting ketene into an ammonium enolate using a Lewis acid-Lewis base bi-functional catalyst, anddelivering the ammonium enolate into an aldehyde in the presence of the bi-functional catalyst under conditions sufficient to produce a β-lactone compound;wherein the enantioselective conversion of the aldehyde produces the β-lactone compound in an enantiomeric excess (ee) of at least about 90%.9. A composition of matter comprising a compound of and at least one counterion.10. A composition of matter comprising a compound of claim 8 , wherein:{'sub': 1', '4, 'one of Xthrough Xis O-methyl or vinyl, and the remaining three are hydrogen;'}Y is vinyl;{'sub': 1', '4, 'Rthrough Rare isopropyl or t-butyl; and'}{'sub': 6', '4, 'the composition further comprises at least one counterion selected from the group consisting of: SbF— and BF—.'}11. A composition of matter comprising a compound of claim 8 , wherein:{'sub': 1', '2', '4, 'X, X, and Xare ...

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28-01-2016 дата публикации

Cancer Chemotherapeutic Agent/Formulation, Manufacture and Use Thereof

Номер: US20160023996A1
Принадлежит:

A cancer chemotherapeutic agent that is particularly kinase suppressing and/or any other signaling pathway interfering agents and pharmaceutical formulations/compositions involving the same and its process of manufacture is provided. A potential the cancer chemotherapeutic agent is provided which apart from stated anticancer activity as a proven kinase suppressing and/or any other signaling pathway interfering agent could also involve specific potential binding affinity towards the intramolecular G-Quadruplex DNA structure and/or other potential quadruplex forming sequences over duplex DNA structures favours further diverse end use and application including but not limited to antiaging, antiangiogenic, antiproliferative, antitumor, antibiotic, antiviral, antifungal and multiple anticancer therapeutics, and also possesses favourable cytotoxicity values towards uncontrollably proliferative cells by inducing apoptosis irrespective of cells' p53 status, without being cytotoxic to normal cells. 128.-. (canceled)35. A process for the preparation of an cancer chemotherapeutic agent having general formula (I) according to claim 31 , comprising the steps of(i) adding a cation to the molecule of general formula I in amounts such as to favour cationic linkage to atleast one nitrogen;(ii) optionally adjusting the pH to obtain therefrom said soluble form of said agent.36. The process for the preparation of an cancer chemotherapeutic agent according to claim 35 , wherein said step (i) involves adding acids to protonate at least one nitrogen;wherein said step (ii) involves adjustment of the pH to about 7 by addition of sodium or potassium bicarbonate to obtain protonated the water soluble form.37. The process according to claim 36 , wherein the acids include one or more of HCl claim 36 , HSOor HNO.38. A pharmaceutical formulation/composition comprising the therapeutic agent according to claim 29 , and one or more pharmaceutically acceptably carries or excipiats.39. The ...

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26-01-2017 дата публикации

PROCESS FOR PREPARING 1,1-DISUBSTITUTED ETHYLENE MONOMERS

Номер: US20170022151A1
Принадлежит: AFINITICA TECHNOLOGIES, S. L.

The present invention relates to a process for preparing 1,1-disubstituted ethylene monomers having general formula (I) from a compound of general formula (II) and an active methylene compound of general formula (III) using a catalytic amount of an ammonium or iminium asalt in homogeneous phase or supported on a solid substrate. Said process allows the direct synthesis of the monomers and finds application in the preparation of a wide variety of monomers. The products obtained are reactive monomers of high purity which find application in the field of fast curing adhesives. 115-. (canceled)17. Process according to claim 16 , wherein the reaction between the compound of formula (II) and the compound of formula (III) is carried out in the presence of a catalytic amount of an ammonium or iminium salt in homogeneous phase.18. Process according to claim 16 , wherein A and D are independently selected from each other from CN claim 16 , COR claim 16 , and COR.21. Process according to claim 20 , wherein the compound of formula (II) is selected from the group consisting of methylene diacetate claim 20 , oxybismethylene diacetate claim 20 , methylene dipropionate and oxybismethylene dipropionate.22. Process according to claim 16 , wherein the ammonium salt is the product resulting from the reaction of an acid with a primary claim 16 , secondary or tertiary amine.23. Process according to claim 22 , wherein the amine is selected from the group consisting of methylamine claim 22 , piperazine claim 22 , 2-methylpiperazine claim 22 , N claim 22 ,N′-dimethoxymethylpiperazine claim 22 , aniline claim 22 , benzylamine claim 22 , 2 claim 22 ,6-difluorobenzylamine claim 22 , trifluoroethylamine claim 22 , and mixtures thereof.24. Process according to claim 16 , wherein the iminium salt is an imine resulting from the reaction of a primary or secondary amine with an aldehyde or with a ketone claim 16 , in neutral or acidic medium claim 16 , and that contains an anion from an acid.25. ...

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17-04-2014 дата публикации

PROCESS FOR THE SYNTHESIS OF 3-(2-BROMO-4,5-DIMETHOXYPHENYL)PROPANENITRILE, AND APPLICATION IN THE SYNTHESIS OF IVABRADINE AND ADDITION SALTS THEREOF WITH A PHARMACEUTICALLY ACCEPTABLE ACID

Номер: US20140107334A1
Принадлежит: LES LABORATOIRES SERVIER

Process for the synthesis of the compound of formula (I): 2. The process according to claim 1 , wherein the organic solvent used to carry out the conversion of the compound of formula (VIII) into the compound of formula (I) is selected from N claim 1 ,N-dimethylformamide claim 1 , tetrahydrofuran claim 1 , acetonitrile claim 1 , acetic acid claim 1 , methanol claim 1 , dichloromethane and toluene.3. The process according to claim 2 , wherein the organic solvent used to carry out the conversion of the compound of formula (VIII) into the compound of formula (I) is N claim 2 ,N-dimethylformamide.4. The process according to claim 1 , wherein the conversion of the compound of formula (VIII) into the compound of formula (I) is carried out at a temperature between −10° C. and 30° C. claim 1 , inclusive.6. The process according to claim 5 , wherein the phosphorus ylide used to carry out the conversion of the compound of formula (IX) into the compound of formula (X) is diethyl cyanomethyl phosphonate or (triphenylphosphoranylidene)acetonitrile.7. The process according to claim 6 , wherein the phosphorus ylide used to carry out the conversion of the compound of formula (IX) into the compound of formula (X) is diethyl cyanomethyl phosphonate.8. The process according to claim 5 , wherein the base used to carry out the conversion of the compound of formula (IX) into the compound of formula (X) is selected from potassium tert-butoxide claim 5 , sodium hydride claim 5 , triethylamine and potassium hydrogen carbonate.9. The process according to claim 8 , wherein the base used to carry out the conversion of the compound of formula (IX) into the compound of formula (X) is potassium tert-butoxide.10. The process according to claim 5 , wherein the organic solvent used to carry out the conversion of the compound of formula (IX) into the compound of formula (X) is selected from tetrahydrofuran claim 5 , acetonitrile and toluene.11. The process according to claim 10 , wherein the organic ...

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17-04-2014 дата публикации

Processes and intermediates for making sweet taste enhancers

Номер: US20140107370A1
Принадлежит: Senomyx Inc

The present invention includes methods/processes and intermediates for preparing compounds having structural Formula (I): wherein X is alkyl, substituted alkyl, alkenyl, substituted alkenyl, heteroalkyl, substituted heteroalkyl, heteroalkenyl, or substituted heteroalkenyl.

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24-01-2019 дата публикации

NITROXIDE HYDROXYLAMINE AND PHENYLENEDIAMINE COMBINATIONS AS POLYMERIZATION INHIBITORS FOR ETHYLENICALLY UNSATURATED MONOMER PROCESSES

Номер: US20190023642A1
Автор: Tong David Youdong
Принадлежит: ECOLAB USA, Inc.

Polymerization inhibitor compositions are provided. The polymerization inhibitor compositions may include at least one hydroxylamine of a nitroxide and at least one phenylenediamine. Methods of inhibiting the unwanted polymerization of monomers are also provided. The methods include adding the presently disclosed polymerization inhibitor compositions to a fluid containing the monomers. The monomers may be ethylenically unsaturated monomers, such as acrylic acid, methacrylic acid, acrylonitrile, methacrylonitrile, acrolein, methacrolein, acrylate, methacrylate, acrylamide, methacrylamide, vinyl acetate, butadiene, ethylene, propylene, and styrene. 1. A method of inhibiting polymerization of butadiene comprising:adding an effective amount of a polymerization inhibitor composition to a fluid comprising butadiene, wherein the polymerization inhibitor composition comprises an effective amount of 4-hydroxy-2,2,6,6-tetramethyl piperidinol and an effective amount of N,N′-di-1,4-dimethylpentyl-1,4-phenylenediamine; andinhibiting polymerization of the butadiene.2. The method of claim 1 , wherein the effective amount of the 4-hydroxy-2 claim 1 ,2 claim 1 ,6 claim 1 ,6-tetramethyl piperidinol and the effective amount of the N claim 1 ,N′-di-1 claim 1 ,4-dimethylpentyl-1 claim 1 ,4-phenylenediamine is from about 1 ppm to about 2 claim 1 ,000 ppm by weight of monomer.3. The method of claim 1 , wherein the polymerization inhibitor composition is added continuously or intermittently to the fluid.4. The method of claim 1 , wherein the polymerization inhibitor composition is added during an ethylene manufacturing process.5. The method of claim 1 , wherein the polymerization inhibitor composition is added during a butadiene manufacturing process.6. A method of inhibiting polymerization of methacrylic acid claim 1 , comprising:adding an effective amount of a polymerization inhibitor composition to a fluid comprising the methacrylic acid, wherein the polymerization inhibitor composition ...

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24-01-2019 дата публикации

METHOD FOR SYNTHESIZING IODO- OR ASTATOARENES USING DIARYLIODONIUM SALTS

Номер: US20190023646A1
Принадлежит:

The present invention concerns a method of synthesizing a iodo- or astatoarene comprising the reaction of a diaryliodonium compound with a iodide or astatide salt, respectively. The invention also relates to said iodo- or astatoarene and diaryliodonium compound as such. The invention also concerns a method of synthesizing a iodo- or astatolabelled biomolecule and/or vector using said iodo- or astatoarene. 4. The method according to claim 1 , wherein the iodo- or astatoarene is of formula (I):{'br': None, 'Ar—X \u2003\u2003(I)'}wherein:X is I or At; and{'sub': 1', '2, 'Ar is Aror Ar.'}5. The method according to claim 1 , wherein the iodine or astatide salt is of formula (III):{'br': None, 'sup': +', '−, 'AX\u2003\u2003(III)'}wherein:{'claim-ref': {'@idref': 'CLM-00004', 'claim 4'}, 'X is as defined in ; and'}A is a monovalent cation selected among Na, K, Cs, tetraalkylammonium and tetraalkylphosphonium.6. The method according to claim 1 , wherein X is radioactive.7. The method according to claim 6 , wherein X is At.8. The method according to claim 6 , wherein X is I.9. The method according to claim 1 , wherein the reaction is carried out in a solvent selected from the group consisting of: acetonitrile claim 1 , an alcohol such as methanol claim 1 , dimethylformamide claim 1 , water claim 1 , and mixtures thereof.10. The method according to claim 1 , further comprising an astatide or iodide salt, and the diaryliodonium salt of formula (II) are insoluble, and', 'said iodo- or astatoarene is soluble., 'a purification step wherein a iodo- or astatoarene is extracted by a solvent in which11. The method of synthesizing an astatoarene according to claim 1 , previously comprising a step of reduction of astatine.12. A method of synthesizing a iodo- or astatolabeled biomolecule and/or vector comprising the steps of:{'claim-ref': {'@idref': 'CLM-00001', 'claim 1'}, '(i) synthesizing a iodo- or astatoarene according to the method of ;'}(ii) reacting said iodo- or astatoarene ...

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24-04-2014 дата публикации

PROCESS FOR PREPARING 3-CYANO-3,5,5-TRIMETHYLCYCLOHEXANONE

Номер: US20140114085A1
Принадлежит: EVONIK DEGUSSA GmbH

The present invention refers to the preparation of 3-cyano-3,5,5-trimethylcyclohexanone (isophorone nitrile, abbreviation IPN) using a calcium alkoxide, particularly calcium ethoxide, as catalyst. 1. A method , comprising reacting isophorone and hydrocyanic acid to form isophorone nitrile , wherein the reaction occurs in a heterogeneous phase in the presence of a calcium alkoxide catalyst.2. The method of claim 1 , wherein{'sup': '2', 'the BET surface area of the calcium alkoxide is at least 5 m/g.'}3. The method of claim 1 , wherein thecalcium alkoxide has an apparent density of at least 250 g/l.4. The method of claim 1 , wherein the reaction occurs in a heterogeneous phase in the presence of calcium ethoxide as the catalyst.5. The method of claim 4 , wherein{'sup': '2', 'the BET surface area of the calcium ethoxide, measured with a pulverulent sample, is at least 5 m/g, and the calcium ethoxide has an apparent density of at least 250 g/l.'}6. The method of claim 4 , whereinthe calcium ethoxide has endothermic peak(s) in the range of 70-130° C. and DSC heat flows of 0.35 to 0.55 mW/mg in DSC.7. The method of claim 4 , whereinthe calcium ethoxide has an average particle size (d50 value) between 10-200 μm.8. The method of claim 4 , wherein{'sup': '2', 'the calcium ethoxide has a BET surface area of at least 5 m/g, and an apparent density of at least 250 g/l.'}9. The method of claim 4 , wherein the{'sup': '2', 'calcium ethoxide has a BET surface area of greater than 8 m/g, and an apparent density in the range of 290 g/l to 550 g/l.'}10. The method of claim 1 , wherein thecatalyst is present as powder, pellets, granulate, or extrudate.11. The method of claim 1 , wherein the reaction occursin the presence or absence of at least one inert solvent.12. The method of claim 1 , wherein theisophorone is present in molar excess, based on the hydrocyanic acid, and no external solvent is added.13. The method of claim 1 , wherein amolar ratio of isophorone/hydrocyanic acid is >1: ...

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29-01-2015 дата публикации

METALLATED METAL-ORGANIC FRAMEWORKS

Номер: US20150031908A1
Принадлежит:

Porous metal-organic frameworks (MOFs) and metallated porous MOFs are provided. Also provided are methods of metallating porous MOFs using atomic layer deposition and methods of using the metallated MOFs as catalysts and in remediation applications. 1. A method of metallating a porous metal-organic framework comprising inorganic nodes and organic linkers , the method comprising depositing a film comprising a metal on the surfaces within the pores of the metal-organic framework via atomic layer deposition.2. The method of claim 1 , wherein the inorganic nodes of the metal-organic framework comprise zirconium.3. The method of claim 1 , wherein the film comprises zinc or aluminum.4. The method of claim 1 , wherein the film comprises only a single metal element.5. The method of claim 1 , wherein the film comprises a binary combination of metals.6. The method of claim 1 , wherein the film comprises a metal oxide.7. The method claim 1 , wherein the metal-organic framework comprises channels having an average pore size in the range from about 2 to about 50 nm.8. The method of claim 1 , wherein the surfaces within the pores of the porous metal-organic framework are functionalized with hydroxyl groups.9. The method of claim 2 , wherein the metal-organic framework comprises channels having an average pore size in the range from about 2 to about 50 nm.10. The method of claim 1 , wherein the inorganic nodes comprise an octahedral Zrcluster capped by eight μ-ligands and have eight octahedral edges claim 1 , the linkers comprise 1 claim 1 ,3 claim 1 ,6 claim 1 ,8-tetrakis(p-benzoic acid)pyrene units claim 1 , and eight of the octahedral edges are connected to the 1 claim 1 ,3 claim 1 ,6 claim 1 ,8-tetrakis(p-benzoic acid)pyrene units and further wherein the μ-ligands are hydroxo ligands claim 1 , oxo ligands or aquo ligands.11. The method of claim 10 , wherein the μ-ligands comprise hydroxo ligands.12. A metal-organic framework comprising a porous metal-organic framework ...

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31-01-2019 дата публикации

PROCESS FOR PREPARATION OF PROSTACYCLIN DERIVATIVES

Номер: US20190031589A1
Принадлежит: Emcure Pharmaceuticals Limited

The invention relates to improved method of synthesis for Treprostinil comprising condensation reaction of the carbonyl compound having allyl, alkyl, crotyl or MEM-protected phenolic hydroxyl group, compound (4) with a hydroxyl-protected alkynol (5) to give the condensation product, compound (6). Subjecting compound (6) to oxidation, reduction, hydroxyl protection and carbonylation, cyclization reactions gave the tricyclic derivative (10). Further reactions comprising reduction, hydrogenation and deprotection of the phenolic and side-chain hydroxyl groups, wherein the sequence and choice of reagents was governed by protecting groups, gave the triol intermediate, compound (14). Cyanoalkylation at phenolic hydroxyl functionality and further hydrolysis yielded the prostacyclin compound, Treprostinil (1) and its pharmaceutically acceptable salts, having desired purity. 111.-. (canceled)13. The process according to for the preparation of Treprostinil (1) and its pharmaceutically acceptable salts claim 12 , comprising claim 12 , treating compound (13) with a deprotecting agent to provide compound (14) claim 12 , further treating with halogenated acetonitrile to provide compound (15) claim 12 , which on alkaline hydrolysis followed by acidification gave Treprostinil (1) and its pharmaceutically acceptable salts.14. The process according to claim 12 , wherein compound (13) is treated with a reagent comprising a thiol derivative selected from ethane thiol claim 12 , decanethiol claim 12 , dodecanethiol and a Lewis acid selected from aluminium chloride and aluminium bromide.16. The process according to claim 12 , wherein R is unsaturated alkyl selected from allyl claim 12 , crotyl claim 12 , propargyl; alkoxyalkyl ether is 2-methoxyethoxymethyl (MEM) claim 12 , methoxymethyl ether (MOM); substituted or unsubstituted arylalkyl claim 12 , selected from benzyl claim 12 , p-methoxy benzyl; alkyl selected from methyl claim 12 , ethyl claim 12 , and tertiary butyl groups.18. The ...

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31-01-2019 дата публикации

PROCESS FOR THE CATALYTIC REVERSIBLE ALKENE-NITRILE INTERCONVERSION

Номер: US20190031602A1
Принадлежит: STUDIENGESELLSCHAFT KOHLE MBH

The present invention refers to processes for catalytic reversible alkene-nitrile interconversion through controllable HCN-free transfer hydrocyanation. 2. Process according to claim 1 , wherein R claim 1 , R claim 1 , Rand Rcan be the same or different and each independently represents H claim 1 , aryl claim 1 , aralkyl claim 1 , heteroaryl claim 1 , heteroaralkyl claim 1 , each being optionally substituted by one or more groups selected from straight chain or branched chain alkyl claim 1 , cycloalkyl claim 1 , heterocycloalkyl claim 1 , alkenyl claim 1 , alkynyl claim 1 , aryl claim 1 , aralkyl claim 1 , heteroaryl claim 1 , heteroaralkyl or a heterosubstituent claim 1 , or a heterosubstituent claim 1 , or Rand Rform a bond; wherein at least one of R claim 1 , R claim 1 , Rand Ris not hydrogen.3. Process according to claim 1 , wherein R claim 1 , R claim 1 , Rand Rcan be the same or different and each independently represents H claim 1 , straight chain or branched chain alkyl claim 1 , cycloalkyl claim 1 , heterocycloalkyl claim 1 , each being optionally substituted by one or more groups selected from straight chain or branched chain alkyl claim 1 , cycloalkyl claim 1 , heterocycloalkyl claim 1 , alkenyl claim 1 , alkynyl claim 1 , aryl claim 1 , aralkyl claim 1 , heteroaryl claim 1 , heteroaralkyl or a heterosubstituent claim 1 , or a heterosubstituent claim 1 , or at least two of R claim 1 , R claim 1 , Rand Rmay each form a cyclic 3 to 20 membered hydrocarbon ring structure which may further be substituted by one or more groups selected from alkyl claim 1 , cycloalkyl claim 1 , heterocycloalkyl claim 1 , aryl claim 1 , heteroaryl or heterosubstituent claim 1 , and optionally having any of O claim 1 , S claim 1 , N in the straight chain claim 1 , branched chain or cyclic structure claim 1 , wherein optionally at least one of R claim 1 , R claim 1 , Rand Ris not hydrogen.4. Process according to claim 3 , wherein R claim 3 , R claim 3 , Rand Rcan be the same or ...

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31-01-2019 дата публикации

PROCESS FOR PREPARING BIPHENYL COMPOUNDS

Номер: US20190032098A1
Принадлежит:

A process is provided for preparing a compound having the formula (I): 2. The process of claim 1 , wherein the water-miscible solvent is acetone.3Trametes versicolor.. The process of claim 1 , wherein the laccase is from4. The process of claim 1 , wherein the amount of laccase for one gram of compound of formula (II) is from 1.5 mg to 75 mg.5. The process of claim 1 , wherein the solution of the compound of formula (II) in a water-miscible solvent is prepared by adding said compound of formula (II) in said water-miscible solvent claim 1 , and adding a buffer solution.6. The process according to claim 5 , wherein the amount of water-miscible solvent is comprised between 5% and 10% of volume in comparison with the total volume of the mixture formed by said solvent and the buffer solution.7. The process of claim 1 , wherein the addition of an oxygen source according to a) is carried out for a sufficient time to saturate the solution in dissolved oxygen.8. The process of claim 1 , wherein the solution of the compound of formula (II) in the water-miscible solvent used for b) is saturated in oxygen.9. The process of claim 1 , wherein the pH of the solution of the compound of formula (II) in the water-miscible solvent is comprised between 4 and 7.10. The process of claim 1 , wherein step c) is a step of recovering the compound of formula (I) by centrifugation or filtration.11. The process of claim 1 , wherein the amount of laccase for one gram of compound of formula (II) is from 3 mg to 15 mg.12. The process of claim 5 , wherein the buffer solution is a sodium acetate buffer.13. The process of claim 7 , wherein the addition of an oxygen source according to step a) is carried out for 5 minutes. This application is a continuation of U.S. patent application Ser. No. 15/516,318, filed Mar. 31, 2017, which is a 371 application of International Application PCT/EP2015/072957, filed Oct. 5, 2015, and which claims the benefit of European Patent Office application Serial No. ...

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30-01-2020 дата публикации

FLUORINATION OF ACRYLATE ESTERS AND DERIVATIVES

Номер: US20200031752A9
Автор: Mu YongQi
Принадлежит:

The present invention generally relates to processes for converting acrylate esters or a derivative thereof to difluoropropionic acid or a derivative thereof. This process is generally performed using fluorine gas in a hydrofluorocarbon solvent. 2. The process of wherein Ris methoxy.3. The process of wherein Ris hydroxy.4. The process of wherein Ris chloro.5. The process of wherein Ris methoxy.711.-. (canceled)12. The process of wherein the reaction mixture has a temperature from about −80° C. to about −20° C.13. The process of wherein the reaction mixture has a temperature from about −80° C. to about −60° C.14. (canceled)15. The process of wherein the fluorination additive is an alcohol claim 12 , an acid claim 12 , or a combination thereof.16. The process of wherein the fluorination additive is the alcohol claim 15 , and the alcohol comprises ethanol claim 15 , methanol claim 15 , trifluoroethanol claim 15 , or a combination thereof.17. The process of wherein the fluorination additive is the acid claim 15 , and the acid comprises triflic acid claim 15 , trifluoroacetic acid claim 15 , sulfuric acid claim 15 , formic acid claim 15 , acetic acid claim 15 , or a combination thereof.1821.-. (canceled)22. The process of further comprising contacting the compound of formula 2 with an alcohol and a catalyst.23. The process of wherein the catalyst is a Brønsted acid or a Lewis acid.24. (canceled)25. The process of wherein the catalyst is the Brønsted acid claim 23 , and the Brønsted acid comprises toluenesulfonic acid claim 23 , sulfuric acid claim 23 , hydrochloric acid claim 23 , phosphoric acid claim 23 , acetic acid claim 23 , formic acid claim 23 , triflic acid claim 23 , trifluoroacetic acid claim 23 , or a combination thereof.26. The process of wherein the catalyst is the Brønsted acid claim 25 , and the Brønsted acid comprises toluenesulfonic acid claim 25 , sulfuric acid claim 25 , or a combination thereof.2728.-. (canceled)29. The process of wherein the catalyst ...

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04-02-2021 дата публикации

RADIOLABELING AGENTS, METHODS OF MAKING, AND METHODS OF USE THEREOF

Номер: US20210032184A1
Принадлежит:

Described herein are labeling agents, specifically [C]fluoroform, [C]difluoromethane, [C]fluoromethyl iodide, [C]fluoromethyl bromide, [C]fluoromethyl chloride, [C]fluoromethyl trifluoromethansulfonate, [C]difluoromethyl iodide, [C]difluoromethyl bromide, [C]difluoromethyl chloride, [C]difluoromethyl trifluoromethansulfonate, [C]trifluoromethyl iodide, [C]trifluoromethyl bromide, [C]trifluoromethyl chloride, [C]trifluoromethyl trifluoromethansulfonate, []fluoroform, [F]difluoromethane, [F]difluoromethyl bromide or [F]trifluoromethyl bromide. Also included are methods of labeling precursors to provide labeled fluoroalkanes and imaging methods. 1. A gas phase solvent-free method for producing an C- or F-labeled fluoroalkane , the method comprising{'sup': 11', '18', '18', '11', '11, 'sub': 11', '11', '3, 'contacting [C]methane, [F]fluoromethane, [F]fluoromethyl bromide, [C]methyl iodide, [C]methyl bromide, [C]methyl chloride, or [C]methyl trffluoromethansuifonate, with CoFat a temperature of 50 to 450° C., and'}{'sup': 11', '18, 'isolating the C- or F-labeled fluoroalkane that is produced.'}2. The method of claim 1 , wherein{'sup': 11', '11, 'the precursor is [C]methane and the labeled fluoroalkane is [C]fluoroform,'}{'sup': 18', '18, 'the precursor is [F]fluoromethane and the labeled fluoroalkane is [F]fluoroform,'}{'sup': 18', '18, 'the precursor is [F]fluoromethane and the labeled fluoroalkane is [F]difluoromethane,'}{'sup': 18', '18, 'the precursor is [F]fluoromethyl bromide and the labeled fluoroalkane is [F]difluoromethyl bromide,'}{'sup': 18', '18, 'the precursor is [F]fluoromethyl bromide and the labeled fluoroalkane is [F]trifluoromethyl bromide,'}{'sup': 11', '11, 'the precursor is [C]methyl iodide and the labeled fluoroalkane is [C]fluoromethyl iodide,'}{'sup': 11', '11, 'the precursor is [C]methyl bromide and the labeled fluoroalkane is [C]fluoromethyl bromide,'}{'sup': 11', '11, 'the precursor is [C]methyl chloride and the labeled fluoroalkane is [C] ...

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09-02-2017 дата публикации

FLUORINATION OF ACRYLATE ESTERS AND DERIVATIVES

Номер: US20170036985A1
Автор: Mu YongQi
Принадлежит:

The present invention generally relates to processes for converting acrylate esters or a derivative thereof to difluoropropionic acid or a derivative thereof. This process is generally performed using fluorine gas in a hydrofluorocarbon solvent. 2. The process of wherein Ris methoxy.3. The process of wherein Ris hydroxy.4. The process of wherein Ris chloro.5. The process of claim 2 , wherein Ris methoxy.6. (canceled)7. The process of claim 1 , wherein the hydrofluorocarbon solvent has a melting point less than about −20° C.8. The process of claim 1 , wherein the reaction mixture is a liquid at a temperature less than about −40° C.9. The process of claim 1 , wherein the hydrofluorocarbon solvent has a boiling point greater than about 30° C.10. The process of claim 1 , wherein the hydrofluorocarbon solvent is 2H claim 1 ,3H-decafluoropentane claim 1 , eicosafluorononane claim 1 , tetradecafluorohexane claim 1 , tetradecafluoro-2-methylpentane claim 1 , hexafluorobenzene claim 1 , octadecafluorodecahydronaphthalene claim 1 , octadecafluorooctane claim 1 , octafluorocyclopentene claim 1 , octafluorotoluene claim 1 , perfluoro(1 claim 1 ,3-dimethylcyclohexane) claim 1 , perfluoroheptane claim 1 , perfluoro(2-butyltetrahydrofuran) claim 1 , perfluorotriethylamine claim 1 , heptacosafluorotributylamine claim 1 , tetradecafluoromethylcyclohexane claim 1 , 1 claim 1 ,1 claim 1 ,1 claim 1 ,3 claim 1 ,3-pentafluorobutane claim 1 , or a combination thereof.11. The process of claim 10 , wherein the hydrofluorocarbon solvent is 2H claim 10 ,3H-decafluoropentane.12. The process of claim 10 , wherein the reaction mixture has a temperature from about −80° C. to about −20° C.13. The process of claim 12 , wherein the reaction mixture has a temperature from about −80° C. to about −60° C.14. (canceled)15. The process of claim 1 , wherein the reaction mixture further comprises a fluorination additive and the fluorination additive is an alcohol claim 1 , an acid claim 1 , or a combination ...

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24-02-2022 дата публикации

METHOD OF PREPARING MALONONITRILE OXIME ETHER COMPOUND AND INTERMEDIATE COMPOUND

Номер: US20220055996A1
Принадлежит:

Provided are a method of preparing a malononitrile oxime ether compound and an intermediate compound. The malononitrile oxime ether compound has a structure as shown in formula (VII), wherein W is selected from aryl or heteroaryl. The preparation method comprises steps: reacting a first raw material with a second raw material in the presence of a first solvent and a catalyst to obtain the intermediate compound, wherein the first raw material has a structure as shown in formula (IV), and the second raw material has a structure as shown in formula (V); and subjecting the intermediate compound as shown in formula (VI), and, a dehyclrant to a dehydrantion reaction in the presence of a second solvent to obtain the malononitrile oxime ether compound. In the preparation process for the intermediate, a cheaper cyanoacetamide is used as a raw material, the reaction conditions are mild. Moreover, the yield of the intermediate compound is high and the cost of the process is low. Furthermore, the required malononitrile oxime ether compound, is obtained only through one-step dehydration reaction. Using the preparation method, is advantageous for improving the yield of malononitrile oxime ethers and reducing the cost of the process. 2. The preparation method according to claim 1 , wherein in the dehydration reaction process claim 1 , a molar ratio of the intermediate compound and the dehydrating agent is 1 to (1-20).3. The preparation method according to claim 1 , wherein the dehydrating agent is one or more selected from a group consisting of acetic anhydride claim 1 , bistrichlomm ethyl carbonate claim 1 , thionyl chloride claim 1 , phosphorus oxychlonde and phosphorus pentoxide claim 1 , and preferably claim 1 , is thionyl claim 1 , chloride and/or phosphorus oxychloride; andthe solvent is one or more selected from a. group consisting of halogenated alkane compounds, aromatic hydrocarbon compounds, nitrite compounds and DMF, and preferably, is trichloromethane, dichloroethane, ...

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18-02-2021 дата публикации

Epoxy Resin Material, Preparation Method Therefor And Application Thereof

Номер: US20210047459A1
Принадлежит: Wanhua Chemical Group Co Ltd

The present invention provides an epoxy resin material, a preparation method therefor and an application thereof. The present method for preparing an epoxy resin material comprises: heating a mixture of an epoxy resin main agent and a curing agent that are placed at room temperature to 40-85° C. for reaction and curing. The curing agent contains an adduct of an olefinic nitrile compound and an amine compound. The present method for preparing an epoxy resin material has the characteristics of low mixing viscosity, long operation time, and low amount of heat released during preparation.

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18-02-2016 дата публикации

COMPOUNDS USEFUL FOR THE TREATMENT OF METABOLIC DISORDERS AND SYNTHESIS OF THE SAME

Номер: US20160046560A1
Принадлежит:

The present invention provides compounds of Formula (I): wherein variables X, Y, Z and R1 are as described herein. Some of the compounds described herein are glutamate dehydrogenase activators. The invention is also directed to pharmaceutical compositions comprising these compounds, uses of these compounds and compositions in the treatment of metabolic disorders as well as synthesis of the compounds. 23-. (canceled)56-. (canceled)815-. (canceled)19. An amide derivative selected from the group consisting of:3-Chloro-4-{[2-hydroxy-5-(trifluoromethyl)benzene]amido}benzoic acid,Methyl 4-[(5-tert-butyl-2-hydroxybenzene)amido]-3-chlorobenzoate,4-[(5-tert-butyl-2-hydroxybenzene)amido]-3-chlorobenzoic acid, andMethyl 3-chloro-4-[(2-hydroxy-5-methylbenzene)amido]benzoate.21. A pharmaceutical composition comprising one or more pharmaceutically acceptable carriers and a compound of claim 1 , or a pharmaceutically acceptable salt thereof.2223-. (canceled)24. The pharmaceutical composition comprising an effective amount of a compound of claim 1 , or a pharmaceutically acceptable salt thereof claim 1 , in combination with a pharmaceutically acceptable carrier and one or more hypoglycemic agents.25. The pharmaceutical composition of claim 24 , wherein the hypoglycemic agent is selected from the group consisting of insulin claim 24 , biguanidines claim 24 , sulfonylureas claim 24 , insulin secretagogues claim 24 , a-glycosidase inhibitors claim 24 , and β-adrenoreceptor agonists.26. (canceled)27. A method of treating a disease selected from the group consisting of non-alcoholic fatty liver disease claim 1 , metabolic syndrome claim 1 , diabetes claim 1 , Syndrome X claim 1 , a diabetes-related disorder claim 1 , obesity claim 1 , cardiovascular disease claim 1 , cerebrovascular disease claim 1 , peripheral vessel disease claim 1 , lupus claim 1 , polycystic ovary disease claim 1 , carcinogenesis claim 1 , hyperplasia and combinations thereof comprising the administration to a ...

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16-02-2017 дата публикации

RUTHENIUM-BASED TRIAZOLE CARBENE COMPLEXES

Номер: US20170044195A1

The present invention relates to novel ruthenium-based triazole carbene complexes comprising specific ligands, their preparation and their use as catalysts in hydrogenation processes. Such complex catalysts are inexpensive, thermally robust, gel formation inhibiting and olefin selective. 2. The catalyst according to claim 1 , wherein:{'sub': 6', '10', '6', '10', '2', '3', '3, 'sup': 3', '3', '3, 'R is independently of one another hydrogen, halogen, nitro, methyl, ethyl, n-propyl, isopropyl, n-butyl, iso-butyl, sec-butyl or tert-butyl, phenyl, or together with the carbon atoms to which they are bound form a C-C-cycloalkyl or C-C-aryl substituent, alkyl thiolate, aryl thiolate, B(R)or B(R), whereas Ris alkyl, aryl, alkoxy or aryloxy or CF,'}n is 0 to 4, preferably 0 to 2, more preferably 0 to 1{'sup': 1', '2, 'sub': '1', 'Rand Rare identical or different and are each methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tert-butyl or neopentyl, cyclohexyl, adamantyl, phenyl, C-methanesulphonate, p-toluenesulphonate, 2,4,6-trimethylphenyl (Mes) or 2,4,6-triisopropylphenyl (Trip),'}{'sub': 1', '30', '6', '24, 'X is hydride, halide pseudohalide, alkoxide, amide, triflate, phosphate, borate, straight-chain or branched C-C-alkyl or C-C-aryl, carboxylate, acetate, halogenated acetate, halogenated alkylsulfonate, tosylate or any weakly coordinating anionic ligands, and'}{'sup': 1', '2, 'sub': 1', '10', '3', '20', '3', '1', '10', '1', '10', '1', '10', '1', '10', '1', '10', '1', '10', '1', '10', '1', '10', '1', '10', '1', '5', '1', '5, 'Yand Yare identical or different and are each C-C-alkylphosphine or C-C-cycloalkylphosphine ligand, preferably tricyclohexylphosphine (PCy), a sulfonated C-C-alkylphosphine ligand, a C-C-alkylphosphinite ligand, a C-C-alkylphosphonite ligand, a C-C-alkyl phosphite ligand, a C-C-alkylarsine ligand, a C-C-alkylamine ligand, a substituted or not substituted pyridine ligand, a C-C-alkyl sulfoxide ligand, a C-C-alkyloxy ligand or a C-C ...

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19-02-2015 дата публикации

PHARMACEUTICAL COMPOUNDS

Номер: US20150051199A1
Принадлежит: ASTEX THERAPEUTICS LIMITED

The invention provides compounds that are useful in the treatment of hepatitis C virus (HCV) infections. The compounds have the formula (1): 2. (canceled)3. A compound according to claim 1 , or a salt claim 1 , N-oxide claim 1 , tautomer or stereoisomer thereof claim 1 , wherein Ris X—R.4. A compound according to claim 1 , or a salt claim 1 , N-oxide claim 1 , tautomer or stereoisomer thereof claim 1 , wherein Ris hydrogen.6. A compound according to claim 1 , or a salt claim 1 , N-oxide claim 1 , tautomer or stereoisomer thereof claim 1 , wherein Ris C(═O)NH.7. A compound according to claim 1 , or a salt claim 1 , N-oxide claim 1 , tautomer or stereoisomer thereof claim 1 , wherein Ris ethyl or cyclopropyl.8. A compound according to claim 1 , or a salt claim 1 , N-oxide claim 1 , tautomer or stereoisomer thereof claim 1 , wherein Ris selected from phenyl and pyridyl each optionally substituted with one or more substituents R.9. A compound according to claim 1 , or a salt claim 1 , N-oxide claim 1 , tautomer or stereoisomer thereof claim 1 , wherein Ris amino.14. A compound according to which is selected from:(3S)-3-{[(1R)-1-(3-benzoyl-4-chloro-2-fluorophenyl)propyl]amino}butanamide;(3S)-3-{[(1R)-1-{3-[(6-aminopyridin-3-yl)carbonyl]-4-chloro-2-fluorophenyl}propyl]-amino}butanamide;(3S)-3-{[(R)-{3-[(6-aminopyridin-3-yl)carbonyl]-4-chloro-2-fluorophenyl}(cyclopropyl)-methyl]amino}butanamide;(3S)-3-{[(R)-{3-[(4-amino-3-chlorophenyl)carbonyl]-4-chloro-2-fluorophenyl}-(cyclopropyl)methyl]-amino}butanamide; and(3S)-3-{[(R)-{3-[(4-amino-3-methylphenyl)carbonyl]-4-chloro-2-fluorophenyl}-(cyclopropyl)methyl]-amino}butanamide; andsalts thereof.15. A pharmaceutical composition comprising a compound as defined in claim 1 , or a salt claim 1 , N-oxide claim 1 , tautomer or stereoisomer thereof claim 1 , and a pharmaceutically acceptable excipient.16. (canceled)17. A combination of a compound as defined in claim 1 , or a salt claim 1 , N-oxide claim 1 , tautomer or stereoisomer ...

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03-03-2022 дата публикации

Process for recovering acetonitrile

Номер: US20220064108A1

A process for producing acetonitrile, the process comprising: treating a feedstock stream comprising methanol, allyl alcohol, oxazole, acetonitrile, water, and hydrogen cyanide to remove hydrogen cyanide and produce an acetonitrile stream comprising less than 1 wt. % hydrogen cyanide. The process further comprises the step of distilling the acetonitrile stream in a first distillation column to produce a first distillate comprising oxazole and methanol; a first intermediate acetonitrile stream comprising acetonitrile and oxazole and less than 1 wt % allyl alcohol; a first bottoms stream comprising allyl alcohol and water. The process further comprises the step of purifying the first intermediate acetonitrile stream to produce an acetonitrile product stream and a recycle stream comprising allyl alcohol.

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03-03-2022 дата публикации

METHOD FOR PREPARING 2-ARYLMALONIC ACID DERIVATIVE AND INTERMEDIATE, AND USE THEREOF

Номер: US20220064184A1
Принадлежит:

Disclosed herein is a method for preparing a 2-arylmalonic acid derivative. In this method, a cyclohexadiene compound is used as a raw material, and sequentially undergoes an isomerization reaction, a halogenation reaction in the presence of a halogenating agent and a dehydrohalogenation-aromatization reaction to obtain a 2-arylmalonic acid derivative (3). An intermediate for preparing the 2-arylmalonic acid derivative (3) and use of the intermediate are also disclosed.

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14-02-2019 дата публикации

PURIFYING METHOD, PRODUCTION METHOD, AND DISTILLATION APPARATUS FOR ACRYLONITRILE

Номер: US20190047945A1
Автор: SANO Kazuhiko
Принадлежит: ASAHI KASEI KABUSHIKI KAISHA

A method for purifying acrylonitrile involving a purification step of distilling an acrylonitrile solution containing acrylonitrile, hydrogen cyanide, and water, wherein the purification step involves a first step of separating a side stream withdrawn from a first position of a distillation column into an organic layer and an aqueous layer, and then returning the organic layer to a second position of the distillation column, the second position being positioned below the first position and a second step of supplying water from a third position of the distillation column, the third position being positioned below the second position and above a lowermost stage of the distillation column is a novel method in which stabilization of product quality and reduction in load on the acrylonitrile production process can be achieved by stabilizing a hydrocyanic acid-removing dehydration column in the process for producing acrylonitrile. 1. A method for purifying acrylonitrile comprising a purification step of distilling an acrylonitrile solution comprising acrylonitrile , hydrogen cyanide , and water , whereinthe purification step comprises:a first step of separating a side stream withdrawn from a first position of a distillation column into an organic layer and an aqueous layer, and then returning the organic layer to a second position of the distillation column, the second position being positioned below the first position; anda second step of supplying water from a third position of the distillation column, the third position being positioned below the second position and above a lowermost stage of the distillation column.2. A method for producing acrylonitrile comprising:a reaction step of reacting: propylene and/or propane; ammonia; and oxygen in the presence of a catalyst;an absorption step of allowing a gas comprising generated acrylonitrile, acetonitrile, and hydrogen cyanide to be absorbed in water, thereby obtaining an aqueous solution;a collection step of distilling ...

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25-02-2016 дата публикации

PERFUME COMPOSITIONS CONTAINING ISOMERIC ALKADIENENITRILES

Номер: US20160052872A1
Принадлежит:

A perfume composition comprising an effective amount of at least one alkadienenitrile selected from 4,8-undecadienenitrile and isomers thereof, 4,9-dodecadienenitrile and isomers thereof, and 4,10-tridecadienenitrile and isomers thereof. The isomers of 4,8-undecadienenitrile comprise Z,Z-4,8-undecadienenitrile, E,E-4,8-undecadienenitrile, and mixed Z/E isomers of 4,8-undecadienenitrile; the isomers of 4,9-dodecadienenitrile comprise Z,Z-4,9-dodecadienenitrile, E,E-4,9-dodecadienenitrile, and mixed Z/E isomers of 4,9-dodecadienenitrile; and the isomers of 4,10-tridecadienenitrile comprise Z,Z-4,10-tridecadienenitrile, E,E-4,10-tridecadienenitrile, and mixed Z/E isomers of 4,10-tridecadienenitrile. A composition comprising an effective amount of at least one alkadienenitrile selected from 4,8-undecadienenitrile and isomers thereof, 4,9-dodecadienenitrile and isomers thereof, and 4,10-tridecadienenitrile and isomers thereof. Processes for the preparation of the isomeric alkadienenitriles are provided. The isomeric alkadienenitriles have a range of fresh, citric, ozonic and floral notes of exceptional strength. 1. A composition comprising an alkadienenitrile selected from the group consisting of 4 ,8-undecadienenitrile and isomers thereof , 4 ,9-dodecadienenitrile and isomers thereof , and 4 ,10-tridecadienenitrile and isomers thereof.2. The composition of which is a fragrance composition or a flavor composition.3. The composition of wherein the isomers of 4 claim 1 ,8-undecadienenitrile comprise Z claim 1 ,Z-4 claim 1 ,8-undecadienenitrile claim 1 , E claim 1 ,E-4 claim 1 ,8-undecadienenitrile claim 1 , and mixed Z/E isomers of 4 claim 1 ,8-undecadienenitrile; the isomers of 4 claim 1 ,9-dodecadienenitrile comprise Z claim 1 ,Z-4 claim 1 ,9-dodecadienenitrile claim 1 , E claim 1 ,E-4 claim 1 ,9-dodecadienenitrile claim 1 , and mixed Z/E isomers of 4 claim 1 ,9-dodecadienenitrile; and the isomers of 4 claim 1 ,10-tridecadienenitrile comprise Z claim 1 ,Z-4 claim 1 ,10- ...

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25-02-2021 дата публикации

Process of Fluorinating Inorganic or Organic Compounds by Direct Fluorination

Номер: US20210053911A1
Принадлежит: Fujian Yongjing Technology Co., Ltd

The invention relates to a use of a fluorination gas, and the elemental fluorine (F) is present in a high concentration, for example, in a concentration of elemental fluorine (F), especially of equal to much higher than 15 or even 20% by volume, and to a process for the manufacture of a fluorinated compound by direct fluorination employing a fluorination gas, wherein the elemental fluorine (F) is present in a high concentration. The process of the invention is directed to the manufacture of a fluorinated compound, for the exception of fluorinated benzene, by direct fluorination. Especially the invention is of interest in the preparation of fluorinated organic compounds, final products and as well intermediates, for usage in agro-, pharma-, electronics-, catalyst, solvent and other functional chemical applications. The fluorination process of the invention may be performed batch-wise or in a continuous manner. 1. A process for the manufacture of a fluorinated compound by direct fluorination , wherein the process comprises the steps of:a) provision of a liquid medium comprising or consisting of a starting compound having one or more hydrogen atoms that are capable of being substituted by means of a halogenation reaction;{'sub': '2', 'b) provision of a fluorination gas comprising or consisting of elemental fluorine (F), wherein the fluorine is present in the fluorination gas in a high concentration of at least substantially more than, in particular very much more than 15% by volume (vol.-%), preferably equal to or more than 20% by volume (vol.-%);'}{'sub': '2', 'c) provision of a reactor or reactor system, resistant to elemental fluorine (F) and hydrogen fluoride (HF);'}{'sub': '2', 'd) passing the fluorination gas of b), in a reactor or reactor system of c), through the liquid medium of a) comprising or consisting of the starting compound, and thereby reacting the starting compound with the elemental fluorine (F) to substitute in the starting compound at least one of ...

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08-05-2014 дата публикации

PROCESS FOR THE SYNTHESIS OF (2E)-3-(3,4-DIMETHOXYPHENYL)PROP-2-ENENITRILE, AND APPLICATION IN THE SYNTHESIS OF IVABRADINE AND ADDITION SALTS THEREOF WITH A PHARMACEUTICALLY ACCEPTABLE ACID

Номер: US20140128598A1
Принадлежит: LES LABORATOIRES SERVIER

Process for the synthesis of the compound of formula (I): 2. The process according to claim 1 , wherein the palladium catalyst used to carry out the conversion of the compound of formula (IX) into the compound of formula (I) is selected from palladium(II) acetate claim 1 , palladium on carbon claim 1 , and palladium(II) chloride.3. The process according to claim 2 , wherein the palladium catalyst used to carry out the conversion of the compound of formula (IX) into the compound of formula (I) is palladium on carbon.4. The process according to claim 1 , wherein the ligand used to carry out the conversion of the compound of formula (IX) into the compound of formula (I) is selected from triphenylphosphine and tri(o-tolyl)phosphine.5. The process according to claim 4 , wherein the ligand used to carry out the conversion of the compound of formula (IX) into the compound of formula (I) is tri(o-tolyl)phosphine.6. The process according to claim 1 , wherein the base used to carry out the conversion of the compound of formula (IX) into the compound of formula (I) is selected from triethylamine claim 1 , sodium acetate claim 1 , sodium carbonate and potassium carbonate.7. The process according to claim 6 , wherein the base used to carry out the conversion of the compound of formula (IX) into the compound of formula (I) is sodium acetate.8. The process according to claim 1 , wherein the phase transfer agent used to carry out the conversion of the compound of formula (IX) into the compound of formula (I) is selected from tetrabutylammonium bromide and tetrabutylammonium chloride.9. The process according to claim 8 , wherein the phase transfer agent used to carry out the conversion of the compound of formula (IX) into the compound of formula (I) is tetrabutylammonium bromide.10. The process according to claim 1 , wherein the organic solvent used to carry out the conversion of the compound of formula (IX) into the compound of formula (I) is selected from N claim 1 ,N- ...

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26-02-2015 дата публикации

RUTHENIUM-BASED COMPLEX CATALYSTS

Номер: US20150057450A1
Принадлежит:

The present invention provides novel Ruthenium-based transition metal complex catalysts comprising specific ligands, their preparation and their use in hydrogenation processes. Such complex catalysts are inexpensive, thermally robust, and olefin selective. 3. The catalyst according to claim 2 , wherein{'sup': 1', '2', '3', '1', '2', '3, 'L, L, Lrepresent identical or different ligands, wherein at least one of L, Land (if u=1) Lrepresents either a ligand having the general structure (Ia) or (Ib) or a ligand having the general structure (Ic) or (Id) and wherein'}{'claim-ref': {'@idref': 'CLM-00002', 'claim 2'}, 'n, R and E have the same meanings as given in , and'}D is identical or different and represents hydroxy, alkoxy, aryloxy, thiol, thiolate, thioether, sulfoxide, sulfone, phosphine oxide, phosphine sulfide, ketone, ester, or any moiety able of acting as a two electron donor.4. The catalyst according to in which{'sup': 1', '2, 'X, Xare identical or different and represent hydride, halide, in particular fluoride, chloride, bromide or iodide, pseudohalide, alkoxide, amide, tosylate, triflate, phosphate, borate, carboxylate, acetate, halogenated acetate, halogenated alkylsulfonate or a weekly coordinating anion,'}{'sup': 1', '2', '3, 'one ligand of L, L, and (if u=1) Lhas the general structure according to formulae (Ia) or (Ib), wherein'}n is identical or different and represents an integer in the range of from 1 to 20, preferably 1 to 10,{'sub': 1', '20', '6', '24', '1', '14', '1', '10, 'D is identical or different and represents hydroxy, alkoxy, aryloxy, thiol, thiolate, thioether, selenol, selenoether, amine, phosphine, phosphate, arsine, sulfoxide, sulfone, alkyl, phosphinimine, aminophosphine, carbene, selenoxide, imidazoline, imidazolidine, phosphine oxide, phosphine sulfide, phosphine selenide, ketone, ester, pyridyl, substituted pyridyl, or any other moiety able of acting as a two electron door, preferably D is identical or different and represents C-C- ...

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26-02-2015 дата публикации

Selective androgen receptor modulators

Номер: US20150057452A1
Принадлежит: CATYLIX Inc

Compounds having therapeutic potential as androgen receptor modulators, and methods of making such compounds, are provided. The compounds are structurally related to bicalutamide but bear at least one difluoromethyl or C 2 to C 5 perfluoroalkyl group instead of a trifluoromethyl group.

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10-03-2022 дата публикации

ACETONITRILE SEPARATION PROCESS

Номер: US20220073451A1

Provided herein are processes for the separation of acetonitrile from low-purity feedstock streams. The provided processes are particularly useful for isolating acetonitrile at high purity from chemical manufacturing waste streams that include methanol, water, and allyl alcohol. 1. A process for producing acetonitrile , the process comprising:treating a feedstock stream comprising acetonitrile, methanol, hydrogen cyanide, and water to remove hydrogen cyanide and produce an intermediate acetonitrile stream comprising less than 1 wt % hydrogen cyanide;distilling the intermediate acetonitrile stream in a first distillation column to yield a first bottoms stream comprising water, and a first distillate stream comprising acetonitrile, wherein the first distillation column is operated at a pressure less than 150 kPa; andpurifying the first distillate stream to yield a product acetonitrile stream and a recycle stream.2. The process of claim 1 , wherein the feedstock stream comprises more than 50 wt % water and wherein the first distillate stream comprises less than 45 wt % water.3. The process of claim 1 , wherein the feedstock stream and the first bottoms stream each further comprises from 0 to 1.0 wt. % allyl alcohol.4. The process of claim 3 , wherein the feedstock stream comprises more than 0.05 wt % allyl alcohol and wherein the first distillate stream comprises less than 0.05 wt % allyl alcohol.5. The process of claim 3 , wherein the mass ratio of the acetonitrile in the first distillate stream to the allyl alcohol in the first distillate stream is greater than 1000:1.6. The process of claim 1 , wherein the mass ratio of the acetonitrile in the first distillate stream to the water in the first distillate stream is greater than 3:1.7. The process of claim 1 , wherein the treating comprises:digesting the feedstock stream in a digester, wherein sodium hydroxide and the feedstock stream are fed to the digester.8. The process of claim 1 , wherein the feedstock stream and ...

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05-03-2015 дата публикации

Preparation of 4-Amino-2,4-Dioxobutanoic Acid

Номер: US20150065750A1
Принадлежит:

A process for synthesizing 4-amino-2,4-dioxobutanoic acid involves reacting diethyl oxalate with an alkoxide in ethanol to form a reaction mixture, and afterward adding ethyl cyanoacetate to the reaction mixture and allowing a reaction to proceed under conditions suitable to form a first reaction product of the formula diethyl 2-cyano-3-hydroxy-butenedioate, and then isolating the diethyl 2-cyano-3-hydroxy-butenedioate, and afterward reacting the diethyl-2-cyano-3-hydroxy-butenedioate with an aqueous hydroxide under conditions suitable to form 4-amino-2,4-dioxobutanoic acid. 1. A process for synthesizing 4-amino-2 ,4-dioxobutanoic acid , comprising:reacting diethyl oxalate with an alkoxide in an alcoholic solvent form a reaction mixture, and afterwardadding ethyl cyanoacetate to the reaction mixture and allowing a reaction to proceed under conditions suitable to form a first reaction product of the formula diethyl 2-cyano-3 -hydroxy-butenedioate,isolating said first reaction product of diethyl 2-cyano-3-hydroxy-butenedioate,reacting said first reaction product of diethyl 2-cyano-3-hydroxy-butenedioate with aqueous hydroxide under conditions suitable to form 4-amino-2,4-dioxobutanoic acid.2. The process of wherein said alkoxide is sodium ethoxide.3. The process of wherein said alkoxide is selected from the group consisting of sodium ethoxide claim 1 , potassium ethoxide claim 1 , lithium ethoxide claim 1 , cesium ethoxide and calcium ethoxide.4. The process of wherein said alcoholic solvent is ethanol.5. The process of wherein said alcoholic solvent is ethanol.7. The process of claim 6 , wherein the suitable organic solvent for extracting the reaction mixture is dichloromethane.8. The process of wherein the first and second organic layers are combined claim 6 , and the diethyl-2-cyano-3-hydroxy-butenedioate is isolated from the combined organic layers.9. The process of wherein said alkoxide is sodium ethoxide.10. The process of wherein said alkoxide is selected from ...

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22-05-2014 дата публикации

PROCESS FOR PRODUCING AN AMINOPROPYNE OR ENAMINONE

Номер: US20140142304A1

There is provided a process for producing an aminopropyne or an enaminone comprising the step of reacting a metal acetylide, an amine and a carbonyl-containing compound in the presence of a transition metal catalyst. There is also provided a process for producing an aminopropyne comprising the step of reacting a metal acetylide, an amine and a halide-containing compound in the presence of a transition metal catalyst at a reaction temperature of 50° C. to 150° C. There are also provided processes to further synthesize the aminopropyne produced to obtain a butyneamine, another aminopropyne or a triazol. 1. A process for producing an aminopropyne comprising the step of reacting a metal acetylide , an amine and a carbonyl-containing compound in the presence of a transition metal catalyst.2. The process as claimed in claim 1 , wherein said aminopropyne has a terminal alkyne group.3. The process as claimed in claim 1 , wherein said metal acetylide has the structure MC claim 1 , where M is a metal selected from the group consisting of an alkali metal claim 1 , an alkaline earth metal and a transition metal; or wherein said metal acetylide is selected from the group consisting of calcium carbide (CaC) claim 1 , lithium acetylide (LiC) and lanthanium acetylide (LaC).4. (canceled)5. The process as claimed in claim 1 , wherein the transition metal of said transition metal catalyst is selected from the group consisting of copper claim 1 , silver and gold; wherein the copper catalyst is selected from the group consisting of copper chloride claim 1 , copper bromide claim 1 , copper iodide claim 1 , copper fluoride claim 1 , copper acetate and copper acetylacetonate.6. (canceled)7. The process as claimed in claim 1 , wherein said carbonyl-containing compound is an aldehyde having the structure RCHO claim 1 , where Ris selected from aryl or C-alkyl claim 1 , said aryl being optionally substituted by at least one of halide claim 1 , nitrile claim 1 , C-alkyl claim 1 , C-alkoxide ...

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