Process for the synthesis of 3-hydroxyglutaronitrile

A high yield and high productivity processes for preparing 3-hydroxyglutaronitrile by reacting an epihalohydrin or a 4-halo-3-hydroxy-butanenitrile, or analogous compound containing a different leaving group, with cyanide (CN—) in the presence of water and an ionic liquid. The use of an ionic liquid as a cosolvent with water results in increased productivity and selectivity.

Metal-ligand catalyst formation

As described herein, nickel treated with sulfur provides a surprisingly effective source of nickel atoms for generating nickel-phosphorus-containing ligand complexes useful as hydrocyanation catalysts.

PROCESS FOR MAKING NITRILES

A hydrocyanation reaction is used to react 1,3-butadiene with hydrogen cyanide in the presence of a catalyst to produce pentenenitriles, as well as reaction byproducts, such as methylglutaronitrile (MGN). The effluent from the hydrocyanation reaction is distilled in a particular manner to produce a pentenenitrile-enriched stream, a catalyst-enriched stream and a stream enriched in methylglutaronitrile (MGN). At least a portion of the catalyst enriched stream may be recycled to the hydrocyanation reaction. 3-pentenenitrile may be recovered and, optionally, further reacted with HCN to make adiponitrile (ADN). 1. A process for making adiponitrile , said process comprising the steps of:(a) reacting in a first reaction zone a mixture comprising 1,3-butadiene (BD) and hydrogen cyanide (HCN) in the presence of a first catalyst comprising zero-valent Ni and a first phosphorus-containing ligand to produce a reaction product comprising 3-pentenenitrile (3PN) and 2-methyl-3-butenenitrile (2M3BN);(b) isomerizing at least a portion of the 2M3BN of step (a) in a second reaction zone in the presence of a second catalyst comprising zero-valent Ni and a second phosphorus-containing ligand to produce reaction product comprising 3PN; and wherein catalyst flows through the first, second and third reaction zones along with reactants and products,', 'wherein the reaction product of step (a) further comprises dinitriles comprising adiponitrile (ADN) and methylglutaronitrile (MGN),', 'wherein at least a portion of catalyst flowing from the first reaction zone is concentrated in one or more distillation steps and recycled in at least one catalyst recycle stream to the first reaction zone,', 'wherein a portion of the catalyst recycle stream is contacted with a first extraction solvent in a first liquid/liquid extraction step to produce a solvent phase and a raffinate phase,', 'wherein said third catalyst is not contacted with said extraction solvent in said first liquid/liquid extraction ...

PROCESS FOR MAKING NITRILES

Adiponitrile is made by reacting 3-pentenenitrile with hydrogen cyanide. The 3-pentenenitrile is made by reacting 1,3-butadiene with hydrogen cyanide. The catalyst for the reaction of 1,3-butadiene with hydrogen cyanide to make 3-pentenenitrile is recycled. At least a portion of the recycled catalyst is purified by an extraction process, which separates catalyst degradation products and reaction byproduct from the catalyst.

PROCESS FOR MAKING NITRILES

An improved multi-reaction zone process provides for improved nitrile product quality and yield. In a first reaction zone, 1,3-butadiene is reacted with hydrogen cyanide in the presence of a catalyst to produce pentenenitriles comprising 3-pentenenitrile and 2-methyl-3-butenenitrile. In a second reaction zone, 2-methyl-3-butenenitrile, recovered from the first reaction zone, is isomerized to 3-pentenenitrile. In an optional third reaction zone, 3-pentenenitrile recovered from the first and second reaction zones is reacted with hydrogen cyanide in the presence of a catalyst and a Lewis acid to produce adiponitrile. A portion of the first catalyst is purified and recycled. Zero valent nickel is added to the purified first catalyst before it is recycled. 1. A process for making pentenenitriles , said process comprising the steps of:(a) reacting in a first reaction zone a mixture comprising 1,3-butadiene (BD) and hydrogen cyanide (HCN) in the presence of a first catalyst comprising zero-valent Ni and a first phosphorus-containing ligand to produce a reaction product comprising 3-pentenenitrile (3PN) and 2-methyl-3-butenenitrile (2M3BN); wherein catalyst flows through the first and second reaction zones along with reactants and products,', 'wherein the zero valent nickel content of the catalyst is reduced and catalyst degradation byproducts are produced during the process,', 'wherein catalyst flowing from the first reaction zone is concentrated in one or more distillation steps and recycled to the first reaction zone,', 'wherein a portion of the concentrated first catalyst is purified by removing catalyst degradation products in a liquid/liquid extraction step,', 'wherein the purified first catalyst is recycled to the first reaction zone or the second reaction zone or both the first and second reaction zone, and', 'wherein zero valent nickel is added to the purified catalyst from the liquid/liquid extraction step after the catalyst is purified in the liquid/liquid ...

PROCESS FOR MAKING NITRILES

Adiponitrile is made by reacting 3-pentenenitrile with hydrogen cyanide. The 3-pentenenitrile is made by reacting 1,3-butadiene with hydrogen cyanide. The catalyst for the reaction of 1,3-butadiene with hydrogen cyanide to make 3-pentenenitrile is recycled. At least a portion of the recycled catalyst is purified by an extraction process, which separates catalyst degradation products and reaction byproducts, such as mononitriles having 9 carbon atoms, from the catalyst. 1. A process for making adiponitrile , said process comprising the steps of:(a) reacting in a first reaction zone a mixture comprising 1,3-butadiene (BD) and hydrogen cyanide (HCN) in the presence of a first catalyst comprising zero-valent Ni and a first phosphorus-containing ligand to produce a reaction product comprising 3-pentenenitrile (3PN) and 2-methyl-3-butenenitrile (2M3BN);(b) isomerizing at least a portion of the 2M3BN of step (a) in a second reaction zone in the presence of a second catalyst comprising zero-valent Ni and a second phosphorus-containing ligand to produce reaction product comprising 3PN; and wherein catalyst flows through the first, second and third reaction zones along with reactants and products,', {'sub': '9', 'wherein Cmononitriles are produced as a byproduct in said first reaction zone,'}, 'wherein first catalyst flowing from the first reaction zone is concentrated in one or more distillation steps and recycled in at least one catalyst recycle stream to the first reaction zone,', 'wherein a portion of the catalyst recycle stream to the first reaction zone is contacted with an extraction solvent in a liquid/liquid extraction step to produce a solvent phase and a raffinate phase,', {'sub': '9', 'wherein said solvent phase comprises catalyst and said raffinate phase comprises Cmononitriles,'}, {'sub': 9', '9, 'wherein the weight ratio of Cmononitriles to catalyst in said solvent phase is less than the weight ratio of Cmononitriles to catalyst in said catalyst recycle stream ...

PROCESS FOR MAKING NITRILES

Adiponitrile is made by reacting 3-pentenenitrile with hydrogen cyanide. The 3-pentenenitrile is made by reacting 1,3-butadiene with hydrogen cyanide and by isomerizing 2-methyl-3-butenenitrile. Phenolic compounds, such as phenol and cresols, are present as a catalyst impurity or as a catalyst degradation product. Phenolic compounds are removed during the nitrile manufacturing process. 2. The process of claim 1 , wherein the first phosphorus-containing ligand is a ligand of the formula{'br': None, 'sup': 2', '3', '4, 'P(OR)(OR)(OR)\u2003\u2003(I)'}{'sup': 2', '3', '4, 'where R, Rand Rare the same or different and are phenol groups, each optionally substituted with up to four alkyl groups, each alkyl group having from 1-4 carbon atoms.'}3. The process of claim 2 , wherein the source of first phosphorus-containing ligand comprises said phenolic compound of formula (II) as an impurity and said phenolic compound of formula (II) is fed into step (a) along with said first phosphorus-containing ligand.4. The process of claim 2 , wherein said phenolic compound of formula (II) is produced by a hydrolysis reaction claim 2 , wherein said first phosphorus-containing ligand reacts with water.5. The process of claim 2 , wherein the hydrogen cyanide feed to the first reaction zone comprises water.6. The process of claim 2 , wherein the source of 1 claim 2 ,3-butadiene in step (a) comprises tertiary-butylcatecol claim 2 , and wherein said phenolic compound of formula (II) is produced by a reaction claim 2 , wherein said first phosphorus-containing ligand reacts with tertiary-butylcatecol.7. The process of claim 1 , wherein no zero valent nickel is added to the catalyst recycle stream prior to introduction of this stream to a liquid/liquid extraction step.8. The process of claim 1 , wherein the liquid/liquid extraction step comprises introducing a portion of the catalyst recycle stream claim 1 , an extraction solvent and dinitriles into a liquid/liquid extraction zone claim 1 , and ...

PROCESS FOR MAKING NITRILES

Adiponitrile is made by reacting 3-pentenenitrile with hydrogen cyanide. The 3-pentenenitrile is made by reacting 1,3-butadiene with hydrogen cyanide. The 1,3-butadiene feed includes a small amount of tertiary-butylcatechol. The catalyst for the reaction of 1,3-butadiene with hydrogen cyanide to make 3-pentenenitrile is recycled. At least a portion of the recycled catalyst is purified by an extraction process. 1. A process for making adiponitrile , said process comprising the steps of:(a) reacting in a first reaction zone a mixture comprising 1,3-butadiene (BD) and hydrogen cyanide (HCN) in the presence of a first catalyst comprising zero-valent Ni and a first phosphorus-containing ligand to produce a reaction product comprising 3-pentenenitrile (3PN) and 2-methyl-3-butenenitrile (2M3BN);(b) isomerizing at least a portion of the 2M3BN of step (a) in a second reaction zone in the presence of a second catalyst comprising zero-valent Ni and a second phosphorus-containing ligand to produce reaction product comprising 3PN; and(c) reacting in a third reaction zone a mixture comprising 3PN from step (b) and hydrogen cyanide (HCN) in the presence of a third catalyst comprising zero-valent Ni and a third phosphorus-containing ligand and in the presence of Lewis acid promoter to produce a reaction product comprising adiponitrile,wherein catalyst flows through the first, second and third reaction zones along with reactants and products,wherein, for every million parts of 1,3-butadiene fed into the first reaction zone, at least 10 ppm of tertiary-butylcatechol are also fed to the first reaction zone,wherein first catalyst flowing from the first reaction zone is concentrated in one or more distillation steps and recycled in at least one catalyst recycle stream to the first reaction zone,wherein a portion of the catalyst recycle stream to the first reaction zone is contacted with an extraction solvent in a liquid/liquid extraction step to produce a solvent phase and a raffinate ...

PROCESS FOR MAKING NITRILES

Adiponitrile is made by reacting 3-pentenenitrile with hydrogen cyanide. The 3-pentenenitrile is made by reacting 1,3-butadiene with hydrogen cyanide and by isomerizing 2-methyl-3-butenenitrile. The reaction of 1,3-butadiene with hydrogen cyanide to produce 3-pentenenitrile also produces small amounts of dinitrile compounds, including adiponitrile (ADN) and methylglutaronitrile (MGN). Methylglutaronitrile is removed to provide an adiponitrile-enriched stream, which is used in a catalyst purification step. 1. A process for making adiponitrile , said process comprising the steps of:(a) reacting in a first reaction zone a mixture comprising 1,3-butadiene (BD) and hydrogen cyanide (HCN) in the presence of a first catalyst comprising zero-valent Ni and a first phosphorus-containing ligand to produce a reaction product comprising 3-pentenenitrile (3PN) and 2-methyl-3-butenenitrile (2M3BN);(b) isomerizing at least a portion of the 2M3BN of step (a) in a second reaction zone in the presence of a second catalyst comprising zero-valent Ni and a second phosphorus-containing ligand to produce reaction product comprising 3PN; and wherein catalyst flows through the first, second and third reaction zones along with reactants and products,', 'wherein the reaction product of step (a) further comprises dinitriles comprising adiponitrile (ADN) and methylglutaronitrile (MGN),', 'wherein at least a portion of catalyst flowing from the first reaction zone is concentrated in one or more distillation steps and recycled in at least one catalyst recycle stream to the first reaction zone,', 'wherein a portion of the catalyst recycle stream is contacted with a first extraction solvent in a first liquid/liquid extraction step to produce a solvent phase and a raffinate phase,', 'wherein said third catalyst is not contacted with said extraction solvent in said first liquid/liquid extraction step,', 'wherein the first liquid/liquid extraction step comprises introducing a portion of the catalyst ...

PROCESS FOR MAKING NITRILES

An improved multi-reaction zone process provides improved nitrile product quality and yield. In a first reaction zone, 1,3-butadiene is reacted with hydrogen cyanide in the presence of a catalyst to produce pentenenitriles comprising 3-pentenenitrile and 2-methyl-3-butenenitrile. In a second reaction zone, 2-methyl-3-butenenitrile, recovered from the first reaction zone, is isomerized to 3-pentenenitrile. In a third reaction zone, 3-pentenenitrile recovered from the first and second reaction zones is reacted with hydrogen cyanide in the presence of a catalyst and a Lewis acid to produce adiponitrile. Unwanted production and build-up of dinitriles, including methylglutaronitrile, in the first reaction zone for the hydrocyanation of 1,3-butadiene is prevented by limiting the flow of Lewis acid into the first reaction zone.

Novel Intermediate for Preparing Tapentadol or Analogues Thereof

The invention discloses a novel intermediate for preparing tapentadol and analogues thereof, wherein the structural formula is shown as formula I or II, and the groups are defined as the specification. The invention further discloses a method for preparing the novel intermediate and use of the intermediate for preparing tapentadol and analogues thereof. The invention can remarkably improve the product yield and quality of tapentadol, reduce the production cost, and simplify the production procedure. The preparation process is environment friendly, thus more suitable for the requirements of industrial production. 2. The compound according to claim 1 , wherein Ris selected from Cl claim 1 , methyl claim 1 , OH claim 1 , NHor methoxy.3. The compound according to claim 1 , characterized in that Y is selected from OR claim 1 , wherein Ris selected from methyl claim 1 , ethyl claim 1 , n-propyl or isopropyl.4. The compound according to claim 1 , characterized in that Y is selected from NRR claim 1 , wherein R claim 1 , Rand N form substituted or unsubstituted saturated nitrogen-containing heteorcyclyl containing oxygen or not jointly.5. The compound according to claim 4 , wherein R claim 4 , Rand N form tetrahydropyrrole ring claim 4 , piperidine ring claim 4 , 4-methylpiperidine ring claim 4 , morpholine ring claim 4 , methylpiperazine ring or 4-hydroxypiperidine jointly.6. The compound according to claim 1 , selected from the following compounds:valeryl 2-methyl-3-(3-methoxyphenyl)chloride;methyl 2-methyl-3-(3-methoxyphenyl)sulfovalerate;methyl 2-methyl-3-(3-hydroxyphenyl) ulfovalerate;2-methyl-3-(3-hydroxyphenyl)sulfovaleramide;N,N-dimethyl-2-methyl-3-(3-methoxyphenyl)sulfovaleramide;N,N-dimethyl-2-methyl-3-(3-hydroxyphenyl)sulfovaleramide;N,N-diethyl-2-methyl-3-(3-methoxyphenyl)valeramide;3-(3-methoxyphenyl)-2-methyl-1-(piperidin-1-yl)pentan-1-one;3-(3-methoxyphenyl)-2-methyl-1-(4-methylpiperidin-1-yl)pentan-1-one;3-(3-methoxyphenyl)-2-methyl-1-(morpholin-1-yl)pentan- ...

METHOD OF MAKING FLUORINATED ALKOXY CARBOXYLIC ACIDS AND PRECURSORS THEREOF

Provided are saturated partially fluorinated alkoxy carboxylic acids or salts thereof and methods of preparation. 3. The method of claim 2 , wherein the Z-anion is CN claim 2 , Z is a nitrile claim 2 , and further comprising transforming the nitrile into a carboxylic acid or carboxylic acid salt.4. The method of claim 3 , wherein transforming comprises reacting the nitrile with water in the presence of an organic solvent. This application is a divisional of application Ser. No. 13/133,734, filed on Jun. 9, 2011, which is a national stage filing under 35 U.S.C. 371 of PCT/US2009/065677, filed Nov. 24, 2009, which claims priority to Great Britain Application No. 0823120.1, filed Dec. 19, 2008, the disclosures of which are incorporated by reference in their entirety herein.The invention relates to processes of making partially fluorinated alkoxy carboxylic acids. In another aspect the invention relates to partially fluorinated alkyl ethers containing terminal nitrile (—CN), thiocyanate (—SCN), cyanate (—OCN) or azide (—N) groups and to methods of making them.Fluorinated saturated alkyl and alkoxy ethers containing one or more terminal nitrogen-containing functional groups, in particular those selected from nitriles, thiocyanates, cyanates and azides are useful materials in the fluoropolymer industry.Fluorinated saturated alkyl and alkoxy ethers containing terminal azides groups can be used as cross linker in the preparation of fluoroelastomers. Therefore, there is a need to provide simple and effective methods to provide saturated fluorinated alkyl or alkoxy ethers containing terminal azide groups.Fluorinated alkyl and alkoxy ethers containing terminal cyanates, thiocyanate and, in particular, nitrile groups can be converted into terminal carboxylic acids by hydrolysis of the nitrile, cyanate or thiocyanate groups. Partially fluorinated alkoxy carboxylic aids have been proposed as alternative and more environmentally-friendly (more biodegradable) emulsifiers ...

PROCESS FOR MAKING NITRILES

Adiponitrile is made by reacting 3-pentenenitrile with hydrogen cyanide. The 3-pentenenitrile is made by reacting 1,3-butadiene with hydrogen cyanide and by isomerizing 2-methyl-3-butenenitrile. Both reactions take place in the presence of a catalyst comprising zero valent nickel and a phosphorus-containing ligand. The ligand is partially degraded by hydrolysis or oxidation. Phosphorus-containing ligand degradation products are removed during the production of 3-pentenenitrile and adiponitrile. 1. A process for making adiponitrile , said process comprising the steps of:(a) reacting in a first reaction zone a mixture comprising 1,3-butadiene (BD) and hydrogen cyanide (HCN) in the presence of a first catalyst comprising zero-valent Ni and a first phosphorus-containing ligand to produce a reaction product comprising 3-pentenenitrile (3PN) and 2-methyl-3-butenenitrile (2M3BN);(b) isomerizing at least a portion of the 2M3BN of step (a) in a second reaction zone in the presence of a second catalyst comprising zero-valent Ni and a second phosphorus-containing ligand to produce reaction product comprising 3PN; and(c) reacting in a third reaction zone a mixture comprising 3PN from step (b) and hydrogen cyanide (HCN) in the presence of a third catalyst comprising zero-valent Ni and a third phosphorus-containing ligand and in the presence of Lewis acid promoter to produce a reaction product comprising adiponitrile;wherein catalyst flows through the first, second and third reaction zones along with reactants and products,wherein a portion of the first phosphorus-containing ligand is degraded by a hydrolysis reaction or an oxidation reaction or both a hydrolysis reaction and an oxidation reaction at a point up stream of said third reaction zone to form a phosphorus-containing ligand degradation product comprising one or more phosphorus-containing compounds,wherein at least a portion of catalyst flowing from the first reaction zone or the second reaction zone or both the first ...

METHOD FOR PREPARING DIFLUOROACETONITRILE AND THE DERIVATIVES THEREOF

The present invention relates to a method for preparing difluoracetonitrile and the derivatives thereof. The method for preparing difluoroacetonitrile according to the invention is characterized in that it includes reacting halogenodifluoromethane and a source of cyanide anions in an alkaline medium. The invention also relates to the use of difluoroacetonitrile as an intermediate in the manufacture of difluoroacetic acid and the salts, esters, or amide thereof 1. A process for preparing difluoroacetonitrile , comprising a reaction of a halodifluoromethane and of a source of cyanide anions , in a basic medium.3. The process as claimed in claim 1 , wherein said halodifluoromethane is chlorodifluoromethane (or R22).4. The process as claimed in claim 1 , wherein said source of cyanide anions is sodium cyanide or potassium cyanide.5. The process as claimed in claim 1 , wherein said reaction is carried out in the presence of a base claim 1 , said base being an alkali metal hydroxide claim 1 , preferably sodium hydroxide or potassium hydroxide.6. The process as claimed in claim 5 , wherein said base used is in the form of an aqueous solution of said alkali metal hydroxide having a concentration between 5% and 50% by weight.7. The process as claimed in claim 1 , wherein said reaction is performed at a temperature between 20° C. and 150° C.8. The process as claimed in claim 1 , wherein said reaction is carried out in the presence of a base; wherein said cyanide source and said base are mixed to form a reaction medium; wherein said halodifluoromethane is then injected into said reaction medium; and wherein claim 1 , at the end of said reaction claim 1 , the difluoroacetonitrile formed claim 1 , present in an organic phase claim 1 , is recovered.9. A process for preparing difluoroacetic acid claim 1 , salts thereof or esters thereof claim 1 , comprising the process for preparing difluoroacetonitrile from said halodifluoromethane as claimed in as a first step claim 1 , followed ...

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

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 ...

PROCESS FOR PRODUCING COMPOUNDS COMPRISING NITRILE FUNCTIONS

Process for producing compounds comprising nitrile functions 17-. (canceled)8. A process for producing compounds comprising at least one nitrile function , the process comprising hydrocyanating an organic compound comprising at least one non-conjugated unsaturation and comprising from 2 to 20 carbon atoms , by reacting said organic compound with hydrogen cyanide in the presence of a catalytic system comprising a complex of nickel having an oxidation state of zero with at least one organophosphorus ligand selected from the group consisting of organophosphites , organophosphonites , organophosphinites and organosphosphines and a cocatalyst , wherein the cocatalyst is an organometallic compound corresponding to formula I:{'br': None, 'sub': a', 'y', 'n', '1', 'z', '1', 'a1', 'n1, '[(R)—(X)-]M—M[—(X)—(R)]\u2003\u2003(I)'}in which:{'sub': '1', 'M, M, which can be identical or different, represent an element selected from the group consisting of: B, Si, Ge, Sn, Pb, Mo. Ni, Fe, W and Cr, wherein M and M1 cannot result in the combination of B and Sn,'}{'sub': '1', 'R, R, which can be identical or different, represent an aliphatic radical or a radical comprising an aromatic or cycloaliphatic ring, which is substituted or unsubstituted, and can be bridged or not bridged, or a halide radical,'}X representing an oxygen, nitrogen, sulphur or silicon atom,y and z are integers, which can be the same or different, equal to 0 or 1,{'sub': 1', '1, 'n and nare integers equal to the valency of the elements M, M, reduced by 1,'}{'sub': '1', 'a and aare integers, which can be the same or different, equal to the valency of the element X reduced by 1 if y and z are equal to 1, or equal to 1 if y and z are equal to 0.'}9. The process according to claim 8 , wherein R and R claim 8 , which can be the same or different claim 8 , represent an aromatic claim 8 , aliphatic or cycloaliphatic radical claim 8 , which is substituted or unsubstituted claim 8 , and which can be bridged or not bridged ...

CUCN-MEDIATED ONE POT PRODUCTION OF CINNAMONITRILE DERIVATIVES

The present invention discloses a cheaper and practical protocol for the construction of a wide variety of o-cyanocin-namonitrile and their structural analogues that proceeds with good yields in a single step using CuCN as the only reagent. 2. The process according to claim 1 , wherein said compound of formula I and CuCN are in the ratio of 1:2 to 1:3.3. The process according to claim 1 , wherein said isomers of compound of formula A are trans and cis isomers in the ratio of 3:1 to 10:1.4. The process according to claim 1 , wherein the reaction is carried out at a temperature ranging from 140 to 160° C.5. The process according to claim 1 , wherein the reaction is carried out for a time ranging from 10 to 15 hours.6. (canceled) 1. Field of InventionThe present invention relates to a cheaper and practical protocol for the preparation of compounds of formula A, its isomers and their structural analogues in a one pot and single step via hydrocyanation reaction of compound of general formula I with good yields.2. Description of Prior ArtAryl nitriles can be prepared by the cyanation of aryl halides with an excess of copper(I) cyanide in a polar high-boiling solvent such as DMF, nitrobenzene, or pyridine at reflux temperature using Rosenmund-von Braun Reaction.Alpha beta unsaturated nitriles are versatile reagents which have been used extensively in the synthesis of heterocycle compounds. Synthesis of cinnamonitrile by treating benzaldehyde with acetonitrile in presence of alkali is disclosed in Organic Syntheses, Coll. Vol. 7, p.108 (1990); Vol. 62, p.179 (1984). An article titled “Efficient One-Pot Synthesis of 2-Amino-4H-chromenes Catalyzed by Ferric Hydrogen Sulfate and Zr-Based Catalysts of FI” published in Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry, Volume 41, Issue 9, 2011, wherein, the preparation of α-cyanocinnamonitrile is carried by the condensation of aldehyde with malononitrile to afford α-cyanocinnamonitrile derivatives by ...

Selective androgen receptor modulators

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.

New efficient process for the preparation of sitagliptin

Object of the present invention is an efficient process for the preparation of the active pharmaceutical ingredient Sitagliptine and the 2,4,5-trifluorophenylacetic acid (TFAA) and salt thereof, which is a key intermediate for the synthesis of Sitagliptine.

PROCESS TO PREPARE 3-METHYL-2-NITROBENZOIC ACID BY AIR OXIDATION

A method for preparing 3-methyl-2-nitrobenzoic acid is disclosed wherein 1,3-dimethyl-2-nitrobenzene is combined with an oxidation catalayst in the presence of an oxygen source and an initiator, provided that less than 99% of the 1,3-dimethyl-2-nitrobenzene is oxidized. 2. The method of wherein Ris C-Calkyl or C-Ccycloalkyl.3. The method of wherein Ris methyl claim 2 , isopropyl claim 2 , cyclopropyl or t-butyl.4. The method of wherein Ris methyl or t-butyl.5. The method of wherein Ris C-Calkyl.6. The method of wherein Ris methyl or ethyl.7. The method of wherein Ris ethyl.8. The method of wherein the cyclizing agent is PBr.9. The method of wherein the chlorinating agent is HCl and HO.11. The method of wherein Ris C-Calkyl or C-Ccycloalkyl.12. The method of wherein Ris methyl claim 11 , isopropyl claim 11 , cyclopropyl or t-butyl.13. The method of wherein Ris methyl or t-butyl.14. The method of wherein Ris methyl.15. The method of wherein Ris t-butyl. A need exists for additional methods to prepare 3-methyl-2-nitrobenzoic acid that are selective and cost-effiective. 3-Methyl-2-nitrobenzoic acid is useful as in intermediate in the preparation of agrochemicals such as Rynaxypyr® and Cyazypyr®.Oxidation of mono-alkyl ortho-nitroalkylaromatic compounds is exemplified in Jacobsen, U.S. Pat. No. 5,591,890. Selective oxidation of one alkyl group in ortho-nitroalkylaromatic compounds with two or more alkyl groups is not disclosed in this patent.Oxidation of 2-nitro-p-xylene is disclosed in Jacobson and Ely, 1996, 68, 87-96. Selective oxidation of one alkyl group in ortho-nitroalkylaromatic compounds with two or more alkyl groups is not disclosed in this publication.Oxidation of 2-nitro-m-xylene is disclosed in JP05132450 using HSOand stoichiometric CrO.This invention provides a method for preparing a compound of Formula 2comprising, contacting a compound of Formula 1with an oxidation catalyst in the presence of an oxygen source and an initiator provided that less than 99% ...

Method For Preparing Substituted Phenylacetic Acid Derivative

The invention belongs to the pharmaceutical manufacturing field, which relates to a novel process for the preparation of substituted phenylacetic acids derivatives, especially relates to the preparation of 2-(4-(2-oxocyclopentyl)phenyl)propanoic acid. The process for the preparation of the precursor form of loxoprofen which use 1,4-di-halobenzyl compounds or disubstituted benzyl compounds as starting material, is through the substitution reaction of cyclopentanone groups or its precursor compounds. 6. Formula G and formula Gof . Wherein the preparation method of loxoprofen include the decarboxylation step.7. According to claim 6 , the sequence of decarboxylation is from the first step to the second step and the third step.12. (canceled)13. (canceled) This application claims priority of Chinese patent application submitted to the Chinese Patent Office on Sep. 7, 2017, with the application number 201710800788.8, and entitled “Preparation Method For Substituted Phenylacetic Acid Derivatives”. All of its contents are incorporated in this application by reference.The invention belongs to the field of pharmaceutical manufacturing in reference to a preparation method of substituted phenylacetic acid derivatives, specifically relates to 2-(4-((2-oxocyclopentyl)methyl)phenyl)propanoic acid.Substituted phenylacetic acid derivatives are disclosed in U.S. Pat. No. 4,161,538, with good pharmaceutical activity of anti-inflammatory, analgesic and antipyretic. the structure is shown as follows:When A is oxygen and n=1 meanwhile and R is methyl group, in the above general formula structure, the representative substituted phenylacetic acid is loxoprofen. The structure is shown as follows:Loxoprofen is a non-steroidal anti-inflammatory type drug of with propionic acid moiety. The propionic acid derivatives drug family also include ibuprofen and naproxen et al. The loxoprofen has been launched in Brazil, Mexico and Japan in the form of sodium salt wherein honored by Sankyo. The trade ...

PROCESSES FOR THE SYNTHESIS OF 2-AMINO-4,6-DIMETHOXYBENZAMIDE AND OTHER BENZAMIDE COMPOUNDS

This invention provides a method for the synthesis of a 2-amino-4,6-dimethoxybenzamide and other benzamides of Compound I: wherein R, R, R, and Reach independently represent a hydrogen, a C-Calkyl, or a C-Calkoxy; and wherein Rand Reach independently represent a hydrogen, a C-Calkyl, a protecting group, or a directing group. 3. The process according to wherein prior to step (iv) claim 2 , the at least one Compound IV is combined with at least one second precipitating agent to precipitate the at least one Compound IV.4. The process according to wherein prior to step (ii) claim 2 , the at least one Compound III is combined with at least one deprotecting agent such that the protecting group or directing group represented by Ris replaced with a hydrogen or a C-Calkyl.5. The process according to wherein prior to step (iii) claim 2 , the at least one Compound IV is combined with at least one deprotecting agent such that the protecting group or directing group represented by Ris replaced with a hydrogen or a C-Calkyl.7. The process according to wherein X represents Cl claim 2 , Br claim 2 , I claim 2 , —OTf claim 2 , —OMs claim 2 , or —OTs.8. The process according to wherein at least one of R claim 2 , R claim 2 , R claim 2 , R claim 2 , or Rrepresents a C-Calkoxy.9. The process according to wherein at least two of R claim 2 , R claim 2 , R claim 2 , R claim 2 , and Reach independently represent a C-Calkoxy.10. The process according to wherein at least three of R claim 2 , R claim 2 , R claim 2 , R claim 2 , and Reach independently represent a C-Calkoxy.11. The process according to wherein Rand Reach independently represent a C-Calkoxy claim 2 , and Rand Reach represent a hydrogen.12. The process according to wherein the C-Calkoxy is a methoxy.13. The process according to claim 6 , wherein the protecting agent comprises an anhydride.14. The process according to claim 13 , wherein the anhydride is trifluoroacetic anhydride.15. The process according claim 2 , wherein the at ...

PROCESS FOR MANUFACTURING AN AQUEOUS HYDROGEN PEROXIDE SOLUTION

A process for manufacturing an aqueous hydrogen peroxide solution comprising the following steps:—hydrogenating a working solution which comprises an alkylanthraquinone and/or tetrahydroalkylanthraquinone and a mixture of a non-polar organic solvent and a polar organic solvent;—oxidizing the hydrogenated working solution to produce hydrogen peroxide; and—isolating the hydrogen peroxide, wherein the polar organic solvent is 5-methyl-2-isopropylcyclohexanecarbonitrile (C11F). 114.-. (canceled)15. A process for manufacturing an aqueous hydrogen peroxide solution comprising the following steps:hydrogenating a working solution which comprises an alkylanthraquinone and/or tetrahydroalkylanthraquinone and a mixture of a non-polar organic solvent and a polar organic solvent;oxidizing the hydrogenated working solution to produce hydrogen peroxide; andisolating the hydrogen peroxide, wherein the polar organic solvent is 5-methyl-2-isopropylcyclohexanecarbonitrile (C11F).16. The process according to claim 15 , said process having a production capacity of hydrogen peroxide of up to 100 kilo tons per year.17. The process according to claim 15 , said process being operated in a plant located at an industrial end user site.18. The process according to claim 15 , wherein the C11F has been obtained by reaction of menthol with mesyl or tosyl chloride followed by cyanation.191. The process according to claim 15 , wherein the C11F has been obtained by reaction of menthol with phosphorus tribromide (PBr3) claim 15 , phosphorus trichloride (PCl3) claim 15 , phosphorus triiodide (PI3) claim 15 , potassium iodide (KI) with acid catalysis claim 15 , thionyl chloride (SOC2) or thionyl bromide (SOBr2) claim 15 , followed by cyanation.20. The process according to claim 15 , wherein the C11F has been obtained by an esterification reaction of menthol with an anhydride claim 15 , an acid or an acyl chloride said anhydride claim 15 , acid or acyl chloride bearing a trifluoromethyl group claim 15 , ...

Processes for preparing 2-(4-chlorophenyl)-n-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-5-yl)methyl)-2,2-difluoroacetamide

Provided herein are processes for preparing 2-(4-chlorophenyl)-N-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-5-yl)methyl)-2,2-difluoroacetamide.

PHOSPHINE LIGANDS FOR CATALYTIC REACTIONS

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. 130-. (canceled)33. The method of claim 31 , wherein X is attached to an atom of Aradjacent to the atom bonded to Ar.35. The method of claim 34 , wherein Rand Rare hydrogen.36. The method of claim 34 , wherein Rand Rtogether with the carbon atom to which they are attached form a 3- claim 34 , 4- claim 34 , 5- claim 34 , 6- claim 34 , or 7-membered spirocyclic ring containing 0 claim 34 , 1 claim 34 , or 2 ring heteroatoms.38. The method of claim 31 , wherein Arand Arare each aryl.39. The method of claim 31 , wherein Aris substituted with two Rand Aris substituted with three R.40. The method of claim 31 , wherein Ris alkyloxy and wherein Ris alkyl.41. The method of claim 31 , wherein Ris isopropyl.43. The method of claim 42 , wherein Rtogether with Rform a 5-membered spiro ring containing two heteroatoms.44. The method of claim 43 , wherein the two heteroatoms are each oxygen.45. The method of claim 31 , wherein R claim 31 , R claim 31 , R claim 31 , and Rare each methyl.48. The method of claim 47 , wherein the compound 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 ...

INTEGRATED PROCESS FOR NITRILE MANUFACTURE WITH ENHANCED LIQUID-LIQUID EXTRACTION

Phosphorus-containing ligands are recovered from mixtures comprising 3-pentenenitrile (3PN) and adiponitrile (ADN), using liquid-liquid extraction. ADN is produced by hydrocyanation of 3PN. The ADN is hydrogenated to produce a hexa-methyiene diamine (HMD) and at least one byproduct including bis-hexamethylene triamine (BHMT) or 1,2-diaminocyclohexane. At least a portion of the HMD product or byproduct is used to enhance the liquid-liquid extraction to recover phosphorus-containing ligand. 1. A process for making hexamethylene diamine (HMD) , said process comprising the steps of:(i) introducing 3-pentenenitrile (3PN), hydrogen cyanide (HCN), zero valent nickel, at least one diphosphite-containing or diphosphonite-containing compound and a Lewis acid into a hydrocyanation reaction zone;(ii) maintaining the hydrocyanation reaction zone of step (i) under conditions sufficient to convert 3PN and HCN to adiponitrile (ADN);(iii) withdrawing a product stream from the hydrocyanation reaction zone of step (ii), wherein said product stream comprises 3PN, ADN, zero valent nickel, at least one diphosphite-containing or diphosphonite-containing compound and a Lewis acid;(iv) contacting at least a portion of the product stream of step (iii) with an extraction solvent to obtain a mixture of product from step (iii) and extraction solvent and maintaining this mixture under conditions to obtain a two phase mixture comprising a light phase, which comprises extraction solvent and at least one diphosphite-containing or diphosponite-containing compound, and a heavy phase, which comprises 3PN and ADN;(v) recovering ADN from the heavy phase from step (iv);(vi) reacting ADN from step (v) with hydrogen to produce hexamethylene diamine (HMD) as a product amine and at least one byproduct amine selected from the group consisting of bis-hexamethylene triamine (BHMT) and 1,2-diaminocyclohexane; and(vii) contacting at least one of the product amine or byproduct amines from step (vi) with product of ...

Separating a solvent from a nickel catalyst by distillation

A solvent is at least partially separated from a catalyst. The catalyst comprises nickel and a bidentate phosphorus-containing ligand. The method for separation involves distilling a catalyst solution. The ratio of 2-pentenenitrile to 3-pentenenitrile in distillation column bottoms is controlled to reduce the amount of 3-pentenenitrile which is isomerized to form 2-methyl-3-butenenitrile. Isomerization of 3-pentenenitrile to 2-methyl-3-butenenitrile and subsequent isomerization of 2-methyl-3-butenenitrile to 2-methyl-2-butenenitrile, and/or hydrocyanation of 2-methyl-3-butenenitrile to methylglutaronitrile represents a loss in adiponitrile yield in a process for making adiponitrile.

METHOD FOR PRODUCING NITRILE COMPOUNDS FROM ETHYLENICALLY UNSATURATED COMPOUNDS

The present invention relates to a method for the hydrocyanation of organic ethylenically unsaturated compounds including at least one nitrile function. The invention specifically relates to a method for the hydrocyanation of a hydrocarbon compound including at least one ethylenic unsaturation by a reaction with hydrogen cyanide in a liquid medium and in the presence of a catalyst including a metal element selected from the transition metals and an organophosphorous ligand, the organophosphorous gaud including a compound of general formula (I), where Rand R, which are identical or different, are a linear or branched alkyl radical having 1-12 carbon atoms, which can include heteroatoms, or an optionally substituted aromatic or cycloaliphatic radical that can include heteroatoms, wherein the covalent bond between P and R, and that between P and R, are P—C bonds. 2. The process as claimed in claim 1 , wherein Rand Rrepresent a linear or branched alkyl radical having from 1 to 12 carbon atoms which can comprise heteroatoms.3. The process as claimed in wherein the compound of formula (I) is BuPF.4. The process as claimed in claim 1 , wherein the metal element is selected from the group consisting of nickel claim 1 , cobalt claim 1 , iron claim 1 , ruthenium claim 1 , rhodium claim 1 , palladium claim 1 , osmium claim 1 , iridium claim 1 , platinum claim 1 , copper claim 1 , silver claim 1 , gold claim 1 , zinc claim 1 , cadmium and mercury.6. The process as claimed in claim 1 , wherein the organic compounds comprising at least one ethylenic unsaturation are chosen from diolefins claim 1 , ethylenically unsaturated aliphatic nitriles claim 1 , monoolefins claim 1 , and the mixtures of several of these compounds.7. The process as claimed in claim 1 , wherein the amount of compound of nickel or of another transition metal is chosen so that there is claim 1 , per mole of organic compound to be hydrocyanated or isomerized claim 1 , between 10and 1 mole of nickel or of the ...

A novel process for the preparation of teriflunomide

The present invention provides a process for the preparation of Teriflunomide (Formula-I). The present invention describes the synthesis of Teriflunomide without isolating the intermediate Leflunomide. Teriflunomide is prepared from 5-Methyl isoxazole-4-carboxylic acid by converting to its acid chloride and coupling with 4-trifluoromethyl aniline to obtain Leflunomide (which is not isolated) followed by ring opening reaction using aq. Sodium Hydroxide to form Teriflunomide. In other words, the process is telescoped from 5-methylisoxazole-4-carbonyl chloride.

NICKEL FORM FOR PREPARATION OF CATALYTIC NICKEL-LIGAND COMPLEXES

A novel nickel particulate form is provided that efficiently forms a zero-valent nickel complex with a phosphorus-containing ligands in an organic liquid to form a hydrocyanation catalyst. Particles in the nickel particulate form comprise nickel crystallites. For example, the nickel particulate form can have a BET Specific Surface Area of at least about 1 m/gm; an average crystallite size less than about 20-25 nm, the nickel particulate form can have at least 10% of the crystallites in the nickel form can have can have a diameter (C10) of less than about 10 nm, and/or there are on average at least about 10surface crystallites per gram nickel. A ratio of BET SSA to C50 for the nickel particulate form can be at least about 0.1×10m/gm and preferably at least about 0.4×10m/gm. Methods of preparation and use are also provided. 142-. (canceled)43. A complex comprising one or more phosphorus-containing ligands and nickel atoms from a nickel particulate form comprising nickel crystallites , wherein the nickel particulate form has a BET Specific Surface Area of at least about 1 m/gm; at least 10% of the nickel crystallites have a size (C10) that is less than about 20 nm; the nickel crystallites have an average crystallite size of no greater than about 100 nm; and the nickel crystallite size distribution span is greater than about 1.0.47. The complex of claim 43 , having hydrocyanation catalytic activity.48. The complex of claim 43 , having catalytic activity for hydrocyanation of a compound comprising at least one C═C bond.49. The complex of claim 43 , further comprising about 0.001 wt % to about 15 wt % sulfur claim 43 , wherein the sulfur weight percentage is relative to the total weight of nickel in the mixture.50. An organic liquid solution comprising one or more phosphorus-containing ligands and a nickel particulate form comprising nickel crystallites claim 43 , wherein the nickel particulate form has a BET Specific Surface Area of at least about 1 m/gm; at least 10% of ...

Process to prepare 3-methyl-2-nitrobenzoic acid by air oxidation

A method for preparing 3-methyl-2-nitrobenzoic acid is disclosed wherein 1,3-dimethyl-2-nitrobenzene is combined with an oxidation catalyst in the presence of an oxygen source and an initiator, provided that less than 99% of the 1,3-dimethyl-2-nitrobenzene is oxidized. A method for preparing compounds of Formula 7 and Formula 11 is also disclosed wherein the method is characterized by using 3-methyl-2-nitrobenzoic acid as prepared by the method disclosed above. wherein R 1 is C 1 -C 7 alkyl, C 3 -C 6 cycloalkyl or C 4 -C 7 alkylcycloalkyl

Meta-diarylaniline or meta-diarylpyridinamine compound, preparation method and medical uses thereof

Meta-diarylaniline or meta-diarylpyridinamine compounds, methods for preparing the same and uses thereof in manufacture of a medicament. The compounds according to the present application have strong inhibitory activity (at nM level) against wild-type and various drug-resistant HIV viral strains, exhibit good druggability, and can be easily synthesized.

PROCESS FOR STABILIZING HYDROCYANATION CATALYST

The invention provides a method of forming a phosphonate diester compound from a ligand hydrolysis product (LHP) of a phosphite ligand used in a nickel-phosphite hydrocyanation catalyst, such as for conversion of 3-pentenenitrile to adiponitrile, which serves to eliminate acidic LHP compound for a hydrocyanation reaction milieu where the acidic LHP can catalyze further catalyst ligand destruction. The invention further provides phosphonate disester compounds prepared by alkylation of diarylphosphite LHP in the presence of a nickel-phosphite catalyst comprising a bidentate ligand, and a continuous hydrocyanation process for production of adiponitrile wherein catalyst ligand breakdown is inhibited through inactivation of ligand hydrolysis products towards further breakdown. A method of stabilizing a hydrocyanation catalyst is provided. 110-. (canceled)12. The compound of wherein R is 2-butenyl or 3-butenyl.13. The compound of wherein R is 2-cyanobutyl claim 11 , 3-cyanobutyl claim 11 , 4-cyanobutyl claim 11 , or is a cyanooctenyl.14. The compound of wherein both Ar groups are (C1-C4)alkyl substituted phenyl claim 11 , or wherein both Ar groups taken together are (C1-C4)alkyl multisubstituted biphenyl claim 11 , or wherein one Ar group is (C1-C4)alkyl substituted phenyl and one Ar group is a (C1-C4)alkyl multisubstituted biphenyl further substituted with a hydroxyl.17. The process of wherein a portion of makeup catalyst recharged to the reaction zone of the catalyst comprising the bidentate phosphite ligand of formula (IVA) is less than a portion of makeup catalyst charged to the reaction zone of the catalyst comprising only one or more monodentate phosphite ligands or comprising a bidentate ligand not including the compound of formula (IVA).1928-. (canceled)30. The method of wherein for the bidentate phosphite ligand of formula (IV) claim 29 , Rand Rare both mono-ortho-substituted aryls claim 29 , wherein the Rand Raryl groups are each ortho-substituted with one ...

NOVEL PROCESS FOR THE MANUFACTURE OF METHYL LIMONITRILE

The present invention is directed to a process for the manufacture of methyl limonitrile comprising a mixture of 3,7-dimethyl-2,6-nonadiene nitrile, 3,7-dimethyl-3,6-nonadiene nitrile and 7-methyl-3-methylene-6-nonene nitrile comprising the following steps: a) reacting 6-methyl-5-octen-2-one with cyano acetic acid and removing carbon dioxide and water, wherein the reaction and the removal of carbon dioxide and water are performed in the presence of a base and a co-base 1 in an organic solvent, and wherein the organic solvent is a solvent which forms a heteroazeotrop with water; b) removing the solvent and the base of the reaction mixture obtained after having performed step a) or step c) by distillation to obtain a reaction mixture, whereby this step may optionally be performed in the presence of a co-base 2; c) isomerizing the reaction mixture obtained after having performed step a) or step b) to obtain an isomerized reaction mixture in the presence of a co-base 2; whereby step b) can be performed before or after step c). 1. A process for the manufacture of methyl limonitrile comprising a mixture of 3 ,7-dimethyl-2 ,6-nonadiene nitrile , 3 ,7-dimethyl-3 ,6-nonadiene nitrile and 7-methyl-3-methylene-6-nonene nitrile comprising the following steps:a) reacting 6-methyl-5-octen-2-one with cyano acetic acid and removing carbon dioxide and water, wherein the reaction and the removal of carbon dioxide and water are performed in the presence of a base and a co-base 1 in an organic solvent, andwherein the organic solvent is a solvent which forms a heteroazeotrop with water;b) removing the solvent and the base of the reaction mixture obtained after having performed step a) or step c) by distillation to obtain a reaction mixture, whereby this step may optionally be performed in the presence of a co-base 2;c) isomerizing the reaction mixture obtained after having performed step a) or step b) to obtain an isomerized reaction mixture in the presence of a co-base 2;whereby step b ...

PROCESS FOR PRODUCING PENTENENITRILES

The invention provides methods useful in the industrial scale process for hydrocyanation of butadiene to adiponitrile for recycle of unwanted byproduct 2-methyl-3-butenenitrile (2M3BN) by conversion to process intermediate pentenenitrile. The invention provides a process for generating catalysts useful for carrying out the hydrocyanation of butadiene to adiponitrile, the process comprising contacting the 2M3BN and a solution of a nickel-ligand catalyst in cis-2-pentenenitrile (cis-2PN), trans-2-pentenenitrile (trans-2PN), or a mixture thereof. The improved methods of the invention can provide improved catalyst solubility for bidentate ligands without a requirement for a Lewis acid catalyst promoter such as zinc chloride to be present. 2. The catalyst system of wherein the catalyst system is free of ZnCl.3. The catalyst system of wherein the solvent milieu consists essentially of cis-2-pentenenitrile claim 1 , trans-2-pentenenitrile claim 1 , or a mixture thereof.4. The catalyst system of wherein the solvent milieu consists essentially of cis-2-pentenenitrile.5. The catalyst system of wherein the bidentate ligand is present in about a ratio of 1:4 by weight relative to the solvent milieu.6. The catalyst system of wherein the nickel ligand complex has a higher solubility in the solvent milieu than does a comparable nickel ligand complex in a solvent milieu lacking cis-2-pentenenitrile claim 1 , trans-2-pentenenitrile claim 1 , or a mixture thereof.8. The catalyst system of wherein R claim 7 , R claim 7 , R claim 7 , and Rare each independently phenyl substituted at a respective single ortho-position with a (C1-C10)alkyl or (C1-C10)alkoxy claim 7 , wherein respective meta- and para-positions of the R claim 7 , R claim 7 , R claim 7 , and Rphenyls can each independently be unsubstituted or be independently substituted with (C1-C10)alkyl claim 7 , (C3-C10)cycloalkyl claim 7 , (C1-C10)alkoxy claim 7 , (C3-C10)cycloalkoxy claim 7 , (C3-C10)cycloalkyl(C1-C10)alkyl claim 7 , ...

COMPOSITION FOR IMPROVED NICKEL-LIGAND SOLUBILITY

In the hydrocyanation reaction of butadiene proceeding through pentenenitriles to adiponitrile, catalysis by complexes of zerovalent nickel with bidentate phosphorus-based ligands of the NiLA type wherein Lis a bidentate ligand and A is an unsaturated compound, can be rate-limited by the solubility of the catalytic complex. The present invention concerns solvent compositions for the nickel-ligand complex comprising mixtures of unsaturated nitriles that provide for increased metal solubility, particularly in the absence of a Lewis acid promoter, resulting in higher hydrocyanation reaction rates in an industrial-scale process for production of important nylon manufacturing intermediates. The mixed nitrile solvent compositions can include mixtures of pentenenitriles and/or methylbutenenitriles. The mixtures of mixed unsaturated nitriles can be, at least in part, from recycle streams from the hydrocyanation reaction for which the nickel-bidentate ligand complexes are used as catalysts. 1. A composition comprising a catalytic ML2A-type nickel-ligand complex wherein M is nickel metal , L2 is a single mole equivalent of a bidentate phosphorus-based ligand , and A is an unsaturated compound , dissolved in a solvent system comprising a mixture of unsaturated nitriles , the mixture comprising more than one pentenenitrile , more than one methylbutenenitrile , or a mixture of at least one pentenenitrile and at least one methylbutenenitrile; the composition being free of a Lewis acid promoter.2. The composition of wherein the mixed nitrile solvent comprises at least any two of 2-pentenenitrile and 3-pentenenitrile and 2-methyl-3-butenenitrile and 4-pentenenitrile.3. The composition of wherein the mixed nitrile solvent comprises a mixture of about one part 2-penetenenitrile and two parts 3-pentenenitrile by weight.4. The composition of wherein a higher concentration of the nickel-ligand complex is achieved in the solution compared to a comparable nickel-ligand complex in a ...

METHOD FOR SYNTHESIZING 2-ALKYL-4-TRIFLUOROMETHYL-3-ALKYLSULFONYLBENZOIC ACIDS

A process for preparing 2-alkyl-4-trifluoromethyl-3-alkylsulfonylbenzoic acids of the formula (I) is described. 2. The process as claimed in claim 1 , wherein Rand Rare each methyl.3. The process as claimed in claim 1 , wherein sodium cyanide claim 1 , potassium cyanide claim 1 , zinc cyanide claim 1 , potassium hexacyanoferrate(II) or acetone cyanohydrin is used as cyanide source.4. The process as claimed in claim 1 , wherein the cyanide source is used in a molar ratio of from 1:1 to 1.5:1 claim 1 , based on the compound of formula (II).5. The process as claimed in claim 1 , wherein nickel(II) chloride or nickel(II) bromide in an amount of from 0.5 to 5 mol percent and the phosphine ligand in an amount of from 0.5 to 10 mol percent based on the compound of formula (II) are used for producing the nickel catalyst.6. The process as claimed in claim 1 , wherein bis(2-diphenylphosphinophenyl) ether (dpephos) claim 1 , bis(diphenylphosphino)ferrocene (dppf) or rac-2 claim 1 ,2′-bis(diphenylphosphino)-1 claim 1 ,1′-binaphthyl (BINAP) is used as phosphine ligand in a molar ratio of from 1.5:1 to 3:1 claim 1 , based on the nickel compound.7. The process as claimed in claim 1 , wherein bis(2-diphenylphosphinophenyl) ether (dpephos) is used as phosphine ligand.8. The process as claimed in claim 1 , wherein from 2 to 10 mol percent of zinc claim 1 , based on the compound of formula (II) claim 1 , are used as reducing agent.9. The process as claimed in claim 1 , wherein NaWOis used in an amount of from 5 to 15 mol percent as oxidation catalyst and hydrogen peroxide is used in an amount of from 3 to 8 molar equivalents claim 1 , in each case based on the compound of formula (Va).12. The compound as claimed in claim 11 , wherein Ris methyl. The invention relates to a process for preparing 2-alkyl-4-trifluoromethyl-3-alkylsulfonylbenzoic acids which are useful as intermediates for the preparation of agrochemically active compounds.Agrochemically active compounds for the ...

POLYSUBSTITUTED PYRIDYL PYRAZOLECARBOXAMIDE AND PREPARATION METHOD AND USE THEREOF

The present invention discloses a polysubstituted pyridyl pyrazolecarboxamide and its preparation method and use. The structure of the polysubstituted pyridyl pyrazolecarboxamide of the present invention is shown in the following General Formula I. The polysubstituted pyridyl pyrazolecarboxamide has the following advantages such as good insecticidal effect, low production cost; and it may be used in control of agriculture, forest or health pests, especially of resistant pests. For its preparation method, the yield is high, the number of steps is small, and the operation is simple. 3. The preparation method of the polysubstituted pyridyl pyrazolecarboxamide according to claim 2 , wherein the molar ratio of the intermediate having the structural formula as shown in II and the intermediate having the structural formula as shown in IV is 1:0.8˜1.2; the molar ratio of the intermediate having the structural formula as shown in II and the alkali is 1:2.0 to 6.0; the molar ratio of the intermediate having the structural formula as shown in II and methanesulfonyl chloride is 1:1.5-4.5; the molar ratio of the intermediate having the structural formula as shown in V and the substituted primary amine or secondary amine having the structural formula as shown in VI is 1:1.5-4.5.6. The preparation method of polysubstituted pyridyl pyrazolecarboxamide according to claim 5 , wherein the molar ratio of said intermediate having the structural formula shown in II and the intermediate having the structural formula shown in III is 1:0.8-1.2; the molar ratio of the intermediate having the structural formula as shown in II and alkali is 1:2.0-6.0; the molar ratio of the intermediate having the structural formula as shown in II and methanesulfonyl chloride is 1:1.5-4.5; said reaction temperature is −10 to 25° C. claim 5 , and the reaction time is 0.5 to 1.5 hours.8. A method for preparation of an insecticide comprising a step of utilizing the polysubstituted pyridyl pyrazolecarboxamide of . ...

SYNTHETIC BUILDING BLOCKS FOR THE PRODUCTION OF MATERIALS FOR ORGANIC ELECTROLUMINESCENCE DEVICES

The present invention relates to compounds which are suitable as synthesis precursors for the production of electronically active materials for use in organic electroluminescence devices. 113-. (canceled)15. The process according to claim 14 , wherein n=0 claim 14 , 1 claim 14 , 2 or 3.16. The process according to claim 14 , wherein n=0 claim 14 , 1 or 2.17. The process according to claim 14 , Wherein L stands for a single bond claim 14 , NR claim 14 , BR claim 14 , P(═O)R claim 14 , a straight-chain alkylene or alkylidene group having 1 to 10 C atoms or a branched or cyclic alkylene or alkylidene group having 3 to 10 C atoms claim 14 , which may be substituted by in each case substituted by one or more radicals R claim 14 , where one or more non-adjacent CHgroups may be replaced by —RC═CR— claim 14 , —C≡C— claim 14 , Si(R) claim 14 , C═O claim 14 , —O— claim 14 , —S— or —CONR— and where one or more H atoms may be replaced by D or F claim 14 , or an aromatic or heteroaromatic ring system having 5 to 24 aromatic ring atoms claim 14 , which may be substituted by one or more radicals R.20. The process according to claim 14 , wherein R is selected on each occurrence claim 14 , identically or differently claim 14 , from the group consisting of H claim 14 , NAr claim 14 , C(═O)Ar claim 14 , C(═O)R claim 14 , P(═O)Ar claim 14 , PAr claim 14 , Si(R) claim 14 , a straight-chain alkyl group having 1 to 10 C atoms or a branched or cyclic alkyl group having 3 to 10 C atoms or an alkenyl group having 2 to 10 C atoms claim 14 , each of which may be substituted by one or more radicals R claim 14 , where in each case one or more non-adjacent CHgroups may be replaced by RC═CRor O and where one or more H atoms may be replaced by F claim 14 , an aromatic or heteroaromatic ring system having 5 to 40 aromatic ring atoms claim 14 , which may in each case be substituted by one or more radicals R; two or more adjacent substituents R here may optionally form a monocyclic or polycyclic claim ...

Process for the preparation of pregabalin

The present invention provides an improved process for the preparation of a compound of formula (I), which comprises the steps of: formula (I), (a) reacting isovaleraldehyde of formula (II) and alkyl cyanoacetate of formula (III) optionally in presence of salts of weak acid and weak base or weak base in a suitable solvent to get 2-cyano-5-methyl-hex-2-enoic acid alkyl ester of formula (IV); (b) reacting 2-cyano-5-methyl-hex-2-enoic acid alkyl ester of formula (IV) with a suitable cyanide source in water or in an organic solvent or mixture thereof to get 2-isobutylsuccinonitrile of formula (V); (c) obtaining optionally 2-isobutylsuccinonitrile of formula (V) by reacting isovaleraldehyde of formula (II) and alkyl cyanoacetate of formula (III) in presence of suitable cyanide source in water or in an organic solvent or mixture thereof in single step; (d) converting 2-isobutylsuccinonitrile of formula pa (V) to racemic 3-cyano-5-methyl-hexanoic acid or salt thereof of formula (VI) with a genetically modified nitrilase enzyme (Nit pt 9N_56_2) in water or optionally with an organic co-solvent at appropriate pH and temperature; (e) converting racemic 3-cyano-5-methyl-hexanoic acid or salt thereof of formula (VI) to racemic alkyl 3-cyano-5-methyl-hexanoate of formula (VII) by treatment with alcohol (R3OH) and acidic catalyst or alkyl halide (R3X) in presence of a base in a suitable solvent or a mixture of solvents thereof; (f) obtaining (S)-alkyl 3-cyano-5-methyl-hexanoate of formula (VIII) and (R)-3-cyano-5-methyl-hexanoic acid or salt thereof of formula (X) by enzymatic enantioselective hydrolysis in water or organic solvent or a mixture thereof from racemic alkyl 3-cyano-5-methyl-hexanoate of formula (VII); (g) obtaining optionally the compound of formula (VII) by racemizing unwanted (R)-3-cyano-5-methyl-hexanoic acid or salt thereof of formula (X) or substantially enriched (R)-3-cyano-5-methyl-hexanoic acid salt thereof of formula (X) in presence of a base in organic ...

PROCESS FOR THE TRANSITION METAL CATALYZED CYANATION OF ARYL/VINYL HALIDES

The present invention refers to a process for a transition metal, particularly nickel-catalyzed cyanation reaction of aryl/vinyl halide using organic nitrile compounds. This new reaction provides a strategically distinct approach to the safe preparation of aryl/vinyl cyanides, which are essential compounds in agrochemistry and medicinal chemistry. 2. Process according to wherein Rrepresents a Cto Chydrocarbon chain which forms a five to eight-membered optionally substituted hydrocarbon ring system with the vinyl moiety which ring system may be a cycloalkyl claim 1 , heterocycloalkyl claim 1 , aryl claim 1 , aralkyl claim 1 , heteroaryl or heteroaralkyl hydrocarbon claim 1 , which may be part of a hydrocarbon ring system having up to 30 carbon atoms and which may optionally be substituted by one or more groups selected from 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.3. Process according to wherein Rrepresents a Cto Chydrocarbon chain which forms a five to six membered optionally substituted aromatic or heteroaromatic hydrocarbon ring system with the vinyl moiety claim 1 , which may be part of a hydrocarbon ring system having up to 30 carbon atoms and which may optionally be substituted by one or more groups selected from 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.4. Process according to wherein Ris a Rrepresents a straight chain Cto Calkyl group.5. Process according to claim 1 , wherein the coordinated transition metal catalyst is obtained from a transition metal catalyst precursor selected from Ni(COD) claim 1 , Ni(acac) claim 1 , Ni(CO) claim 1 , Pd(dba) claim 1 , Pd(OAc) claim 1 , Co(CO).6. Process according to wherein the ligand of the coordinated transition metal catalyst ...

PROCEDURE FOR THE HYDROCIANURATION OF AN OLEFINICALLY UNSATURATED COMPOUND

Procedimiento para la hidrocianuración de un nitrilo olefínicamente insaturado en presencia de un catalizador que contiene Ni(o), caracterizado porque la reacción se efectúa en presencia de un hidrocarburo, que bajo determinadas presiones, concentraciones y temperatura resulta en la formación de por lo menos dos fases líquidas del sistema total, teniendo una de las fases una proporción más alta en catalizador contenido Ni(o), con respecto al peso total, que la o las otras fases. Reivindicación 1: Procedimiento para la hidrocianuración de un nitrilo olefínicamente insaturado en presencia de un catalizador que contiene Ni (O), caracterizado porque la reacción se efectúa en presencia de un hidrocarburo, que bajo determinadas presiones, concentraciones y temperaturas resulta en la formación de por lo menos dos fases líquidas del sistema total, teniendo una de las fases una proporción más alta en catalizador conteniendo Ni(O), con respecto al peso total, que la o las otras fases. Process for the hydrocyanuration of an olefinically unsaturated nitrile in the presence of a catalyst containing Ni (o), characterized in that the reaction is carried out in the presence of a hydrocarbon, which under certain pressures, concentrations and temperature results in the formation of at least two liquid phases of the total system, one of the phases having a higher proportion in catalyst content Ni (or), with respect to the total weight, than the one or the other phases. Claim 1: Process for the hydrocyanuration of an olefinically unsaturated nitrile in the presence of a catalyst containing Ni (O), characterized in that the reaction is carried out in the presence of a hydrocarbon, which under certain pressures, concentrations and temperatures results in the formation of at least two liquid phases of the total system, one of the phases having a higher proportion in catalyst containing Ni (O), with respect to the total weight, than the one or the other phases.

Process for the preparation of acyl cyanides

A novel process for the preparation of acyl cyanides of the general formula R--CO--CN (I) wherein R represents an optionally substituted alkyl radical with 1 to 8 carbon atoms, an optionally substituted cycloalkyl radical with 3 to 12 carbon atoms, an optionally substituted aryl radical or an optionally substituted 5-membered or 6-membered heterocyclic radical, which can additionally be fused to a benzene ring, in which a carboxylic acid fluoride or the general formula R--CO--F (II) in which R has the abovementioned meaning is reacted with an alkali metal cyanide, optionally in the presence of a diluent, at a temperature between 10° and 200° C. The acylcyanides (I) can be used as intermediates in the synthesis of known herbicides.

METHOD FOR PRODUCING ACYLCYANIDES

Method of producing dinitrile compounds

The invention relates to a method of producing compounds comprising two nitrile functions. More specifically, the invention relates to a method of producing dinitrile compounds from compounds comprising a nitrile function and an ethylenic unsaturation, in the presence of a catalytic system containing an organometallic complex and a Lewis acid-type cocatalyst. The inventive method comprises a step involving treatment of the reaction medium resulting from hydrocyanation, enabling the metallic element to be extracted and recovered from the Lewis acid.

Processo para hidrocianação e composição de catalisador

Process for making 5-formylvaleronitrile using reactivated catalyst

PROCESS FOR PRODUCING COMPOUNDS COMPRISING NITRIL FUNCTIONS

Idrocianurazione di olefine

CATALYST THAT INCLUDES A NICKEL COMPLEX (O) WITH A BINDING PHOSPHONITE, MONKEY, -BI- OR POLIDENTED, PROCEDURE FOR ITS PREPARATION, PROCEDURE FOR THE PREPARATION OF C5 MONO-OLEFINIC MIXTURES WITH LIGHTNESS C = CYCED: , ADIPOD PREPARATION PROCEDURE

Catalizador que comprende un complejo de níquel(O), con un ligando fosfonito mono, bi- o polidentado de la formula general I: en donde: A junto con laparte del grupo fosfonito a la cual está unido representa un heterociclo de 5 a 8 miembros, el cualpuede ser ciclizado eventualmente adicionalmente una, doso tres veces con cicloalquilo, arilo y/o heteroarilo, en donde los grupos ciclizados pueden llevar uno, dos o tres sustituyentes, seleccionados entre alquilo,alcoxi, halogeno, nitro, ciano o carboxilo. R1 representa alquilo, arilo o heteroarilo, los que pueden llevar uno, dos o tres de los siguientes sustituyentes:alquilo, cicloalquilo, arilo, alcoxi, cicloalquiloxi, entre ambos o sales y mezclas del mismo, procedimiento para su preparacion de mezclas de mononitrilos C5monoolefínicos con ligadura C=C y C:::N no conjugada por hidrocianuracion catalítica de butadieno o una mezcla de hidrocarburos que contiene 1,3-butadineo yprocedimiento para la preparacion de adiponitrilo, donde la hidrocianuracion se realiza en presencia de un catalizador de este tipo. A partir de dichosnitrilos se obtienen las alfa-omega-alquilendiaminas las que a su vez son el producto de partida para preparar poliamidas. Catalyst comprising a nickel (O) complex, with a mono, bi- or polydentate phosphonite ligand of the general formula I: wherein: A together with the part of the phosphonite group to which it is attached represents a 5- to 8-membered heterocycle , which may optionally be cyclized additionally once, twice or three times with cycloalkyl, aryl and / or heteroaryl, where the cyclized groups may carry one, two or three substituents, selected from alkyl, alkoxy, halogen, nitro, cyano or carboxyl. R1 represents alkyl, aryl or heteroaryl, which may carry one, two or three of the following substituents: alkyl, cycloalkyl, aryl, alkoxy, cycloalkyloxy, between both or salts and mixtures thereof, process for preparing mixtures of C5monoolefin mononitriles with ligature C = C and C ::: N not ...

CATALYZER THAT UNDERSTANDS AT LEAST A NICKEL COMPLEX (0) STABILIZED WITH A STRIKELY AFFECTED PHOSPHYNPHYPHOSPHITE CHELATE, AS WELL AS A PROCEDURE TO PREPARE NITRILS

Se describen fosfinitfosfitos del grupo de fórmulas (1), con R1, R2, R4 son, de modo independiente entre sí, un grupo alquilo o alquileno C1-8, con la condición de que al menos uno de los grupos R1, R2, R4 sea distinto de H; R5 a R22 son, de modo independiente entre sí, H, un grupo alquilo o alquileno C1-8; R3 es H, metilo o etilo; X es F, Cl o CF3, cuando n es igual a 1 ó 2; X es H, cuando n es igual a 0 y sus mezclas. Phosphine phosphites of the group of formulas (1) are described, with R1, R2, R4 being, independently from each other, a C1-8 alkyl or alkylene group, with the proviso that at least one of the groups R1, R2, R4 be different from H; R5 to R22 are, independently of each other, H, a C1-8 alkyl or alkylene group; R3 is H, methyl or ethyl; X is F, Cl or CF3, when n is equal to 1 or 2; X is H, when n is equal to 0 and its mixtures.

CATALYST THAT INCLUDES A COMPLEX OF A METAL OF SUBGROUP VIII; BINDING PHOSPHONITE UNDERSTANDED IN THE SAME; PROCEDURE FOR THE PREPARATION OF BLENDS OF C5-MONOOLEFINIC MONONITRILS WITH LINK C = C AND C TRIPLE LIGHTING N NOT CONJUGATED BY CATHALITIC HYDROCIANURATION OF BUTADIEN OR A MIXTURE D

Para la preparacion en escala industrial de las poliamidas existe un gran requerimiento en todo el mundo de alfa,omega-alquilendiaminas, las cuales seutilizan como un importante producto de partida. las alfa,omega-alquilendiaminas, como por ej., lah exametilendiamina, se obtienen casi exclusivamente porhidratacion de los dinitrilos correspondientes. Casi todos los caminos para la preparacion de hexametilendiaminas en escala industrial son por lo tantosustancialmente variantes de lapreparacion d el adiponitrilo, del cual se producen anualmente en todo el mundo aproximadamente 1,0 millones de toneladas. uncatalizador que presenta buena selectividad y buena actividad catalítica en la hidrocianuracion de 1,3-butadieno y demezclas de hidrocarbu ros que contienen1,3-butadieno y para la preparacion de adipodinitrilo, que comprende un complejo de un metal del subgrupo VIII con un ligando fosfonito bidentado de laformula general (I) en donde: A representa un puentealquileno C2-7, que puede pre sentar 1, 2 o 3 enlaces dobles y/o 1, 2 o 3 sustituyentes, seleccionadosentre alquilo, cicloalquilo y arilo, en donde el sustituyente arilo puede tener adicionalmente 1, 2 o 3 sustituyentes seleccionados entre alquilo,alcoxi,halogeno, trifluorometil o, nitro, alcoxicarbonilo o ciano, y/o el puente alquileno C2-7 puede estar interrumpido por 1,2 o 3 heteroátomos no vecinos,eventualmente sustituidos, y/o el puente alquileno C2-7 puede estar condensado 1, 2 o 3veces con arilo y/o hetarilo, en dond e los grupos arilo y hetarilocondensados pueden tener 1, 2 o 3 sustituyentes seleccionados entre alquilo, cicloalquilo, arilo, alcoxi, cicloalcoxi, ariloxi, acilo, halogeno,trifluorometilo, nitro, ciano,carboxilo, alcoxicarbonilo o NE1E2, en donde E 1 y E2 pueden ser iguales o diferentes y representan alquilo, cicloalquilo oarilo; R1 y R1 independientemente uno de otro representan alquilo, cicloalquilo, arilo o hetearilo, que pueden tener 1, 2 o 3sustituyentes seleccionadosentre alquilo, cicloa ...

PROCEDURE FOR THE PREPARATION OF NICKEL COMPLEXES (0) WITH PHOSPHORGE LINKS, MIXTURE OBTAINED BY SUCH PROCEDURE AND USE OF SUCH MIXTURE IN HYDROCIANATION AND ISOMERIZATION OF ALKENES AND NON-SATURATED NITRILS.

Se describe un procedimiento para la preparación de complejos de níquel (0) con ligandos de fósforos que contienen al menos un átomo central de níquel (0) y al menos un ligando con contenido de fósforo. El procedimiento está caracterizado porque se reduce una fuente de níquel (ii) que contiene bromuro de níquel, yoduro de níquel o mezclas de los mismos, en presencia de al menos un ligando con contenido de fósforo. Reivindicación 11: Uso de las mezclas que contienen complejos de níquel (0) con ligandos de fósforo de acuerdo con al reivindicación 10 en la hidrocianación y la isomerización de alquenos y en la hidrocianación y la isomerización de nitrilos no saturados. A process for the preparation of nickel complexes (0) with phosphorus ligands containing at least one central nickel atom (0) and at least one phosphorus-containing ligand is described. The process is characterized in that a source of nickel (ii) containing nickel bromide, nickel iodide or mixtures thereof, in the presence of at least one phosphorus-containing ligand is reduced. Claim 11: Use of mixtures containing nickel (0) complexes with phosphorus ligands according to claim 10 in the hydrocyanation and isomerization of alkenes and in the hydrocyanation and isomerization of unsaturated nitriles.

PHOSPHONITE I, ITS USE AS BINDING IN TRANSITION METAL COMPLEXES, SUCH COMPLEXES, PROCEDURE FOR OBTAINING THESE LAST, USE OF TRANSITORY METAL COMPLEXES AS CATALYST AND PROCEDURES FOR THE ADDITION OF CYANHYDIC ACID TO A DOUBLE LINK D

Fosfonita I que tiene la fórmula (1) ó (2), en la que: R1, R2, R5, R6, R7, R8 y R9 significan, independientemente, hidrógeno, un grupo alquilo o alquileno C1-8, o un grupo alcoxi C1-8; R3 significa H o metilo; R4 significa i-propilo o t-butilo; X es F, Cl ó CF3; y n es 1 ó 2; así como procedimientos para su obtención, su uso como ligandos en complejos de metal transitorio, nuevos complejos de metal transitorio, procedimiento para su obtención, su uso como catalizadores y procedimientos en presencia de tales complejos de metal transitorio como catalizadores. Uso de una fosfonita I como ligando en complejos de metal transitorio y complejos de metal transitorio que contienen como ligando dicha fosfonita I. Procedimiento para la obtención de complejos de metal transitorio en donde se hace reaccionar un metal transitorio elemental o un compuesto químico que contiene un metal transitorio con una fosfonita de la fórmula (1). Uso de complejos de metal transitorio como catalizador para la adición de ácido clanhídrico a un doble enlace olefínico y para la isomerización de nitrilos orgánicos. Procedimiento para la adición de ácido clanhídrico a un doble enlace olefínico en presencia de un catalizador y procedimiento para la isomerización de nitrilos orgánicos en presencia de un catalizador, en donde como catalizador se usa un complejo de metal transitorio según lo descripto. Phosphonite I having the formula (1) or (2), in which: R1, R2, R5, R6, R7, R8 and R9 independently mean hydrogen, a C1-8 alkyl or alkylene group, or an alkoxy group C1-8; R3 means H or methyl; R4 means i-propyl or t-butyl; X is F, Cl or CF3; and n is 1 or 2; as well as procedures for obtaining it, its use as ligands in transitory metal complexes, new transitory metal complexes, procedure for obtaining it, its use as catalysts and processes in the presence of such transient metal complexes as catalysts. Use of a phosphonite I as a ligand in transient metal complexes and transitional metal complexes ...

suitable system as a catalyst and process for the hydrocyanation of olefinically unsaturated compounds

用于单烯烃氢氰化的方法和催化剂组合物

公开了一种非共轭无环脂族单烯烃、与酯基共轭的单烯烃、或与腈基共轭的单烯烃氢氰化的方法，该方法使用包含有二齿亚磷酸酯配位体和零价镍的催化剂前身组合物，较好地在一种路易斯酸促进剂存在下进行。也公开了该催化剂前身组合物。

空间位阻螯合次膦酸酯－亚磷酸酯配体、包含至少一种由所述配体稳定的镍(0)配合物的催化剂以及腈类的制备方法

本发明涉及式1、2、3、4、5或6的次膦酸酯亚磷酸酯I及其混合物，其中R1、R2、R4独立地为具有1－8个碳原子的烷基或亚烷基，前提是R1、R2、R4基团中至少一个不为H；R5至R22独立地为H、具有1－8个碳原子的烷基或亚烷基；R3为氢、甲基或乙基；当n为1或2时，X为F、Cl或CF 3 ，当n为0时，X为H。

二烯烃的氢氰化和非共轭2-烷基-3-单烯烃腈的异构化

本发明涉及一种用于将二烯烃化合物氢氰化以制备非共轭非环状腈的改进的液相方法，并且还涉及用于将所述腈异构化的液相方法，所述腈包括3－和/或4－单烯烃直链腈。其改进在于本发明方法是在零价镍和多齿亚磷酸酯配体存在下进行。本发明还公开了新的多齿亚磷酸酯配体和由此制备的催化剂前体组合物。

用于二烯烃的氢氰化和非共轭2－烷基－3－单烯烃腈的异构化的多齿亚磷酸酯配体和镍催化剂组合物

本发明提供了用于二烯烃的氢氰化和非共轭2-烷基-3-单烯烃腈的异构化的改进的多齿亚磷酸酯配体和由其制备的镍催化剂前体组合物。

Method for preparing dinitrile compounds

FIELD: organic chemistry, chemical technology. SUBSTANCE: invention relates to a method for synthesis of dinitrile compounds. Method involves the hydrocyaniding reaction of mononitrile compounds comprising unsaturated double bond with hydrogen cyanide in the presence of catalytic system comprising a metalloorganic chelate compound and co-catalyst. Method involves the following successive steps: (1) treatment of reaction medium E 1 prepared after hydrocyaniding of unsaturated nitrile compounds in order to separate organometallic chelate compound of the catalytic system by liquid-phase extraction and to obtain the second medium E; (2) treatment of abovementioned second medium E 2 with ion-exchange resin in order to extract at least metal ions arising from co-catalyst and to obtain the third medium E 3 ; (3) isolating formed dinitriles from the third medium E 3 wherein organometallic chelate compound is prepared from nickel compounds and organophosphorus ligand and co-catalyst represents Lewis acid. Method provides isolation and regeneration of Lewis acid from the reaction medium followed by possibility for its repeated using at the hydrocyaniding step. EFFECT: improved method of synthesis. 12 cl, 2 tbl, 4 ex ÐÎÑÑÈÉÑÊÀß ÔÅÄÅÐÀÖÈß (19) RU (11) 2 286 336 (13) C2 (51) ÌÏÊ C07C 253/10 (2006.01) ÔÅÄÅÐÀËÜÍÀß ÑËÓÆÁÀ ÏÎ ÈÍÒÅËËÅÊÒÓÀËÜÍÎÉ ÑÎÁÑÒÂÅÍÍÎÑÒÈ, ÏÀÒÅÍÒÀÌ È ÒÎÂÀÐÍÛÌ ÇÍÀÊÀÌ (12) ÎÏÈÑÀÍÈÅ ÈÇÎÁÐÅÒÅÍÈß Ê ÏÀÒÅÍÒÓ (21), (22) Çà âêà: 2005128276/04, 22.01.2004 (30) Êîíâåíöèîííûé ïðèîðèòåò: 10.02.2003 FR 0301529 (73) Ïàòåíòîîáëàäàòåëü(è): ÐÎÄÈÀ ÏÎËÈÀÌÈÄ ÈÍÒÅÐÌÅÄÈÝÉÒÑ (FR) (43) Äàòà ïóáëèêàöèè çà âêè: 10.02.2006 R U (24) Äàòà íà÷àëà îòñ÷åòà ñðîêà äåéñòâè ïàòåíòà: 22.01.2004 (72) Àâòîð(û): ÐÎÇÜÅ Ñåñèëü (FR), ÊÀÁÈÐ Îñèí (FR), ÌÀÐÜÎÍ Ôèëèïï (FR) (45) Îïóáëèêîâàíî: 27.10.2006 Áþë. ¹ 30 2 2 8 6 3 3 6 (56) Ñïèñîê äîêóìåíòîâ, öèòèðîâàííûõ â îò÷åòå î ïîèñêå: GB 2212155 À, 19.07.1989. US 6207851 B1, 27.03.2001. RU 2167716 Ñ2, 27.06.2000. US 3766241 À, 16.10.1973. WO 9906356 À, 11.02.1999. ...

Multidentate phosphite ligands, and catalytic compositions containing such ligands

본 발명은 히드로시안화 및 이성체화와 같은 반응에서 사용하기 위한 다좌 포스파이트 리간드를 개시하고 있다. 그로부터 제조된 촉매 조성물 및 상기 다좌 포스파이트 리간드를 사용하는 다양한 촉매 방법도 개시하고 있다. 특히, 리간드는 말단 페놀기의 오르쏘 위치에 부착된 탄소 상에 헤테로 원자 함유 치환체를 갖는다. The present invention discloses multidentate phosphite ligands for use in reactions such as hydrocyanation and isomerization. There is also disclosed a catalyst composition prepared therefrom and various catalyst methods using the multidentate phosphite ligand. In particular, the ligand has a hetero atom containing substituent on the carbon attached to the ortho position of the terminal phenol group. 다좌 포스파이트 리간드, 히드로시안화, 이성체화, 촉매 조성물, 촉매 방법, 페놀기, 오르쏘 위치, 헤테로 원자 Polydentate phosphite ligands, hydrocyanation, isomerization, catalyst compositions, catalytic methods, phenol groups, ortho positions, heteroatoms

Method of preparing benzoyl cyanide

<P>Procédé pour la fabrication de cyanure de benzoyle à partir d'anhydride d'acide benzoïque et de cyanure de métal alcalin. </P><P>Caractérisé en ce qu'on effectue la réaction dans un solvant organique inerte. </P><P>Procedé applicable pour un rendement élevé.</P> <P> Process for the manufacture of benzoyl cyanide from benzoic acid anhydride and alkali metal cyanide. Characterized in that the reaction is carried out in an inert organic solvent. </ P> <P> Applicable procedure for high efficiency. </ P>

烯属不饱和有机化合物的氢氰化方法

本发明涉及尤其用于获取腈的烯属不饱和有机化合物的氢氰化方法，更具体地，涉及用于生产二腈的二烯烃或取代烯烃的氢氰化方法，和/或通过氢氰化过程获得的腈的异构化方法。更具体地，本发明涉及一种通过基于镍的化合物催化的氢氰化反应过程。因此，用于此生产方法中的催化剂在反应结束时用氰化氢进行处理以回收并再溶解呈氢氧化镍形式沉淀的镍。该方法使得可再生催化剂并增加催化剂的寿命。此外，还使得能够减少工艺设备的污染程度。

Catalyst comprising a metal complex of the VIII subgroup based on a phosphine amidite ligand and its utilization for hydroformylation and hydrocyanation

A catalyst comprising at least one complex of a metal of transition group VIII comprising at least one monodentate, bidentate or multidentate phosphinamidite ligand in which the phosphorus atom and the oxygen atom of the phosphinamidite group form part of a 5- to 8-membered heterocycle can be used for the hydroformylation and hydrocyanation of compounds containing at least one ethylenically unsaturated double bond. The phosphinamidite ligand is, for example, represented by the following formulae wherein represents an optionally substituted 5- to 8-membered heterocycle wherein A represents carbon ring members; represents an optionally substituted N-bonded heterocycle wherein (Het) indicates optional ring heteroatoms in addition to the N; and B is a carbon-carbon single bond or a divalent bridging group.

一种制备取代苯乙酸的方法

本发明公开了一种制备取代苯乙酸的方法，涉及苯乙酸类化合物的制备技术领域。将取代苯乙腈和酸性溶液连续通过微通道反应器进行酸解反应生成取代苯乙酸，酸解反应的反应温度为150‑180℃。本发明方法能够大幅缩短反应时间，精简操作流程，进一步提高取代苯乙酸的纯度和收率，适合工业生产使用。

含有腈官能团的化合物的制备方法

本发明涉及一种通过将含有至少一个非共轭不饱和度的化合物氰氢化以产生含有至少一个腈官能团的化合物的方法。本发明提供一种产生含有至少一个腈官能团的化合物的方法，在包括具有至少一个选自有机亚磷酸酯、有机亚膦酸酯、有机次膦酸酯和有机膦中的有机磷配体的处于零氧化态的镍配合物和如由路易斯酸混合物组成的路易斯酸的助催化剂的催化系统存在下，使含有至少一个非共轭不饱和度、含有2-20个碳原子的有机化合物与氰化氢反应发生氰氢化而产生。

二氰基降冰片烷的制造方法及零价镍配位化合物催化剂

本发明提供一种二氰基降冰片烷的制造方法，其特征在于，在零价镍配位化合物催化剂的存在下，将氰化氢与氰基降冰片烯(双环[2.2.1]-5-庚烯-2-腈)进行加成反应，其中，所述零价镍配位化合物催化剂是如下制造的：使用P(x)(y)(z)(P为磷原子，x、y、z分别为OR，R表示碳原子数18以下的芳基。)表示的亚磷酸酯类作为配体，用选自锌、镉、铍、铝、铁、钴中的至少1种金属还原镍卤化物制造零价镍配位化合物催化剂时，使用磷酸酯类的含量相对于亚磷酸酯类的总重量为1.0重量％以下的亚磷酸酯类，由此制成零价镍配位化合物催化剂。

Method for producing compounds including nitrile functions

본 발명은 하나 이상의 비-공액 불포화기를 포함하는 화합물을 히드로시안화함으로써 하나 이상의 니트릴 관능기를 포함하는 화합물을 제조하는 방법에 관한 것이다. 본 발명은 오르가노포스파이트, 오르가노포스포나이트, 오르가노포스피나이트 및 오르가노포스핀을 포함하는 군으로부터 선택되는 하나 이상의 오르가노포스포러스 리간드를 갖는 제로 산화 상태의 하나 이상의 니켈 착물, 및 루이스 산의 혼합물로 이루어지는 루이스 산과 같은 공촉매를 포함하는 촉매계의 존재 하의 시안화 수소와의 반응에 의해, 탄소수 2 내지 20 의 하나 이상의 비공액 불포화기를 포함하는 유기 화합물을 히드로시안화함으로써 하나 이상의 니트릴 관능기를 포함하는 화합물을 제조하는 방법을 제공한다. The present invention relates to a process for preparing compounds comprising at least one nitrile functional group by hydrocyanating a compound comprising at least one non-conjugated unsaturated group. The present invention relates to the preparation of one or more nickel complexes in zero oxidation state with one or more organophosphorus ligands selected from the group comprising organophosphite, organophosphonite, organophosphinite and organophosphine Compounds containing at least one nitrile functional group by hydrocyanating an organic compound comprising at least one non-conjugated unsaturated group having 2 to 20 carbon atoms by reaction with hydrogen cyanide in the presence of a catalyst system comprising a cocatalyst such as Lewis acid It provides a method of manufacturing.

METHOD FOR PRODUCING DINITRILES

PROCESS FOR THE PREPARATION OF 5-FORMYL-VALERONIC ACID BY USING A REACTIVATED CATALYST

一种合成邻甲基苯乙酸的方法

本发明提出了一种合成邻甲基苯乙酸的方法，包括以下步骤：将邻甲基氯苄和氰化钠水溶液置于反应釜中，温度控制在85‑90℃之间，滴加催化剂合成邻甲基苯乙腈，合成时间为80‑100min；将邻甲基苯乙腈通过水解反应制备邻甲基苯乙酸；所用反应釜对釜体从外侧和内部同时进行换热调温，媒介单向流动，第一螺旋管起到搅拌和调温的双重作用，提高搅拌反应和调温的效率。将邻甲基苯乙腈合成温度控制在85‑90℃之间，缩短了合成时间，邻甲基苯乙腈中杂质含量在0.7％以下，省去了对邻甲基苯乙腈精馏的步骤。

Method for synthesis of compounds comprising nitrile functions from ethylenically unsaturated compounds

본 발명은 에틸렌성 불포화 유기 화합물의 하나 이상의 니트릴 기능을 포함하는 화합물로의 시안화수소화를 위한 방법에 관한 것이다. 특히, 본 발명은 올레핀의 시안화수소화, 예를 들어, 부타디엔 또는 치환된 올레핀, 예를 들어, 펜텐니트릴과 같은 알켄니트릴에 관련된 것이다. 본 발명은 금속 원소 및 한자리 및 다중자리 유기인 리간드를 포함하는 촉매 시스템의 존재 중 수행되는 것을 특징으로한다. The present invention relates to a process for hydrogen cyanation of an ethylenically unsaturated organic compound to a compound comprising at least one nitrile function. In particular, the present invention relates to hydrogen cyanide of olefins, for example, butadiene or substituted olefins such as alkennitriles such as pentenenitrile. The present invention is characterized in that it is carried out in the presence of a catalyst system comprising a metal element and a ligand which is mono and multidentate organo.

Method for hydrocyanation of unsatured nitrile into dinitrile

本发明涉及含有乙烯不饱和度的腈氢氰化为饱 和二腈，特别是戊烯腈氢氰化为己二腈的方法，己二 腈是生产聚酰按66的基础化合物之一。 更准确地讲，本发明是含乙烯不饱和度的脂肪 腈，通过在含过渡金属化合物和磺化膦的催化水溶液 存在下与氰化氢反应来氢氰化的方法，其特征在于在 所述溶液中还含有由至少一种路易斯酸组成的助催 化剂。

METHOD FOR PRODUCING dinitriles

ÐÎÑÑÈÉÑÊÀß ÔÅÄÅÐÀÖÈß (19) RU (11) 2005 138 499 (13) A (51) ÌÏÊ C07C 253/34 (2006.01) ÔÅÄÅÐÀËÜÍÀß ÑËÓÆÁÀ ÏÎ ÈÍÒÅËËÅÊÒÓÀËÜÍÎÉ ÑÎÁÑÒÂÅÍÍÎÑÒÈ, ÏÀÒÅÍÒÀÌ È ÒÎÂÀÐÍÛÌ ÇÍÀÊÀÌ (12) ÇÀßÂÊÀ ÍÀ ÈÇÎÁÐÅÒÅÍÈÅ (21), (22) Çà âêà: 2005138499/04, 07.05.2004 (71) Çà âèòåëü(è): ÐÎÄÈÀ ÏÎËÈÀÌÈÄ ÈÍÒÅÐÌÅÄÈÝÉÒÑ (FR) (30) Êîíâåíöèîííûé ïðèîðèòåò: 12.05.2003 FR 0305672 (43) Äàòà ïóáëèêàöèè çà âêè: 10.08.2006 Áþë. ¹ 22 (87) Ïóáëèêàöè PCT: WO 2004/101497 (25.11.2004) Àäðåñ äë ïåðåïèñêè: 129010, Ìîñêâà, óë. Á.Ñïàññêà , 25, ñòð.3, ÎÎÎ "Þðèäè÷åñêà ôèðìà Ãîðîäèññêèé è Ïàðòíåðû", ïàò.ïîâ. Ã.Á. Åãîðîâîé R U (57) Ôîðìóëà èçîáðåòåíè 1. Ñïîñîá ïîëó÷åíè ñîåäèíåíèé äèíèòðèëîâ ïóòåì ãèäðîöèàíèðîâàíè ñîåäèíåíèé íåíàñûùåííûõ ìîíîíèòðèëîâ â ïðèñóòñòâèè êàòàëèòè÷åñêîé ñèñòåìû, ñîäåðæàùåé ìåòàëëîîðãàíè÷åñêèé êîìïëåêñ, îáðàçîâàííûé ìåòàëëîì è ñìåñüþ ôîñôîðîðãàíè÷åñêèõ ëèãàíäîâ, ñîäåðæàùèõ ïî ìåíüøåé ìåðå îäíî ìîíîäåíòàòíîå ñîåäèíåíèå îðãàíîôîñôèòà è ïî ìåíüøåé ìåðå îäíî ôîñôîðîðãàíè÷åñêîå áèäåíòàòíîå ñîåäèíåíèå, âûáðàííîå èç ãðóïïû, ñîäåðæàùåé îðãàíîôîñôèòû, îðãàíîôîñôèíèòû, îðãàíîôîñôîíèòû, îðãàíîôîñôèíû è âîçìîæíî ïðîìîòåð, ïðè÷åì óêàçàííûé ñïîñîá âêëþ÷àåò èçâëå÷åíèå êàòàëèòè÷åñêîé ñèñòåìû, îòëè÷àþùèéñ òåì, ÷òî â õîäå ñïîñîáà êîíòðîëèðóþò êîíöåíòðàöèþ íåíàñûùåííûõ íèòðèëîâ â ðåàêöèîííîé ñðåäå ïîñëå ðåàêöèè ãèäðîöèàíèðîâàíè äë ïîëó÷åíè ìàññîâîé êîíöåíòðàöèè íåíàñûùåííûõ íèòðèëîâ íèæå 20% â óêàçàííîé ñðåäå, ïîäàþò óêàçàííóþ ñðåäó íà ñòàäèþ äåêàíòàöèè íà äâå ôàçû, âåðõíþþ è íèæíþþ, ðàçäåë þò ýòè äâå ôàçû, ïðè ýòîì íèæíþþ ôàçó ïî ìåíüøåé ìåðå ÷àñòè÷íî ðåöèðêóëèðóþò íà óêàçàííóþ ñòàäèþ ãèäðîöèàíèðîâàíè , à âåðõíþþ ôàçó ïóòåì æèäêîôàçíîé ýêñòðàêöèè ðàçäåë þò íà ìåòàëëîîðãàíè÷åñêèé êîìïëåêñ è ôîñôîðîðãàíè÷åñêèå ñîåäèíåíè , ïðèñóòñòâóþùèå â óêàçàííîé âåðõíåé ôàçå äèíèòðèëîâ. 2. Ñïîñîá ïî ï.1, îòëè÷àþùèéñ òåì, ÷òî ðåàêöèîííóþ ñðåäó îõëàæäàþò äî òåìïåðàòóðû îò 25 äî 75°Ñ ïåðåä ïîäà÷åé íà ñòàäèþ äåêàíòàöèè. 3. Ñïîñîá ïî ëþáîìó èç ï.1 èëè 2, îòëè÷àþùèéñ òåì, ÷òî ìàññîâà êîíöåíòðàöè íèêåë â ñðåäå, ïîäàâàåìîé íà ñòàäèþ ...

Process for preparing dinitriles

FIELD: chemical industry. SUBSTANCE: invention describes process for preparing dinitriles by hydrocyanation of linear pentenenitriles optionally containing insignificant amounts of other nitriles with cyanohydrogen in the presence of aqueous catalyst solution containing nickel compound and sulfonated phosphine of formula I: wherein M is cation residue selected so that compound of formula I is soluble in water; Y 1 ,Y 2 ,Y 3 are the same or different selected from group consisting of alkyl containing 1-4 carbon atoms, alkoxyl containing 1-4 carbon atoms and halogen atom; n 1 ,n 2 ,n 3 are identical or different integers of 0-3, at least one of them is 1; m 1 ,m 2 m 3 are identical or different integers of 0-3; Ar 1 ,Ar 2 ,Ar 3 are phenyl. Said catalyst solution contains one Lewis acid. EFFECT: improved linearity and longer service life of the catalyst. 17 cl, 49 ex, 5 tbl СДС ЬсС ПЧ Го (19) РОССИЙСКОЕ АГЕНТСТВО ПО ПАТЕНТАМ И ТОВАРНЫМ ЗНАКАМ ВИ ^” 2 127 724 ' 57 МК” С 07С 255/04, 253/40 13) СЛ 12) ОПИСАНИЕ ИЗОБРЕТЕНИЯ К ПАТЕНТУ РОССИЙСКОЙ ФЕДЕРАЦИИ (21), (22) Заявка: 94041213/04, 02.11.1994 (30) Приоритет: 03.11.1993 ЕК 9313306 (46) Дата публикации: 20.03.1999 (56) Ссылки: 4$ 4087452 А, 02.05.78. ЗЦ 677650 А, 30.07.79. 4$ 4705881 А, 10.11.87. 4$ 3496217 А, 17.02.10. (98) Адрес для переписки: 103735, Москва, ул.Ильинка, 5/2, Союзпатент (71) Заявитель: Рон-Пуленк Шими (ЕК) (72) Изобретатель: Марк Юзер (ЕК), Робер Перрон (ЕК) (73) Патентообладатель: Рон-Пуленк Шими (ЕК) (54) СПОСОБ ПОЛУЧЕНИЯ ДИНИТРИЛОВ (57) Реферат: Изобретение относится к улучшенному способу получения динитрилов. Описывается способ получения динитрилов путем гидроцианирования линейных пентеннитрилов, возможно — содержащих незначительные количества других нитрилов, циановодородом в присутствии водного раствора катализатора, содержащего соединение никеля и сульфированного фосфина формулы |, где М - остаток катиона, выбираемого так, чтобы соединение формулы | было растворимо в воде; у4, у2, уз - одинаковые ...

Processes for the synthesis of 2-amino-4,6-dimethoxybenzamide and other benzamide compounds

本发明提供合成2‑氨基‑4,6‑二甲氧基苯甲酰胺 和化合物I的其他苯甲酰胺的方法: (化合物I)其中R 1 ,R 2 ,R 3 ,和R 4 各自独立地代表氢,C 1 ‑C 6 烷基，或C 1 ‑C 6 烷氧基;其中R 6 和R 7 各自独立地代表氢,C 1 ‑C 6 烷基，保护基,或定向取代基

Continuous production of linear pentenenitrile

Continuous method for the production of linear pentene nitriles

本发明涉及一种在至少一种具有螯合配体的镍(0)催化剂存在下连续氢氰化1，3－丁二烯的方法，其中1，3－丁二烯和氰化氢以1.6∶1－1.1∶1的摩尔比使用。

Method of producing nitrile compounds from ethylenically unsaturated compounds

Изобретение относится к способу гидроцианирования углеводородного соединения, содержащего по меньшей мере одну ненасыщенную связь этиленового типа, взаимодействием в жидкой среде с цианидом водорода в присутствии каталитической системы, содержащей металлический элемент, выбранный из переходных металлов, и по меньшей мере один фосфорорганический лиганд, образующий комплекс с металлическим элементом. При этом каталитическая система содержит по меньшей мере одно монодентатное органофосфитное соединение, выбранное из орто-, пара-, мета-тритолуолфосфитов и их смесей, и по меньшей мере одно монодентатное органофосфиновое соединение. Молярное отношение по отношению к атомному содержанию металлического элемента органофосфинового соединения составляет от 0,1 до 10 и монодентатного органофосфитного соединения - от 0,1 до 10, причем молярное отношение между органофосфитным соединением и органофосфиновым соединением составляет от 0,01 до 100. Органофосфиновое соединение является соединением общей формулы (I), в которой Z обозначает ароматическую циклическую группу, содержащую 5 или 6 атомов, и содержащую атом кислорода, азота или серы в качестве гетероатома, и такую, что атом фосфора связан с атомом углерода в альфа-положении к гетероатому, n обозначает целое число от 0 до 3, m обозначает целое число от 0 до 5, радикал Rобозначает атом водорода, линейный или разветвленный радикал алкил, который может содержать гетероатомы, имеющий от 1 до 12 атомов углерода, замещенный или незамещенный ароматический или циклоалифатический радикал, который может содержать гетероатомы, карбонильный, алкоксикарбонильный или алкоксильный ради РОССИЙСКАЯ ФЕДЕРАЦИЯ (19) RU (11) 2 509 075 (13) C2 (51) МПК C07C 253/10 (2006.01) C07C 255/04 (2006.01) B01J 31/24 (2006.01) ФЕДЕРАЛЬНАЯ СЛУЖБА ПО ИНТЕЛЛЕКТУАЛЬНОЙ СОБСТВЕННОСТИ (12) ОПИСАНИЕ ИЗОБРЕТЕНИЯ К ПАТЕНТУ (21)(22) Заявка: 2011101416/04, 05.06.2009 (24) Дата начала отсчета срока действия патента: 05.06.2009 (73) Патентообладатель(и): РОДИА ОПЕРАСЬОН ( ...

Phosphorus-doped nitrogenated alkali borate catalyst and preparation method and application thereof

本发明公开了一种磷掺杂氮化硼酸碱催化剂及其制备方法和应用。将含磷源、硼源、氮源的溶液进行重结晶，获得重结晶产物经干燥后，在惰性气氛下于700‑850℃进行焙烧，焙烧完成即得磷掺杂氮化硼酸碱催化剂；所制备的磷掺杂氮化硼酸碱催化剂为具有0.8‑2nm厚度的纳米片结构，其兼具有酸碱活性位的双功能催化剂。该催化剂为非金属固体酸碱催化剂，具有酸碱性强、稳定性好、制备简单的优点，在酸、碱催化的一锅法串联反应中，表现出很好的活性。

Method of manufacturing dicyanobutene

Method of preparing benzoylcyanide

Benzoyl cyanide is made by reacting benzoyl chloride with an alkali cyanide in the presence of a carboxylic acid nitrile and a copper (I) salt at a temperature of about 50 DEG to 160 DEG C.

Process for preparing benzoyl cyanide

The process described in Klenk U.S. Pat. No. 4,113,773 is improved by employing alkali metal cyanide in which at least half of the alkali metal cyanide has a particle size below 0.4 mm and the remainder has a particle size below 1.0 mm.

METHOD FOR PRODUCING NITRILE COMPOUNDS FROM ETHYL UNSATURATED COMPOUNDS

1. Способ гидроцианирования углеводородного соединения, содержащего по меньшей мере одну ненасыщенную связь этиленового типа, взаимодействием в жидкой среде с цианидом водорода в присутствии каталитической системы, содержащей металлический элемент, выбранный из переходных металлов, и по меньшей мере один фосфорорганический лиганд, образующий комплекс с металлическим элементом, отличающийся тем, что каталитическая система содержит по меньшей мере одно монодентатное органофосфитное соединение и по меньшей мере одно монодентатное органофосфиновое соединение, при этом молярное отношение по отношению к атомному содержанию металлического элемента органофосфинового соединения составляет от 0,1 до 10 и монодентатного органофосфитного соединения составляет от 0,1 до 10, причем молярное отношение между органофосфитным соединением и органофосфиновым соединением составляет от 0,01 до 100. ! 2. Способ по п.1, отличающийся тем, что молярное отношение между органофосфитным соединением и органофосфиновым соединением составляет от 1 до 100. ! 3. Способ по п.1, отличающийся тем, что молярное отношение между органофосфитным соединением и органофосфиновым соединением составляет от 0,01 до 0,3. ! 4. Способ по любому из пп.1-3, отличающийся тем, что молярное отношение между суммой моль органофосфинового и органофосфитного соединений по отношению к атомному содержанию металлического элемента составляет от 4 до 10. ! 5. Способ по любому из пп.1-3, отличающийся тем, что органофосфиновое соединение является соединением общей формулы (I): ! ! в которой ! - Z обозначает циклическую группу, содержащую 5 или 6 атомов, ароматическую или незамещенную � РОССИЙСКАЯ ФЕДЕРАЦИЯ (19) RU (11) 2011 101 416 (13) A (51) МПК C07C 253/10 (2006.01) ФЕДЕРАЛЬНАЯ СЛУЖБА ПО ИНТЕЛЛЕКТУАЛЬНОЙ СОБСТВЕННОСТИ (12) ЗАЯВКА НА ИЗОБРЕТЕНИЕ (71) Заявитель(и): РОДИА ОПЕРАСЬОН (FR) (21)(22) Заявка: 2011101416/04, 05.06.2009 Приоритет(ы): (30) Конвенционный приоритет: 17.06.2008 FR 0803374 (72) Автор(ы): МАСТРОЯННИ Серджо (FR) ...

METHOD FOR PRODUCING 1- (2-HALOGENOBIPHENYL-4-IL)-CYCLOPROPANOCARBOXYLIC ACID DERIVATIVES

1. Способ получения соединения формулы (IA)где R представляет собой одну или более групп, независимо выбранных из атомов галогенов;и его фармацевтически приемлемых солей,включающий следующие стадии:(1) взаимодействие соединения формулы (IV)где X' выбран из хлора, брома, йода и трифлатной группы (CFSO), с 1,2-дибромэтаном с образованием соединения формулы (V)(2) связывание соединения формулы (V) с соединением формулы (VI)где R такой, как определено выше, с образованием соединения формулы (VII);(3) гидролиз соединения формулы (VII) с получением соединения формулы (IA).2. Способ по п.1, где X' представляет собой бромид.3. Способ по п.1, дополнительно включающий стадии выделения и кристаллизации соединения формулы (IA).4. Способ по п.1, где стадию (2) проводят в присутствии палладиевого катализатора, выбранного из тетракис(трифенилфосфин)палладия, палладия на активированном угле, палладия на оксиде алюминия и смеси Pd(ОСОСН)и трифенилфосфина (PPh).5. Способ по п.4, где палладиевый катализатор представляет собой смесь 1:2 масс./масс. Pd(OCOCH)и PPh.6. Способ по п.1, дополнительно включающий следующие стадии:(1) подвергание соединения формулы (II)где X' такой, как определено выше, радикальному бромированию с образованием соединения формулы (III);(2) превращение соединения формулы (III) в соответствующее нитрильное производное формулы (IV).7. Способ по п.6, где стадию бромирования проводят N-бромсукцинимидом в присутствии каталитического количества бензоилпероксида с использованием ацетонитрила качестве растворителя.8. Способ по п.1, где атом галогена представляет собой атом хлора.9. Способ по п.7, где соединение формулы (1А) представляет собой 1-(3',4'-дихлор-2-фтор[1,1'-бифенил]-4-ил) РОССИЙСКАЯ ФЕДЕРАЦИЯ (19) RU (11) (51) МПК C07C 51/09 (13) 2012 104 795 A (2006.01) ФЕДЕРАЛЬНАЯ СЛУЖБА ПО ИНТЕЛЛЕКТУАЛЬНОЙ СОБСТВЕННОСТИ (12) ЗАЯВКА НА ИЗОБРЕТЕНИЕ (21)(22) Заявка: 2012104795/04, 22.07.2010 (71) Заявитель(и): Кьези Фармачеутичи С.п.А. (IT) Приоритет( ...

Method of preparing substituted ketocarboxylic acids

Catalyst recovery in olefin hydrocyanation products

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Process for the preparation of di-substituted nitriles from accto nitrile

A di-substituted nitrile derivative (I), used as an antispasmodic agent, is prepared from a carbo-anion(A) by reacting it with a halogenated compd. (II) having the formula RX in an anhydrous organic slovent. (A) is prepared from acetonitrile by a reaction with a mixture of alkali metal amide and alkali metal alcoholate (III), having the formula MNR2/R3OM' suspended in an anhydrous organic solvent where: R, R1 = C1 - C4 straight or branched chain alkyl, benzyl, or alkyl; R2 = H2/(C2H5)2 or (isoC3H7)2; R3 = C1 - C7 straight or branched chain alkyl, C2H5-O-CH2 -CH2-or CH3-O-CH2-CH2-; M, M' = Li, Na or K; and X = halogen atom.

Process for the preparation alpha-cyano-3-phenoxy-benzyl-s-(+)-2-(4chlorophenyl)-3-methyl buthylic acid

A method for preparing α -cyano-3-phenoxybenzyl-S-(+)-2- (4chlorophenyl)-3-methylbathylate is presented. Thus organic material, β -phenoxybenzealdehyde and inorganic material, sodium cyanide are reacted and resulting compds. are reacted with S-(+)2- (4-chlorophenyl)-3-methylbutanoyl chloride.

Processes for synthesis of 2-amino-4,6-dimethoxybenzamide and other benzamide compounds

FIELD: chemistry. SUBSTANCE: invention relates to a process for the preparation of compound I. Method comprises steps (i) to (iii). Step (i) comprises combination of at least one compound II with at least one halogenating agent to produce at least one compound III. Step (ii) comprises combination of at least one compound III with at least one cyanating agent to produce at least one compound IV. Step (iii) comprises combination of at least one compound IV with at least one hydrating agent and / or a hydrating catalyst to produce at least one compound I. In formulae I-IV, R 1 and R 5 are hydrogen, C 1 -C 6 alkyl, hydroxy or C 1 -C 6 alkoxy; R 2 , R 3 and R 4 are hydrogen, C 1 -C 6 alkyl or C 1 -C 6 alkoxy; R 6 and R 7 are hydrogen, C 1 -C 6 alkyl, protective or directing group; X is Cl, Br, I, triflate, tosylate or mesylate; and at least one of R 1 and R 5 represents hydrogen. Where in compound II R 7 represents a protecting or guiding group and or (1) before the start of step (ii) at least one compound III is combined with at least one agent for removing the protective group so that protective or guiding group R 7 is replaced with hydrogen or C 1 -C 6 alkyl, or (2) before the beginning of step (iii), at least one compound IV is combined with at least one agent for removing the protective group so that, protective or guiding group R 7 is replaced with hydrogen or C 1 -C 6 alkyl. Invention also relates to various embodiments of the method of producing Compound I, in particular 2-amino-4,6-dimethoxybenzamide. (I) (II) (III) (IV) EFFECT: disclosed method enables to prepare compounds I, suitable as intermediates for the synthesis of various therapeutic agents. 38 cl, 2 dwg, 13 ex РОССИЙСКАЯ ФЕДЕРАЦИЯ ФЕДЕРАЛЬНАЯ СЛУЖБА ПО ИНТЕЛЛЕКТУАЛЬНОЙ СОБСТВЕННОСТИ (12) (19) RU (51) МПК C07C 231/02 C07C 231/06 C07C 231/12 C07C 233/25 C07C 237/44 C07C 255/59 C07C 255/60 (11) (13) 2 650 110 C2 (2006.01) (2006.01) (2006.01) (2006.01) (2006.01) (2006.01) (2006.01) ОПИСАНИЕ ИЗОБРЕТЕНИЯ К ...

Ivabradine chiral intermediate compound

本发明属于医药化工领域，具体涉及一种伊伐布雷定手性中间体化合物。本发明制备伊伐布雷定手性中间体化合物的方法包括：以3.4‑二甲氧基双环[4.2.0]辛‑1.2.5‑三烯‑7‑酮为原料，在手性催化剂及还原剂作用下，制得手性中间体(R)‑3.4‑二甲氧基双环[4.2.0]辛‑1.2.5‑三烯‑7‑醇。本发明同时提供一种利用该手性化合物高效制备伊伐布雷定重要中间体(1S)‑4,5‑二甲氧基‑1‑氰基‑苯并环丁烷的新方法，整个合成方法操作简便、反应收率高、所得产品纯度高；避免了传统拆分及手性分离柱的繁琐操作，更适合适合工业化生产。

Method of preparing benzoyl cyanide

Benzoyl cyanide is prepared by reacting benzoyl chloride and an alkali metal cyanide at elevated temperatures in an inert organic solvent in the presence of benzoic anhydride and/or substances which form benzoic anhydride with benzoyl chloride. The process produces pure, virtually dimer-free benzoyl cyanide in a surprisingly high yield of at least 90%.

METHODS FOR SYNTHESIS OF 2-AMINO-4, 6-DIMETHOXIBENZAMIDE AND OTHER BENZAMIDE COMPOUNDS

1. Способ получения, по меньшей мере, одногогде способ включает:(i) сочетание, по меньшей мере, одногос, по меньшей мере, одним галогенирующим агентом для получения, по меньшей мере, одного(ii) сочетание, по меньшей мере, одного соединения III с, по меньшей мере, одним цианирующим агентом для получения, по меньшей мере, одногои;(iii) сочетание, по меньшей мере, одного соединения IV с, по меньшей мере, одним гидратирующим агентом и/или, по меньшей мере, одним гидратирующим катализатором для получения, по меньшей мере, одного соединения I,где каждый из Rи Rнезависимо представляет собой водород, C-Cалкил, гидрокси или C-Cалкокси;где каждый из R, Rи Rнезависимо представляет собой водород, C-Cалкил или C-Cалкокси;где каждый из Rи Rнезависимо представляет собой водород, C-Cалкил, защитную группу или направляющую группу;где X представляет собой молекулу галогена или галогеноподобную молекулу;где, по меньшей мере, один из Rи Rпредставляет собой водород; ипри условии, что в соединении II Rпредставляет собой защитную группу или направляющую группу, и или(1) перед началом стадии (ii), по меньшей мере, одно соединение III сочетают с, по меньшей мере, одним агентом для снятия защитной группы так, чтобы защитная группа или направляющая группа, представленная R, была заменена водородом или C-Cалкилом, или(2) перед началом стадии (iii), по меньшей мере, одно соединение IV сочетают с, по меньшей мере, одним агентом для снятия защитной группы так, чтобы защитная группа или направляющая группа, представленная R, была заменена водородом или C-Cалкилом.2. Способ получения, по меньшей мере, одного,где способ включает:(i) сочетание, по меньшей мере, одногос, по меньшей мере, одним галогенирующим агентом для получения, по меньшей мере, одного(ii) сочетание, РОССИЙСКАЯ ФЕДЕРАЦИЯ (19) RU (11) (51) МПК C07C 231/06 (13) 2015 118 164 A (2006.01) ФЕДЕРАЛЬНАЯ СЛУЖБА ПО ИНТЕЛЛЕКТУАЛЬНОЙ СОБСТВЕННОСТИ (12) ЗАЯВКА НА ИЗОБРЕТЕНИЕ (21)(22) Заявка: 2015118164, 09.10.2013 (71) Заявитель(и): АЛЬБЕМАРЛ ...

Method for the hydrocyanation of unsaturated nitriles to dinitrile

Method of obtaining dinitriles

FIELD: chemistry. SUBSTANCE: invention pertains to methods (alternatives) of obtaining dinitrile compounds through hydrocyanation of unsaturated mononitrile compounds in the presence of a catalyst system, consisting of an organometallic complex, made from a metal and a mixture of organophosphorous ligands, containing at least one monodentante compound of organophosphite and at least, one organophosphorous bidentante compound, chosen from a group, consisting of organophosphite, organophosphinite, organophosphine, and possibly a promoter. The essence of the invention lies in that, in the method, there is control of the concentration unsaturated nitriles in the reaction medium after the hydrocyanation reaction for obtaining a mass concentration of unsaturated nitriles lower than 20% in the given medium. The given medium is passed to the decantation stage on two phases, the upper and the lower. These two phases are separated. The lower phase at least partially, is recirculated on the stated hydrocyanation stage, while the upper phase, through liquid phase extraction, is divided into an organometallic complex and organophosphorous compounds, present in the given upper phase of the dinitriles. EFFECT: methods allow for separation and extraction of a catalyst and a product with minimum loss of compounds. 28 cl, 2 ex ÐÎÑÑÈÉÑÊÀß ÔÅÄÅÐÀÖÈß RU (19) (11) 2 326 863 (13) C2 (51) ÌÏÊ C07C 253/10 C07C 253/34 (2006.01) (2006.01) ÔÅÄÅÐÀËÜÍÀß ÑËÓÆÁÀ ÏÎ ÈÍÒÅËËÅÊÒÓÀËÜÍÎÉ ÑÎÁÑÒÂÅÍÍÎÑÒÈ, ÏÀÒÅÍÒÀÌ È ÒÎÂÀÐÍÛÌ ÇÍÀÊÀÌ (12) ÎÏÈÑÀÍÈÅ ÈÇÎÁÐÅÒÅÍÈß Ê ÏÀÒÅÍÒÓ (21), (22) Çà âêà: 2005138499/04, 07.05.2004 (30) Êîíâåíöèîííûé ïðèîðèòåò: 12.05.2003 FR 0305672 (73) Ïàòåíòîîáëàäàòåëü(è): ÐÎÄÈÀ ÏÎËÈÀÌÈÄ ÈÍÒÅÐÌÅÄÈÝÉÒÑ (FR) (43) Äàòà ïóáëèêàöèè çà âêè: 10.08.2006 R U (24) Äàòà íà÷àëà îòñ÷åòà ñðîêà äåéñòâè ïàòåíòà: 07.05.2004 (72) Àâòîð(û): ÐÎÇÜÅ Ñåñèëü (FR), ËÅÊÎÍÒ Ôèëèïï (FR), ÁÓÐÆÓÀ Äàìüåí (FR) (45) Îïóáëèêîâàíî: 20.06.2008 Áþë. ¹ 17 2 3 2 6 8 6 3 (56) Ñïèñîê äîêóìåíòîâ, öèòèðîâàííûõ â îò÷åòå î ïîèñêå: US ...

DEVICE AND METHOD FOR CONTINUOUS PRODUCTION OF ETHYLENE CYANHYDRINE

1. Способ непрерывного получения этиленциангидрина из этиленоксида и синильной кислоты, отличающийся тем, что эдукты в водном растворе непрерывно подают в реактор, превращение происходит через колонну реактора при давлении 11-25 бар и температуре 101-110°С и значение pH повышают путем добавления раствора едкого натра. ! 2. Способ по п.1, отличающийся тем, что непревращенные эдукты удаляют из процесса с помощью отгонки и снова добавляют непосредственно в способ. ! 3. Способ по п.1, отличающийся тем, что работают при давлении 12-14 бар. ! 4. Способ по п.1, отличающийся тем, что работают при температуре 107°С. ! 5. Устройство для непрерывного получения этиленциангидрина по п.1, отличающееся тем, что в закрытой системе реакторов эдукты подают в реактор, чья рабочая температура находится между 101 и 110°С, не превращенные эдукты удаляют через верхнюю часть колонны, собирают в резервуар для дистиллята и затем снова добавляют в реактор, исходный продукт отгоняют в нижнюю часть колонны и подают на следующую стадию дистилляции для очищения. ! 6. Устройство для непрерывного получения этиленциангидрина по п.5, отличающийся тем, что температура верхней части колонны находится между 85-95°С при давлении 900-1000 мбар. ! 7. Устройство для непрерывного получения этиленциангидрина по п.5, отличающееся тем, исходный продукт на дополнительно подключенной следующей стадии дистилляции освобождают от низкокипящих и высококипящих соединений. !8. Применение этиленцианангидрина, полученного способом по п.1, в качестве полупродукта в фармацевтической и косметической промышленности. РОССИЙСКАЯ ФЕДЕРАЦИЯ (19) RU (11) 2009 100 623 (13) A (51) МПК C07C 253/16 (2006.01) ФЕДЕРАЛЬНАЯ СЛУЖБА ПО ИНТЕЛЛЕКТУАЛЬНОЙ СОБСТВЕННОСТИ, ПАТЕНТАМ И ТОВАРНЫМ ЗНАКАМ (12) ЗАЯВКА НА ИЗОБРЕТЕНИЕ (21), (22) Заявка: 2009100623/04, 14.03.2007 (71) Заявитель(и): Эвоник Рем ГмбХ (DE) (30) Конвенционный приоритет: 14.06.2006 DE 102006028036.9 (85) Дата перевода заявки PCT на национальную фазу: 14.01.2009 (87) Публикация ...

Method for producing and separating dinitrile compounds

METHOD FOR PRODUCING COMPOUNDS CONTAINING NITRILE GROUPS

1. Способ получения соединений, содержащих по меньшей мере одну нитрильную группу, путем гидроцианирования органического соединения, содержащего по меньшей мере одну несопряженную ненасыщенную связь и имеющего от 2 до 20 атомов углерода, реакцией с цианистоводородной кислотой в присутствии каталитической системы, содержащей комплекс никеля в состоянии нулевой степени окисления, с по меньшей мере одним фосфорорганическим лигандом, выбранным из группы, содержащей органофосфиты, органофосфониты, органофосфиниты и органофосфины, и сокатализатором, отличающийся тем, что сокатализатор состоит из смеси по меньшей мере двух кислот Льюиса, из которых по меньшей мере одна является металлоорганическим соединением, отвечающим общей формуле I:[(R)-(X)-]M-(O)-M[-(X)-(R)],в которой М, M, одинаковые или разные, означают элемент, выбранный из группы, содержащей следующие элементы: В, Si, Ge, Sn, Pb, Mo, Ni, Fe, W, Cr, Zn, Al, Cd, Ga, In,R, R, одинаковые или разные, означают алифатический радикал или радикал, содержащий ароматический или циклоалифатический цикл, замещенный или нет, который может быть соединен мостиковой связью или нет, или галогенидный радикал,причемХ означает атом кислорода, азота, серы или кремния,у, z, p являются целыми числами, одинаковыми или разными, равными 0 или 1,n, n, означают целые числа, равные валентности элементов М, Mминус 1,a, aозначают целые числа, одинаковые или разные, равные валентности элемента Х минус 1, если y, z равны 1, или равные 1, если у, z равны 0.2. Способ по п.1, отличающийся тем, что R, R, одинаковые или разные, означают ароматический, алифатический, циклоалифатический радикал, замещенный или нет, который может быть соединен мостиковой РОССИЙСКАЯ ФЕДЕРАЦИЯ (19) RU (11) (51) МПК C07C 253/10 (13) 2011 135 754 A (2006.01) ФЕДЕРАЛЬНАЯ СЛУЖБА ПО ИНТЕЛЛЕКТУАЛЬНОЙ СОБСТВЕННОСТИ (12) ЗАЯВКА НА ИЗОБРЕТЕНИЕ (21)(22) Заявка: 2011135754/04, 18.01.2010 (71) Заявитель(и): РОДИА ОПЕРАСЬОН (FR) Приоритет(ы): (30) Конвенционный приоритет: (72) Автор(ы ...

Method of producing nitrile compounds from ethylenically unsaturated compounds

FIELD: chemistry. SUBSTANCE: invention relates to a method for hydrocyanation of ethylenically unsaturated organic compounds containing at least one nitrile group, and can be used in chemical industry. The disclosed method includes performing hydrocyanation by reaction in a liquid medium with hydrocyanic acid in the presence of a catalyst containing a transition metal and an organophosphorus ligand of formula or where R 7 is a divalent radical of general formula (III), and R 9 and R 10 denote an aliphatic radical containing 1-6 carbon atoms, R 1 , R 2 , R 3 , R 4 denote a hydrogen atom, an alkyl radical having 1-12 carbon atoms, which may contain heteroatoms; an aromatic or cycloaliphatic radical which may contain heteroatoms; a carbonyl, alkoxycarbonyl or alkoxy radical; a halogen atom, a nitrile group or a haloalkyl group containing 1-12 carbon atoms, X denotes fluorine or bromine. EFFECT: novel efficient hydrocyanation method which also enables isomerisation of the obtained product. 15 cl, 14 ex, 3 tbl РОССИЙСКАЯ ФЕДЕРАЦИЯ (19) RU (11) (13) 2 530 019 C2 (51) МПК C07C 253/10 (2006.01) C07C 255/01 (2006.01) ФЕДЕРАЛЬНАЯ СЛУЖБА ПО ИНТЕЛЛЕКТУАЛЬНОЙ СОБСТВЕННОСТИ (12) ОПИСАНИЕ (21)(22) Заявка: ИЗОБРЕТЕНИЯ К ПАТЕНТУ 2012101236/04, 07.06.2010 (24) Дата начала отсчета срока действия патента: 07.06.2010 Приоритет(ы): (30) Конвенционный приоритет: (72) Автор(ы): МАСТРОЯННИ Серджо (FR), ПРИНГЛ Пол (GB), ГАРЛАНД Майкл (GB), ХОУПВЕЛЛ Джонатан (GB) (43) Дата публикации заявки: 27.07.2013 Бюл. № 21 R U (73) Патентообладатель(и): ИНВИСТА Текнолоджиз С.а.р.л. (CH) 16.06.2009 FR 0954015 (45) Опубликовано: 10.10.2014 Бюл. № 28 2 5 3 0 0 1 9 (56) Список документов, цитированных в отчете о поиске: (см. прод.) (85) Дата начала рассмотрения заявки PCT на национальной фазе: 16.01.2012 (86) Заявка PCT: EP 2010/057922 (07.06.2010) (87) Публикация заявки PCT: 2 5 3 0 0 1 9 R U C 2 C 2 WO 2010/145960 (23.12.2010) Адрес для переписки: 121069, Москва, Хлебный переулок, д. 19 Б, пом. 1, ООО " ...

Preparation method of 4-trifluoromethyl benzonitrile

本发明公开了一种4‑三氟甲基苯甲腈的制备方法，属于化工合成技术领域。本发明为了提高4‑三氟甲基苯甲腈收率，降低其生产成本，提供了一种4‑三氟甲基苯甲腈的制备方法，包括：以4‑三氟甲基氯苯为原料，亚铁氰化钾为氰化剂，在醋酸钯及4,5‑双二苯基膦‑9,9‑二甲基氧杂蒽存在下，反应制得4‑三氟甲基苯甲腈。本发明方法以廉价易得的4,5‑双二苯基膦‑9,9‑二甲基氧杂蒽为配体，催化剂用量小，通过对反应条件的优化，可使4‑三氟甲基苯甲腈收率达90％以上，在工业级上更容易使用且具有经济性，有利于实现其工业化生产。