СПОСОБ СОВМЕСТНОГО ПОЛУЧЕНИЯ ПОЛИХИНОНОВ И ЭТИЛЕНБИСФЕНОЛА

Настоящее изобретение относится к способу получения полихинона и этиленбисфенола общей формулы (3), являющегося эффективным антиоксидантом для синтетических каучуков, полиолефинов и масел. Способ включает окисление мономеров: гидрохинона, и/или бензохинона, и/или хингидрона, и/или пирокатехина, дегидрирующим агентом, в качестве которого используют пространственно замещенный стильбенхинон общей формулы (2); и процесс ведут при температуре 100-200°С, в присутствии воды в нейтральной среде, или кислой среде, или щелочной среде в смеси с углеводородным растворителем, в котором растворены дегидрирующий агент и исходный мономер,,где R- трет-бутил. Предлагаемый способ позволяет получить полихинон с высоким выходом при высокой конверсии пространственно замещенного стильбенхинона и использовании упрощенной технологии. 1 з.п. ф-лы, 1 табл., 14 пр.

ПРОИЗВОДНЫЕ (S)-ЭНАНТИОМЕРА 2-БРОМ-5-(2-ХЛОР-4-ТРИФТОРМЕТИЛФЕНОКСИ)БЕНЗОАТА, ОБЛАДАЮЩИЕ ГЕРБИЦИДНОЙ АКТИВНОСТЬЮ

Использование: в качестве вещества, обладающего гербицидной активностью. Сущность изобретения: продукт ф-лы: 2-Cl-4CF3-C6H3-O-4-Br-3-(COOCH(CH3)COOR)C6H3 где R-метил или этил в виде (S)-изомера. Реагент 1: алкил(S)-лактат. Реагент 2: 2-бром-5-(2-хлор-4-трифторметилфенокси)бензоилхлорид. 3 табл.

ХИНОНОВЫЕ ПРОИЗВОДНЫЕ И ИХ ФАРМАКОЛОГИЧЕСКИ ПРИЕМЛЕМЫЕ СОЛИ

Использование: в гетероциклической химии, в частности в способе получения производных хинона терапевтических агентов для лечения болезней печени. Сущность изобретения: продукт производные хинона ф-лы I: A-CH(двойная связь) CCR′-C(O)-R2 или их фармацевтически приемлемые соли, где A группа ф-лы II R3 и R4 равные или разные, метокси-или этоксигруппа: R5 метил или группа ф-лы III: где R3 R4 R5 - см. выше, X, Y равные или разные, гидроксил или группа: -(OCH2)n-OR6 при n=0 или 1; R6 низший алкил; R′ C9H19 пентил, бензил, циклогексилметил, фенил или одна из групп CH2-(CH2-CH2 -CH2) CN или -(CH2)2-S-CH3 2-метилентиенил: R2 группа OR8 при R8 водород или алкил. Выход 90% Реагент 1: кетон ф-лы CR′ при R2 группа OR8 и R8 низший алкил. Реагент 2: гидроокись натрия. 4 табл.

СПОСОБ ПОЛУЧЕНИЯ 4-МЕТИЛ-2'-ЦИАНОБИФЕНИЛА

Изобретение касается способа получения 4-метил-2-циано-бифенила формулы (I) , заключающегося в том, что подвергают взаимодействию, в присутствии соли марганца (II) , галогенбезонитрил общей формулы , где Hal - атом галогена, с металлоорганическим соединением общей формулы , где X - атом галогена , с последующим гидролизом полученного комплекса, приводящим к образованию требуемого соединения. 6 з.п. ф-лы, 3 табл.

Мета-феноксибензиловые или @ -циано-мета-феноксибензиловые сложные эфиры 2-галоидалкил (окси-,тио-,сульфинил-или сульфонил) фенилалкановых кислот,проявляющие инсектицидную,иксодицидную активность

Метафеноксибензиловые или А -циано-метафеноксибензйловые сложные эфирЫ 2-галоидалкил(окси-, тио-, сульфинил или.сульфонил )фенилалкановых кислот общей формулы RpFjJC, - СО- о- . где RjCFj X- Y и Z находятся в метанли в пара-положении по отношению к углеродному атому, к которому прияреплена группа сложного эфира алкановой кислоты; X - О, S, SO или У и Z - по отдельности И, С1, F, Вг, NO, СН шш R - И, F, С1, CHFj или R - УОШ, н-пропил, изопропил, изопропьнил или трег-бутил;, R - Н, CN илн-С СН; R4 - И, F, С1, СН юш O€fl|. их оптические изомеры прт услов1т, что У -и Z - водород, RJ -| Н нли F;.X - О или S; : В 2 -пропил или изопропил, проявляю щие инсектшшдную и иксодщидную актнв (Л ; кость. Приоритет по признакам: 01.10.76 при X-S илих О; R - Н шга F; § R - этил, пропил или изопропкл; R - Н, ; CN или CyCHf RA - Н, F, Ct, СИ- или :OCHj. 11.07.77 при , SO или X Z и Y-H, ОТ, F, Br, NOj, ND ЭО , 01, F, CHF ШШ CFjj зтип, пропид , изопропил, трег-бутил или изопропе1аш; Rg-H. CN или -CsCK; H,F,C1 ...

Способ получения производных амина

Инсектоакарицидное средство

Инсектицидное средство

Способ получения производных 2,4-диамино-5-бензил пиримидина

Способ получения 1-(2-циано-5-метилфенокси)-2-окси-3-алкиламинопропанов

Способ получения производных пиретроида

Изобретение относится к эфирам карбоновых кислот, в частности к получению производных пиретроида. Цель - упрощение процесса и расширение ассортимента целевых продуктов. Получение ведут реакцией карбоновой кислоты с органическим или неорганическим основанием в среде водного и/или органического растворителя. Полученную соль подвергают взаимодействию с хлороформиатом общей ф-лы C1-COO-CH(R 1)-R 2, где R 1 и R 2 указано выше, в среде водного и/или органического растворителя и полученный смешанный ангидрид подвергают декарболксилированию в присутствии пиридина при 50-70°С.

Способ получения оптически активного или рацемического 1-(2-циано-5-метилфенокси)-2-окси-3-алкиламинопропана

Способ получения замещенных ацетонитрилов

... wx:oE 1М)/вЧЕМйЯ ЗАМЕЩЕННЫХ АЦЕТШйТРИЛОб общей формулы ifi|--tH-t H .::::-:::где R -войород, фенил; f( - незамещенный или замещенный одинаковыми или различными радикалами, такими как фтор, хлор, метил., оке и-, цианогруппами , фенил, нафтил, пиридил , тиенил, фи условии, если R - фенил, то RI не может быть нафтил- или пиридияостаток . взаимодействием хлорциана с 3 5 10кратнын избытком соответствующего уг- |Леводорода в газовой фаэе при повышен fwoft температуре с последующими охлаждением реакционной массы, разделением .вод«ого и органического слоев и выде яeн re« целевого продукта из органи«4ee4«jro c/iOR перегонкой, о тпи ч ай ift и и с я тем, что, с целью устра: нения сажеобразных продуктов, исход-; ные peariBHTb в гцюцесс подают раздепь .«, предварительно подогретыми До 550-600 0, и процесс ведут при 620- д .

Инсектицидное средство

Способ борьбы с нежелательными растениями

ANTIARRYTHMISCHE DERIVATE 2.

ALPHA-(5-ARYLOXY-NAPHTHALIN-1-YL-OXY)-PROPIONSAEURE-DERIVATE.

INSEKTIZIDE UND AKARIZIDE MITTEL

Verfahren zur Herstellung von Cyansubstituierten Enolethern

OPTISCH AKTIVE FLUESSIGKRISTALLVERBINDUNGEN MIT EINER CYANOGRUPPE.

Verfahren zur Herstellung von 2-(6'-Methoxynaphth-2'-yl)-propionsaeure,entsprechenden 5'-Halogenverbindungen und Zwischenprodukten

FLUESSIGKRISTALLINE ISONITRILE

4-Cyano-4'-hydroxy-bi:phenyl preparation in high yield

Preparation of 4'-hydroxy-biphenyl-4-carbonitrile of formula (I) involves: (i) acetylating 4-hydroxybiphenyl with trichloroacetyl chloride in presence of anhydrous aluminium chloride to give 4-(trichloroacetyl)-4'-hydroxy-biphenyl of formula (II); (ii) reacting (II) with ammonia to give 4'-hydroxy-biphenyl-4-carboxamide of formula (III); and (iii) reacting (III) with a dehydrating agent to give (I).

ACETONITRILE, VERFAHREN ZU IHRER HERSTELLUNG, DIESE ENTHALTENDE DIELEKTRIKA UND ELEKTROOPTISCHES ANZEIGEELEMENT

(OMEGA)-CYAN-1,(OMEGA)-DIPHENYL-AZAALKAN-DERIVATE, IHRE HERSTELLUNG UND DIESE ENTHALTENDE ARZNEIMITTEL

PROCESS FOR THE PREPARATION OF DERIVATIVES OF RESORCIN, AND THE USE OF CERTAIN DERIVATIVES OF RESORCIN AS PERFUMES

MIKROBIOCIDE MITTEL

POLYHALOGENATED AROMATIC COMPOUNDS

ASYMMETRISCHE SYNTHESE VON ALPHA-SUBSTITUIERTEN ALPHA-CYANOMETHYLALKOHOLEN.

VERFAHREN ZUR HERSTELLUNG VON P-HYDROXYBENZYLCYANID

VERFAHREN ZUR HERSTELLUNG VON ESTERN VON M-PHENOXYBENZYLALKOHOL UND SEINER ALPHA-CYANO- UND ALPHA-AETHINYLDERIVATE MIT CARBONSAEUREN

4-ACETOXY-ALKYLBENZYLIDENMALONSAEUREDINITRILE, VERFAHREN ZU IHRER HERSTELLUNG UND SIE ENTHALTENDE FUNGIZIDE MITTEL

VERFAHREN ZUR HERSTELLUNG VON 2,4DIAMINO-5-BENZYL-PYRIMIDINEN

Verfahren zur Herstellung von Organomagnesiumverbindungen

New compounds and methods of making same

The invention comprises compounds of the general formula where R1 is an alkyl group of 1-9 carbon atoms and R2 is a hydroxyalkyl, haloalkyl, cyanoalkyl, alkoxyalkyl, hydroxyalkoxyalkyl, carbalkoxy alkyl, aryl or substituted aryl group or a monovalent heterocyclic radical. A large number of groups which R2 may represent are specified, and the heterocyclic groups specified in this connection include furyl, thienyl, pyrryl, indolyl, oxazolyl, pyridyl and quinolyl. The invention comprises also compounds in which the radical R2 is replaced by a bridging group, e.g. -CH2 CH2- or -CH2C6H4CH2-, many other bridging groups being specified. In this case the products are of the general formula R3 being the bridging group. The products may be prepared by condensing an appropriate 2-alkoxy -1- naphthaldehyde with an appropriate a -cyanoacetic acid ester in the presence of a basic catalyst, e.g. piperidine, preferably in a solvent at 75-150 DEG C. Such of the products ...

Preparation of dicyanobenzenes by ammonoxidation

3,4,5-TRIETHOXYBENZYL PROPIONITRILES AND ACRYLONITRILES

PROCESS FOR THE MANUFACTURE OF P-HYDROXYBENZYL COMPOUNDS

... 1366467 p-Hydroxybenzyl compounds CIBAGEIGY AG 7 April 1972 [8 April 1971] 16238/72 Headings C2C and C2P Compounds of the general Formula I in which R 1 and R 2 independently represent alkyl or cycloalkyl; X and Y independently represent -COOR 3 , COSR 3 , -COHNR 3 , -CON(R 4 ) 2 , -COR 5 , -SO 2 R 5 or -CN; R 3 represents alkyl, cycloalkyl, alkenyl, aralkyl, aryl, alkylthioalkyl or alkoxyalkyl; each R 4 represents alkyl, cycloalkyl or aralkyl; R 5 represents alkyl, cycloalkyl, aralkyl or aryl and Z is hydrogen alkyl, aralkyl, aryl or the group are produced by reacting 1 or 2 mols of a compound of Formula II in which R 6 and R 7 are alkyl groups or together complete a saturated 5- or 6-membered ring, with 1 mol of a compound of Formula III in the presence of a base. Many of the compounds of Formula I are claimed per se.

METHOXY-BRIDGED LIQUID CRYSTAL COMPOUNDS

HERBICIDE COMPOSITION

Racemization of D and L-alpha-Methyl-alpha-Acylamino-beta-(3,4-Disubstituted Phenyl)Propionitriles

... 1,189,596. Racemilation of D or L--methyla-acylamino-#-(3,4-desubstituted phenyl) propionitriles. MERCK & CO. Inc. 13 Feb., 1968, No. 6923/68. Addition to 1,130,542. Heading C2C. A D- or L-propionitrile of the formula where each R 1 is a hydrogen atom or an alkyl C 2-5 or alkanoyl C 2-6 radical except that not more than one R 1 may represent a hydrogen atom and R 2 is an alkyl C 1-5 radical, is racemized by contacting with at least 0À01 mole of a base per mole of propionitrile, the base being capable of removing the hydrogen atom from the amide nitrogen atom, with the proviso that if dimethylsulphoxide is used as a solvent the base is not a cyanide. Examples of suitable bases are the hydroxides, carbonates, cyanides, hydrides or phenoxides of alkali or alkanine earth metals or quaternary ammonium cations. A solvent may be used but must be free of free hydroxy groups. Reference has been directed by the Comptroller to Specification 1,062,334.

Process for the Preparation of Hydroxybenzonitriles

... 1,199,743. Preparation of hydroxybenzonitriles. MAY & BAKER Ltd. 18 Sept., 1968 [21 Sept., 1967], No. 43107/67. Heading C2C. 4-Hydroxybenzonitriles and salts thereof of the general formula wherein X and Y which may be the same or different, each represents a H, Cl, Br, or I atom, and Z represents a H, Na, K, or Li atom, are prepared by the demethylation of a 4-methoxybenzonitrile of the general formula wherein X and Y are as defined above, by reaction with an alkali metal compound of the formula MA, wherein M represents a Na or K atom and A represents a cyano group, or M represents a Li atom and A represents a chlorine atom, at a temperature of at least 170‹ C. in a reaction medium consisting of at least one compound of the general formula RR 1 -NCO-R 2 in which R is an alkyl radical of 1-4 carbon atoms, and R 1 , R 2 which may be the same or different, each represents an alkyl group of 1-4 carbon atoms, or together represent an alkylene group containing 2-3 carbon atoms which may be substituted ...

Liquid crystalline esters

Glass-like liquid crystalline esters have the general formula I R<1>=CnH2n+1 or OCnH2n+1 (n=H2); R<2>=R<1>, (CH2)mCN (m=0-4), NO2, Br, H or R<3> and R<4>=H, CnH2n+1, OCnH2n+1, NO2 or CN; or R<2> and R<3> together =OCH2O; or B=as A or X=CO, C(R<5>)=N-OOC (R<5>=CnH2n+1, n=0-4) or COY (Y=Z<1) in which Z<1> and Z<2>= O, S, NR<5>, CHR<5>, CO, CH=CH or -N-CR<5>- and n=0-10 or Z<2>=a single bond or OOC).

INTERMEDIATES USEFUL IN THE PREPARATION OF PESTICIDAL CYCLOPROPANE CARBOXYLIC ACID ESTERS

Benzyl alcohol derivatives useful in the preparation of pesticidal esters

New intermediates of formula wherein X represents hydrogen, halogeno or an alkyl group and Z represents hydrogen, an alkyl group or a cyano or ethynyl group which are useful in the preparation of the corresponding pesticidal esters.

PROCESS FOR THE PREPARATION OF CYCLOPROPANE CARBOXYLATE

Preparation of dicyanobenzenes by ammoxidation

Improvements relating to pesticides

Pesticidal compounds have the formula: wherein D represents hydrogen or a cyano group X represents chlorine or bromine A represents an alkyl group n is 0 or an integer of 1-4 and RCOO is the residue of an acid RCOOH whose ???-cyano-3-phenoxybenzyl ester has pesticidal properties. They are prepared by esterification methods.

3-Aryl-3-Aryloxypropylamines

Antidepressant 3-aryl-3- aryloxypropylamines of formula where Ar is phenyl optionally substituted by specified substituents, R<1>, R<2> and R<4> are hydrogen and lower alkyl and R<3> is hydrogen, lower alkyl or benzyl are prepared by a novel process which involves reacting an anion of an alcohol of formula Ar. CH(OH) . CHR<1>R<2>. NR<3>R<4> with a trifluoromethyl substituted fluorobenzene.

Formyl ether derivatives

This invention is directed to novel ether compounds of formula (I) (I) which are of value in medicine in the palliation of haemoglobinopathies, in particular sickle-cell anemia, and also in the palliation of pulmonary dyefunction, protection from the effects of hypoxia and the radio-sensitization of tumours. The invention is also directed to methods for the preparation of the ether compounds, to pharmaceutical formulations containing them, the preparation of such formulations and the use of the compounds in human medicine. Also provided by the invention are intermediates of value in the preparation of the ether compounds, by the methods described, and the preparation of the intermediates.

PROCESS FOR PRODUCING ESTERS OF 3,5-DIBROMO-4-HYDROXYBENZONITRILE

Cyanophenols

... 2-Cyanophenol is manufactured by: (1) reacting a substituted butadiene of formula (I) with a 2-haloacrylonitrile of formula (II> wherein R in formula (I) is a leaving group; (2) hydrolysing the cyclohexene product thus formed to give the 3-hydroxy-4-halo-4- cyanocyclohexene; (3) oxidising the hydroxy product obtained from step 2 above to the corresponding 6-halo-6- cyanocyclohex-2-en-1-one; and (4) treating the 6-halo-6-cyanocyclohex-2-en-1-one product from step 3 above with a base to give the desired 2-cyanophenol.

PROCESS FOR THE PREPARATION OF AROMATIC NITRILE ETHERS

... 1308845 Substituted aromatic nitriles RHONE-POULENC SA 19 Aug 1971 [19 Aug 1970] 39002/71 Heading C2C Aromatic nitriles nuclearly substituted by an ether group of the formula in which R1 is a straight or branched alkyl group of 1 to 6 carbon atoms or a cycloalkyl group of 5 to 6 carbon atoms in the ring are prepared by ammoxidation, in a liquid phase at a temperature of between 120‹ and 220‹ C. in the presence of manganese bromide as catalyst, of an alkyl aromatic compound of the formula in which R is a straight or branched alkyl group of 1 to 4 carbon atoms.

PROCESS FOR VAPOUR PHASE AMMOXIDATION

... 1424297 Preparation of nitrite SUN VENTURES Inc 3 May 1974 [4 May 1973] 19476/74 Heading C2C In the vapour phase ammoxidation of alkylsubstituted organic compounds the yield of nitrile product is improved by incorporating CO with the reactant stream.

Racemization of compounds containing an asymmetric quaternary carbon atom

Compounds having a quaternary asymmetric carbon atom bonded to a nitrile group and to a carboxylic acylamino group containing no base-sensitive substituents are racemized by treatment with at least 0.01 mole, per mole of said compound, of a base capable of removing the hydrogen atom from the amide nitrogen atom. The compounds may be prepared by reacting together the appropriate a -amino-nitrile and the acid anhydride, the former reactant being obtained by reacting the appropriate ketone with ammonium cyanide.

Process for the preparation of l-(-)-ª‡-methyl-ª‰-(3,4-dihydroxy-phenyl)-alanine

L - (-) - a - Methyl - b - (3,4 - dihydroxyphenyl)-alanine is prepared by reacting 3,4-dimethoxyphenyl-acetone or a bisulphite adduct thereof with an alkali metal cyanide and D-(-)-a -methylbenzylamine to give L-(-)-threo - a - (3,4 - dimethoxybenzyl) - a - (N - a -methylbenzylamino)-propionitrile which is partially hydrolysed with concentrated sulphuric acid to give L-(-)-threo-a -methyl-b -(3,4-dimethoxyphenyl - 6 - sulphonic acid) - a - (N - a - methylbenzyl) -alaninamide, followed, in any desired order, by removal of the a -methylbenzyl radical by catalytic hydrogenation, demethylation by hydrolysis, removal of the sulphonic acid group by hydrolysis, and conversion of the amide group into a free carboxylic acid group by hydrolysis. The L - (-) - threo - a - methyl - b - (3,4 - dimethoxyphenyl - 6 - sulphonic acid) - a - (N - a - methylbenzyl) -alaninamide may be converted into L - (-) - a - methyl - b - (3,4 - dimethoxyphenyl - 6 - sulphonic acid) - alaninamide by catalytic hydrogenation ...

Substituted cyanoacetic esters

Novel compounds of formula in which n is 0, 1 or 2, R2 is a C1- 5 alkyl radical, or an aryl-substituted C1- 5 alkyl radical, R3 i acetyl or formyl, and each of R4 and R5 is a hydrogen atom, a C1- 5 alkyl radical, or an aryl-substituted C1- 5 alkyl radical or OR4 and OR5 are ortho to each other and R4 and R5 together represent a methylene group, are prepared by condensing an appropriately substituted benzyl bromide or chloride with an a -acylaminocyanoacetic acid ester in the presence of sodium hydride. The substituted benzyl halide is made by reducing the corresponding benzaldehyde by direct addition of hydrogen in an inert solvent in the presence of a platinum catalyst, and reacting the benzyl alcohol obtained with a 50% mixture of ether and concentrated hydrobromic or hydrochloric acid at room temperature for three hours. The a -acetamido- or a -formamidocyanoacetic acid esters may be obtained by reacting a cyanoacetate with sodium nitrite and glacial acetic acid in ...

OLEFINE DERIVATIVES

3 4 5-TRIMETHOXY-BENZONITRILE

MANUFACTURE AND USE OF -CYANOCINNAMALDEHYDE DERIVATIVES

OPTICALLY ACTIVE ISOVALERATES HAVING INSECTICIDAL AND ACARICIDAL ACTIVITY

Process for performing nucleophilic substitution reactions

The invention relates to a process for nucleophilic substitution reactions. According to the invention the reaction is carried out in a heterogeneous system, consisting of a solid and a dissolved reactant, one or several organic solvents, one or several linear polyether derivatives, and/or amino compounds and water. The volume of the water is preferably at the most 100% of the volume of the organic solvent and more preferably 5%. According to the invention the anhydrous reaction medium which is difficult to ensure, is not necessary and the use of the expensive and in industrial scales unavailable crown ethers is eliminated.

CYCLOPROPANECARBOXYLATES PROCESSES FOR PRODUCING THEM AND COMPOSITIONS CONTAINING THEM

... 1467579 Cyclopropane carboxylates SUMITOMO CHEMICAL CO Ltd 10 Oct 1975 [24 Oct 1974] 41676/75 Heading C2C The invention comprises compounds of the formula where R 1 is H, -CN or -C#CH and X is Cl, Br or F. The compounds may be prepared by reacting a compound of the formula where R 2 is hydroxy, arylsulphozy or halogen with a compound of the formula or a reactive derivative thereof, if necessary, in the presence of a suitable solvent, a reaction auxiliary and a catalyst.

2-CYANO-2-(3-PHENOXYPHENYL)PROPIONIC AND ACETIC ACID DERIVATIVES

Calcilytic compounds

Calcilytic compounds.

Conversion of pyrethroid isomers to more active species.

PESTICIDAL COMPOUNDS

Glucocorticoid receptor modulators.

The present invention provides non-steroidal compounds of formula (I) which are selective modulators (i.e. agonists and antagonists) of a steroid receptor, specifically, the glucocorticoid receptor. The present invention also provides pharmaceutical compositions containing these compounds and methods for using these compounds to treat animals requiring glucocorticoid receptor agonist or antagonist therapy. Glucocorticoid receptor modulators are useful to treat diseases, such as obesity, diabetes, inflammation and others as described below. The present invention also provides intermediates and processes for the preparing these compounds.

Therapeutic compounds with hydroxamic acid derivatives.

The present invention is concerned with novel hydroxamic acids of formula (1)and their use in medical therapy, particularly in the prophlaxis or treatment of clinical conditions for which an inhibitor of the loxygenase or cyclooxygenase mediated arachidonic acid metabolic pathway is indicated. The invention also relates to pharmaceutical formulations and processes for the preparation of compounds according to the invention.

Pesticidal compounds.

... 3-substituted 2,6,7-trioxabicyclo[2,2,2]-octanes, also substituted in the 1 and 4 position and optionally substituted in the 5 position are valuable pesticides, particularly insecticides and acaracides. Various methods of preparation are disclosed including condensation of an ortho-carboxylate with an appropriately substituted 2-hyrdoxymethyl-propane-1,3-diol.

Glucocorticoid receptor modulators

Calcilytic compounds.

Novel calcilytic compounds are provided.

Therapeutic c compounds

Pharmaceutical compounds, their preparation, use and intermediaries and their preparation.

New derivatives of the carboxylic acid cyclopropane, their preparation, their application to the fight against the parasites and the compositions containing them.

Derived propargyloxybenzyenes their fungicidal preparations the container.

HERBICIDAL COMPOSITIONS CONTAINING 3,5-DIHALO-4-HYDROXY-BENZONITRILES

Glucocorticoid receptor modulators.

Method of preparation of derived esters of cyclopropane-carboxylic acids.

Method of preparation of derived esters of acids cyclopropane-carboxylic.

New pesticides.

Process for the preparation of optically-active cyanomethyl esters.

Esters of substituted carboxylic a-cyané alcohol acids cyclopropane, their method of preparation, the pesticides compositions containing them and their applications in the fight against the acarina.

Il-8 receptor antagonists

Esters of substituted acetic acid optically active and substituted benzylic alcohol racemic or optically credit, endowed with insecticidal properties, their method of preparation and compositions insecticidal containing them.

New esters of related acids cyclopropanecarboxylic to the acid pyrethric, their method of preparation and their application to the fight against the parasites.

Esters alpha-phényl. Alpha-cyclopropyl-acetic, their preparation and their uses.

Substituted ethers diphenylic and their application like weedkillers.

New esters ß- (B-naphtyl) - isovaleric, their preparation and their application to the fight against the parasites.

New weedkillers compositions containing derived from benzonitrile.

New subtitués derivatives phenoxybenzyloxycarbonylic, their method of preparation and their application like insecticides and acaricides.

3,3,3',3'-TETRAMETHYL-1,1'-SPIROBIINDANE-BASED MONOPHOSPHINE LIGAND, INTERMEDATES TEHREOF, PREPARATION METHOD AND USE OF THE SAME

Provided are a 3,3,3′,3′-tetramethyl-1,1′-spirobiindane-based monophosphine ligand and intermediates thereof, and preparation methods and uses of the same. The monophosphine ligand is a compound represented by formula I or formula I′, or an enantiomer, a raceme or a diastereoisomer thereof, including phosphonite ligands, phosphite ligands, phosphoramidite ester ligands, phosphoric acid and phosphonic amide. The monophosphine ligand is prepared with a known 3,3,3′,3′-tetramethyl-1,1′-spirobiindane-7,7′-diol derivative as a raw material through a scheme in which the compound presented by formula II acts as an intermediate. The present disclosure provides a novel monophosphine ligand, which can be used as a ligand in a metal-catalysed organic reactions or in directly catalyzing an organic reaction, especially as a chiral monophosphine ligand widely used in many chiral catalytic reactions such as asymmetric addition, asymmetric hydrogenation, asymmetric coupling, and asymmetric allyl alkylation, having economic practicality and industrial application prospects. 910.-. (canceled) The invention relates to the technical field of organic chemistry, and relates to a novel 3,3,3′,3′-tetramethyl-1,1′-spirobiindane-based monophosphine ligand, intermediates thereof, and a preparation method and a use of the same. Such a monophosphine ligand can be used in a metal-catalysed coupling reaction or an asymmetric reaction, or in directly catalyzing an organic reaction.Asymmetric catalytic synthesis is one of the most intensive research areas in modern synthetic chemistry. This technique uses the most direct and effective chemical method for obtaining chiral molecules. It has advantages such as chiral proliferation, high enantio-selectivity, economy, and ease industrialization. It is challenging in the field of synthetic chemistry to perform efficient and highly selective asymmetric catalytic reactions, and the pivotal scientific issue thereof is to develop or discover new and ...

BISPHOSPHITE MIXTURE AND USE THEREOF AS A CATALYST MIXTURE IN HYDROFORMYLATION

The invention relates to a mixture of bisphosphites, to a process for preparation thereof, and to the reaction thereof with metals to give mixtures comprising complexes of the constitutionally isomeric bisphosphites and the metal, and to the use thereof as a catalytically active composition in hydroformylation reactions, and also to the hydroformylation reaction itself. 2. The mixture according to claim 1 , wherein the content of compound (Ia) a ranges from 99.5 to 0.5% by mass claim 1 , and the content of compound (IIa) ranges from 0.5 to 99.5% by mass.5. The mixture according to claim 4 , which additionally comprises at least one compound (Ia) or (IIa) not bonded to M.6. The mixture according to claim 4 , where M is Rh.7. The mixture according to claim 1 , where R1 is —Me claim 1 , and R3 is not —Me.8. The mixture according to claim 1 , where R2 is —Me claim 1 , and R4 is not —Me.9. The mixture according to claim 1 , where R1 and R2 are each —Me.10. The mixture according to claim 1 , where R1 is -tBu claim 1 , and R3 is not -tBu.11. The mixture according to claim 1 , where R2 is —OMe claim 1 , and R4 is not —OMe.12. A composition comprising:{'claim-ref': {'@idref': 'CLM-00001', 'claim 1'}, 'a mixture according to ,'}a further component selected from the group consisting of: bases, organic amines, epoxides, buffer solutions, and ion exchangers.13. The composition according to claim 12 , wherein the organic amine has at least one 2 claim 12 ,2 claim 12 ,6 claim 12 ,6-tetramethylpiperidine unit.15. The process according to claim 14 , further comprising:e) reaction with M to give (Ib) and (IIb), where M is selected from the group consisting of Fe, Ru, Os, Co, Rh, Ir, Ni, Pd, and Pt.16. A process for hydroformylating unsaturated compounds and mixtures thereof comprising contacting:{'claim-ref': {'@idref': 'CLM-00012', 'claim 12'}, 'a composition according to , and'}a gas mixture comprising carbon monoxide and hydrogen.17. The process according to claim 16 , wherein the ...

ASYMMETRICAL BISPHOSPHITE

An unsymmetric bisphosphite of the formula (1) 2. A process for preparing a compound according to claim 1 , comprising:i) oxidatively coupling 2,4-dimethylphenol to obtain 3,3′,5,5′-tetramethyl-2,2′-dihydroxybiphenyl;ii) oxidatively coupling 3-tert-butyl-4-hydroxyanisole to obtain 5,5′-dimethoxy-3,3′-di-tert-butyl-2,2′-dihydroxybiphenyl;{'sub': '3', 'iii) reacting 3,3′,5,5′-tetramethyl-2,2′-dihydroxybiphenyl from i) with PClto obtain a phosphorochloridite derivative under inert gas atmosphere;'}iv) reacting at least 2 equivalents of the phosphorochloridite derivative from iii) with 1 equivalent of the 5,5′-dimethoxy-3,3′-di-tert-butyl-2,2′-dihydroxybiphenyl from ii) under inert gas atmosphere.3. The process according to claim 2 ,wherein a solvent mixture is employed in the reacting iv).4. The process according to claim 3 , wherein the solvent mixture which is employed in the reacting iv) is selected from the group consisting of organic nitrogen compounds claim 3 , organic esters claim 3 , and aromatics.5. The process according to claim 4 ,wherein the organic nitrogen compound is a compound selected from the group consisting of nitriles, amines, amides.6. The process according to claim 2 ,additionally comprising v), removing the compound (1) in solid form and suspending and/or recrystallizing the compound (1) in an aprotic solvent mixture.9. The compound according to claim 8 , wherein M is Rh.10. A mixture comprising a compound of formula (2) and/or (3) claim 8 ,wherein the mixture additionally comprises a compound of formula (1) not bonded to M.11. A composition comprising a mixture according to claim 10 ,including, in addition to the mixture, a further component selected from the group consisting of bases, organic amines, buffer solutions, epoxides, and ion exchangers.12. The composition according to claim 11 , wherein the organic amine has an 2 claim 11 ,2 claim 11 ,6 claim 11 ,6-tetramethylpiperidine unit.13. The composition according to claim 11 , wherein the ...

HYDROFORMYLATION CATALYST, COMPOSITION INCLUDING HYDROFORMYLATION CATALYST, AND METHOD OF PREPARING ALDEHYDE USING HYDROFORMYLATION CATALYST (As Amended)

A hydroformylation catalyst having excellent catalytic activity and stability, a composition including the hydroformylation catalyst, and a method of preparing an aldehyde using the hydroformylation catalyst, wherein, when hydroformylation of an olefin compound is performed in the presence of the hydroformylation catalyst to prepare an aldehyde, the normal/iso (n/i) ratio of the prepared aldehyde is lowered, and synthesis gas yield is increased. 2. The hydroformylation catalyst according to claim 1 , wherein a concentration of the transition metal compound represented by Formula 2 is 0.003 to 0.05 mole based on 1 mole of the phosphite ligand represented by Formula 1.3. The hydroformylation catalyst according to claim 1 , wherein the transition metal compound represented by Formula 2 is one or more selected from the group consisting of dicobalt octacarbonyl [Co(CO)] claim 1 , (acetylacetonato)dicarbonylrhodium [Rh(AcAc)(CO)] claim 1 , (acetylacetonato)carbonyl(triphenylphosphine)rhodium [Rh(AcAc)(CO)(TPP)] claim 1 , hydridocarbonyltris(triphenylphosphine)rhodium [HRh(CO)(TPP)] claim 1 , (acetylacetonato)dicarbonyliridium [Ir(AcAc)(CO)] claim 1 , and hydridocarbonyltris(triphenylphosphine)iridium [HIr(CO)(TPP)].4. The hydroformylation catalyst according to claim 1 , wherein the hydroformylation catalyst catalyzes hydroformylation of propylene to butyraldehyde.5. The hydroformylation catalyst according to claim 4 , wherein a molar ratio of n-butyraldehyde to isobutyraldehyde in the butyraldehyde prepared by catalysis of the hydroformylation catalyst is 2 or less.7. The hydroformylation catalyst composition according to claim 6 , wherein the solvent is one or more selected from the group consisting of propyl aldehyde claim 6 , butyraldehyde claim 6 , pentyl aldehyde claim 6 , valeraldehyde claim 6 , acetone claim 6 , methyl ethyl ketone claim 6 , methyl isobutyl ketone claim 6 , acetophenone claim 6 , cyclohexanone claim 6 , ethanol claim 6 , pentanol claim 6 , octanol ...

一种手性配体金属络合物催化体系及制法和应用

一种手性膦配体金属络合物催化体系，由配体与金属Rh、Ru、Ir、Pt或Pd形成的络合物或配体与相应金属前体按1～2摩尔比组成；该催化体系中的膦配体是以D－型甘露醇或L－型甘露醇为手性源经过反应合成一种高效的手性亚磷酸酯配体。本手性膦配体与铑金属化合物形成的催化剂参与的不对称氢化反应条件温和，可以在室温下反应；氢气的压力适用范围广，从常压到高压均不影响催化剂的活性，立体选择性，反应时间为1～24小时，配体与金属铑化合物的摩尔比为1∶1～2∶1，反应底物与催化剂的比为100～10,000。

Patent FR2383147B2

Process for preparing cyanophenols

Patent FR2348901B1

Patent FR2421876B1

PROCESS FOR THE PREPARATION OF CYCLOPROPANE CARBOXYLIC ACID ESTER DERIVATIVES

PROCEDE POUR PREPARER UN MELANGE 1:1 D'ISOMERES 1R CIS S ET 1S CIS R SENSIBLEMENT EXEMPT D'ISOMERES 1S CIS S ET 1R CIS R D'UN COMPOSE DE FORMULE: (CF DESSIN DANS BOPI) DANS LAQUELLE R ET R SONT CHOISIS INDEPENDAMMENT PARMI LE CHLORE, LE BROME ET LE GROUPE METHYLE SELON LEQUEL ON DISSOUT UN MELANGE D'ISOMERES 1S CIS S ET 1R CIS R DU COMPOSE DE FORMULE I, ISOLEMENT OU EN PRESENCE D'ISOMERES 1R CIS S ET 1S CIS R, DANS UNE BASE AMINEE ORGANIQUE CONTENANT DE 5 A 7 ATOMES DE CARBONE ET QUI EST UNE AMINE SECONDAIRE CONTENANT DEUX GROUPES ALCOYLE RAMIFIE OU UNE AMINE TERTIAIRE, ON FAIT CRISTALLISER A PARTIR DE LA SOLUTION RESULTANTE D'ISOMERES CIS DE FORMULE I DANS LA BASE AMINEE ORGANIQUE UN MELANGE 1:1 DES ISOMERES 1R CIS S ET 1S CIS R SENSIBLEMENT EXEMPT D'ISOMERES 1S CIS S ET 1R CIS R. PROCESS FOR PREPARING A 1: 1 MIXTURE OF 1R CIS S AND 1S CIS R ISOMERS SENSITIVELY FREE OF 1S CIS S AND 1R CIS R ISOMERS OF A COMPOUND OF FORMULA: (CF DRAWING IN BOPI) IN WHICH R AND R ARE CHOSEN INDEPENDENTLY AMONG CHLORINE, BROMINE AND METHYL GROUP ACCORDING TO WHICH A MIXTURE OF 1S CIS S AND 1R CIS R ISOMERS OF THE COMPOUND OF FORMULA I, ISOLATION OR IN THE PRESENCE OF 1R CIS S AND 1S CIS R ISOMERS, IS DISSOLVED, IN A ORGANIC AMINE BASE CONTAINING FROM 5 TO 7 CARBON ATOMS AND WHICH IS A SECONDARY AMINE CONTAINING TWO RAMIFIED ALCOHYL GROUPS OR ONE TERTIARY AMINE, WE CRYSTALLIZE FROM THE RESULTING SOLUTION OF CIS ISOMERS OF FORMULA I IN THE ORGANIC AMANGE BASE A MELANGE 1: 1 OF THE 1R CIS S AND 1S CIS R ISOMERS SENSITIVELY FREE FROM 1S CIS S AND 1R CIS R ISOMERS.

PROCESS FOR THE PREPARATION OF ESTER DERIVATIVES OF CYCLOPROPANE-CARBOXYLIC ACIDS

PROCESS FOR TRANSFORMATION OF AN OPTICALLY ACTIVE SECONDARY ALPHA-CYANE CHIRAL ACID ESTER INTO A RACEMIC ALPHA-CYAN SECONDARY ALCOHOL CHIRAL ACID ESTER

Racemisation of ester of chiral acid - and alpha-cyano-(3)-phenoxybenzyl alcohol, includes treatment of esters with basic agent and gives insecticidal prod.

Conversion of an ester of a chiral acid (I) and an optically active alpha-cyano-3-pheroxy-benzyl alcohol (II) having R or racemic R,S configuration or of a non-equimolecular mixt. of the ester of (I) with R configuration (II) and the ester of (I) with S configuration (II) (called "ester (R+S)") to give an ester of the chiral acid (I) with (II) having S configuration. Process is characterised in that the starting esters are treated with a basic agent chosen from ammonia, prim, sec or tert. amines, quat. ammonium derivs, basic ion-exchange resins, high mol. wt. liq. amines and strong bases, which are used in catalytic amts., in a solvent (mixt.) in which the ester of (I) with S configuration (II) is insoluble and the ester for (I) with R configuration (II) is soluble and then isolating the ester of (I) with S configuration (II). Esters of alpha-cyano-3-pheroxy-benzyl alcohol having S configuration and having R configuration with 2,2-dimethyl-3R-(2,2-dichlorovinyl)- cyclopropane-IR-caroxylic acid are new. prods. are useful as Insecticides active against aphids, larvae of lepidoptera, coleoptera, flies, mosquitos etc. The esters of 2,2-dimethyl-3R-(2,2-dihalovinyl)-cyclopropene-IR-carboxylic with S configuration (II) have superior activity to those with R configuration (II).

Method of producing esters from cis- or trans-cyclopropancarboxylic acids and racemic alpha-cyano-3-phenoxy-benzyl alcohol

A process for the preparation of an ester of chiral (A) acid with a racemic (R,S) alpha -cyano-3-phenoxybenzyl alcohol (B) by reacting an ester of chiral (A) acid with alpha -cyano-3-phenoxybenzyl alcohol of the formula <IMAGE> B in its optically active (R) form or (S) form or a mixture of esters of said (R) alcohol and (S) alcohol in non-equimolecular proportions with a base selected from the group consisting of ammonia, primary, secondary and tertiary amines, quaternary ammonium compounds, liquid amines of high molecular weight and a catalytic amount of a strong base in at least one solvent for the starting esters and in which the ester of racemic alcohol is soluble and recovering from the resulting solution the ester of chiral (A) acid with racemic (R,S) alcohol.

BISULFIC COMBINATION OF METAPHENOXY BENZALDEHYDE, METHOD OF PREPARATION AND APPLICATION TO THE PREPARATION OF A-CYANO 3-PHENOXY BENZYL ALCOHOL

L'invention a pour objet la combinaison bisulfitique du métaphénoxy benzaldéhydé, un procédé de préparation de ce composé et son application à la préparation de l'alcool alpha -cyano 3-phénoxy benzylique, alcool dont les esters d'acides cyclopropane carboxyliques à chaîne dihalogéno vinylique possèdent de remarquables propriétés insecticides. The subject of the invention is the bisulfite combination of metaphenoxy benzaldehyde, a process for the preparation of this compound and its application to the preparation of alpha -cyano 3-phenoxy benzyl alcohol, an alcohol of which the esters of cyclopropane carboxylic acids with a dihalogen chain. vinyl have remarkable insecticidal properties.

Patent FR2362829B1

Patent DE3115881C2

Method of producing crystalline equimolecular mixture of pair of enanthiomers of (s)-alpha-cyano-(3-phenoxy0benzyl)-1r-cis-3(2,2-dichlorvinyl)-2,2-dimethylcyclopropanecarboxylate and (r)-alpha-cyano-(3-phenoxybenzyl)-1s-cis-3-(2,2-dichlorvinyl)-2,2-dimethylcyclopropanecarboxylate

This invention relates to the preparation of cyclopropane carboxylic acid ester derivatives, which are useful as pesticides. There is provided a process for preparing a mixture of cis-isomers of a compound of formula <IMAGE> (I) wherein R1 and R2 are independently selected from chlorine, bromine and methyl, consisting predominantly of the 1R cis S- and 1S cis R- isomers, which process comprises dissolving a mixture of 1S cis S- and 1R cis R- isomers of the compound of formula I, alone or in the presence of 1R cis S- and 1S cis R-isomers, in an organic amine base containing from 5 to 7 carbon atoms and being a secondary amine containing two branched alkyl groups or a tertiary amine, crystallizing out from a resulting solution of cis- isomers of formula I in the organic amine base a 1:1 mixture of the 1R cis S- and 1S cis R- isomers, and evaporating off the organic amine base. The process of the invention yields a product which may contain up to twice as much of the most active isomer of the compound of formula I as a racemic mixture of all four cis-isomers, and is a readily effected process which does not involve any sterospecific synthesis or optical resolution steps.

PROCESS FOR THE PREPARATION OF CYANO SUBSTITUTE ESTERS USED AS AN INSECTICIDE IN AGRICULTURE AND HORTICULTURE

La présente invention concerne un procédé de préparation de certains esters à substituant cyano, par exemple le (1R,3S)-3 - (2,2 - dichlorovinyl) - 2,2 - diméthylcyclopropane - carboxylate de (S)-alpha-cyano-3-phénoxybenzyle. Elle concerne également une composition insecticide contenant un composé obtenu par ce procédé. Application à la lutte contre des insectes et d'autres parasites invertébrés dans les cultures. The present invention relates to a process for the preparation of certain cyano-substituted esters, for example (1R, 3S) -3 - (2,2 - dichlorovinyl) - 2,2 - dimethylcyclopropane - carboxylate of (S) -alpha-cyano-. 3-phenoxybenzyl. It also relates to an insecticidal composition containing a compound obtained by this process. Application to the control of insects and other invertebrate parasites in crops.

PROCESS FOR THE PREPARATION OF FOREIGN DERIVATIVES OF CYCLOPROPANCARBOXYLIC ACIDS

METHOD OF TRANSFORMING AN ESTER OF A KIRAL ACID WITH AN ALFA-CYANCED, OPTICALLY ACTIVE ALCOHOL TO AN ESTER OF A KIRAL ACID OF A SECOND ALFA-CYANCED ALCOHOL IN RACEMATIC FORM

New herbicides

Patent FR2481275B1

Racemisation of cyclopropane carboxylic ester(s) - with alpha cyano 3-phenoxy benzyl alcohol(s), by treatment with an amine

Esters of a chiral aid (I) with an (R), (S), or a non-equimolar mixture of (R) and (S), alcohol of formula (II) are converted to esters of (I) with racemic, (R,S) alcohol (II) by the action of a primary amine, quaternary ammonium or high molecular weight amine, in a solvent in which the starting materials and the product are soluble, and isolating the ester of the racemic alcohol (R,S) (II). The Parent Patent covers the same process but in which the catalyst for the racemisation is ammonia, a sec. or tert. amine or strong base.

Process for preparing cyclopropane carboxylic acid ester derivatives

Process for the preparation of α-cyano-3-phenoxy-benzyl alcohol

PROCESS FOR THE PREPARATION OF ESTERS DERIVATIVES OF CYCLOPROPANE CARBOXYLIC ACIDS

PROCEDE POUR PREPARER UN MELANGE D'ISOMERES CIS D'UN COMPOSE DE FORMULE: (CF DESSIN DANS BOPI) DANS LAQUELLE R ET R SONT CHOISIS INDEPENDAMMENT PARMI LE CHLORE, LE BROME ET LE GROUPE METHYLE, CONSTITUE PRINCIPALEMENT DES ISOMERES 1R CIS S ET 1S CIS R, SELON LEQUEL ON DISSOUT UN MELANGE D'ISOMERES 1S CIS S ET 1R CIS R DU COMPOSE DE FORMULE I, ISOLEMENT OU EN PRESENCE D'ISOMERES 1R CIS S ET 1S CIS R, DANS UNE BASE AMINEE ORGANIQUE CONTENANT DE 5 A 7 ATOMES DE CARBONE ET QUI EST UNE AMINE SECONDAIRE CONTENANT DEUX GROUPES ALCOYLE RAMIFIE OU UNE AMINE TERTIAIRE, ON FAIT CRISTALLISER A PARTIR D'UNE SOLUTION RESULTANTE D'ISOMERES CIS DE FORMULE I DANS LA BASE AMINEE ORGANIQUE UN MELANGE 1:1 DES ISOMERES 1R CIS R ET 1S CIS R ET ON ELIMINE PAR EVAPORATION LA BASE AMINEE ORGANIQUE. PROCESS FOR PREPARING A MIXTURE OF CIS ISOMERS FROM A COMPOUND OF FORMULA: (CF DRAWING IN BOPI) IN WHICH R AND R ARE CHOSEN INDEPENDENTLY FROM CHLORINE, BROMINE AND METHYL GROUP, MAINLY CONSTITUTING 1R CIS S AND 1S ISOMERS CIS R, ACCORDING TO WHICH A MIXTURE OF 1S CIS S AND 1R CIS R ISOMERS OF THE COMPOUND OF FORMULA I IS DISSOLVED, ISOLATION OR IN THE PRESENCE OF 1R CIS S AND 1S CIS R ISOMERS, IN AN ORGANIC AMINE BASE CONTAINING 5 TO 7 CARBON ATOMES AND WHICH IS A SECONDARY AMINE CONTAINING TWO BRANCHED ALCOHYL GROUPS OR A TERTIARY AMINE, A 1: 1 MIXTURE OF THE 1R CIS ISOMERS IS CRYSTALLIZED FROM A SOLUTION OF CIS ISOMERS OF FORMULA I IN THE ORGANIC AMINE BASE R AND 1S CIS R AND THE ORGANIC AMINO BASE IS ELIMINATED BY EVAPORATION.

PROCEDURE FOR PREPARING CYCLOPROPANCARBOXYL ACID ESTER DERIVATIVES

3-CHLOROSTYRYL-2,2-DIMETHYL-CYCLOPROPANCARBONIC ACID (4-FLUORO-3-PHENOXY-ALPHA-CYANO-BENZYL) -ESTER, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS EECTOPARASITICIDES

Patent JPH0215532B2

Process for the preparation of certain pairs of enantiomers of &cyano-3-phenoxy-4-fluorobenzyl permethrate

Process for the preparation of specific enantiomer pairs of permethrin alpha-cyano-3-phenoxy-4-fluorobenzyl ester

Die vorliegende Erfindung betrifft ein Verfahren zur Herstellung bestimmter Enantiomerenpaare von Permethrinsäure- a-cyano-3-phenoxy-4-fluor-benzylester ausgehend vom Gemisch aller sterischen und optischen Isomeren. The present invention relates to a process for the preparation of certain enantiomer pairs of permethric acid a-cyano-3-phenoxy-4-fluoro-benzyl ester starting from the mixture of all steric and optical isomers. Es wurde gefunden, daß man ein Gemisch aller 8 Stereoisomeren der Verbindung Permethrinsäure-a-cyano-3-phe- noxy-4-fluor-benzylester in die Enantiomerenpaare b) 1 R-3R-aS + 1R-3S-αR und d) 1R-3S-αS + 1S-3R-αR dadurch überführen kann, daß man dieses Gemisch aller Stereoisomeren in einem Alkanol mit 2-4 C-Atomen löst, als Base ein sekundäres oder tertiäres Amin mit jeweils 2-6 C-Atomen je Alkylteil zusetzt und aus der erhaltenen Lösung das Gemisch der Enantiomerenpaare b und d auskristallisiert. It was found that a mixture of all 8 stereoisomers of the compound permethric acid-a-cyano-3-phenoxy-4-fluoro-benzyl ester in the enantiomeric pairs b) 1 R-3R-aS + 1R-3S-αR and d) 1R-3S-αS + 1S-3R-αR can be converted by dissolving this mixture of all stereoisomers in an alkanol with 2-4 C atoms, as a base a secondary or tertiary amine, each with 2-6 C atoms per alkyl part is added and the mixture of the enantiomeric pairs b and d crystallizes out of the solution obtained.

PROCESS OF PREPARATION OF A MIXTURE OF ISOMERS, MIXTURE OF ISOMERS, PESTICIDE COMPOSITION AND METHOD FOR COMBATING PEST IN A PLACE

Method of producing crystalline equimolecular mixture of pair of enantiomers of (s)-alpha-cyano-(3-phenoxybenzyl)-1r-cis-3-(2,2-dichlorethenyl)-2,2-dimethylcyclopropancarboxylate and (r)-alpha-cyano-(3-phenoxybenzyl)-1s-cis-3-(2,2-dichlorethenyl)-2,2-dimethylcyclopropancarboxilate

Patent FR2325634B1

Novel racemization process

A process for the preparation of an ester of chiral (A) acid with a racemic (R,S) alpha -cyano-3-phenoxybenzyl alcohol (B) by reacting an ester of chiral (A) acid with alpha -cyano-3-phenoxybenzyl alcohol of the formula < IMAGE > B in its optically active (R) form or (S) form or a mixture of esters of said (R) alcohol and (S) alcohol in non-equimolecular proportions with a base selected from the group consisting of ammonia, primary, secondary and tertiary amines, quaternary ammonium compounds, liquid amines of high molecular weight and a catalytic amount of a strong base in at least one solvent for the starting esters and in which the ester of racemic alcohol is soluble and recovering from the resulting solution the ester of chiral (A) acid with racemic (R,S) alcohol.

NEW ESTERS.

3-(3,4,5-Trimethoxyphenyl) propionitrile - with antimicrobial activity

3-(3,4,5-Trimethoxyphenyl)propionitrile (I) is a new cpd. with antifungal and antibacterial activity. It can be used as a medicament, an industrial chemical, and an inter. for other medicaments. (I) is pref. prepd. by diazotising 3,4,5-trimethoxyaniline, reacting the prodt. with acrylonitrile in the presence of a cuprous or cupric halide to give the corresp. 3-(3,4,5-trimethoxyphenyl)-2-halopropionitrile, and subjecting this to reductive dehalogenation.

Transformation of alpha cyano secondary ester(s) of chiral acid - from the R form to the S form by treatment with base

Esters of chiral acid (A) and optically active (R) or racemic (R,S) forms of the alcohol (B) or a non-equimolar mix of the (R) ester and the (S) ester are transformed into esters of chiral acid (A) and optically active (S) alcohol (B), by treatment with diisopropylamine, piperidine, ephedrine, triethylene diamine, K tert butylate, Na isopropylate, these last two being used in catalytic quantities, in the presence of a solvent in which the (S) ester is insoluble and the (R) ester is soluble. The parent patent described the same process but in less detail. A typical transformation was that of (R,S) alpha-cyano-3-phenoxybenzyl 2,2-dimethyl 3R-(2'2'-dibromovinyl cyclopropane-1R-carboxylate into the (S) alpha-cyano-3-phenoxybenzyl ester. This was effected by dissolving 10 g of the starting material in 25 ml isopropanol, adding 0.8 g diisopropylamine, stirring for 6 hours at 20 degrees C, then 2 hours at 0 degree C, and filtering off the precipitate of (S) isomer, weighing 8.04 g.

Spiro-(2,4)-heptene carboxylic acid ester - with alpha-cyano-phenoxy-benzyl alcohol, useful insecticide and acaricide

The spiro 2,4 heptene ester of formula (I) is new: Also new is the intermediate of formula (II): (I) is a pesticide active against acarids and esp. insects, which are parasitic on plants or animals. They are pref. used in conjunction with the usual pyrethrin synergists. In an example, (II) was reacted with oxalyl chloride then the resulting acid chloride condensed with alpha-cyano-3-phenoxybenzyl alcohol.

Fluorophosphate-Containing Catalysts for Hydroforming Methods

1. Фторфосфитное соединение структурной формулы (I): ! ! в которой ! каждый из Ar1 и Ar2 независимо выбран из арильных групп, которые являются замещенными или незамещенными и которые содержат от 4 до 30 атомов углерода; ! каждый из R1-R6 независимо выбран из H и алкил, циклоалкильных и арильных групп, которые являются замещенными или незамещенными и которые содержат от 1 до 40 атомов углерода; и ! X представляет собой ! (i) химическую связь непосредственно между кольцевыми атомами углерода каждой из ароматических групп за исключением того, когда каждый из R1-R4 представляет собой метил, ! (ii) гетероатом, выбранный из O, Si и N, или ! (iii) группу с формулой ! ! в которой каждый из R13 и R14 независимо выбран из атома водорода и алкила или арила, содержащих от 1 до 10 атомов углерода. ! 2. Соединение по п.1, в котором каждый из Ar1 и Ar2 независимо выбран из арильных групп со структурными формулами (II)-(IV): ! ! в которых ! R7 и R8 независимо выбраны из алкила, алкокси, галогена, циклоалкокси, формила, алканоила, циклоалкила, арила, арилокси, ароила, карбоксила, карбоксилатных солей, алкоксикарбонила, алканоилокси, циано, сульфоновой кислоты и сульфонатных солей; ! m равно целому числу от 0 до 5; и ! n равно целому числу от 0 до 7. !3. Соединение по п.2, в котором R7 и R8 независимо выбраны из алкила, содержащего от 1 до 10 атомов углерода, и m и n независимо равны 0, 1 или 2. ! 4. Соединение по п.1 со структурной формулой (XI): ! ! в которой R15 выбран из атома водорода и алкила или арила, содержащих от 1 до 10 атомов углерода. ! 5. Соединение по п.1, которое имеет следующую структуру: ! ! 6. Соединение по п.1, которое имеет следующую структуру: ! ! 7. Каталитический раствор, содержащий: ! (a

PREPARATION PROCESS OF .alpha.-CYANO 3-PHENOXY BENZYLIC ALCOHOL

Procédé de préparation de l'alcool .alpha.-cyano 3-phénoxy benzylique, caractérisé en ce que l'on fait réagir, en présence d'un solvant ou d'un mélange de solvants, la combinaison bisulfitique du métaphénoxy benzaldéhyde de formule avec un composé générateur d'ions CN-. L'alcool ainsi obtenu sert d'intermédiaire dans la préparation des esters d'acides cyclopropane carboxyliques à chaîne dihalogéno vinylique d'une grande activité insecticide.

Patent JPS6360736B2

Process for the preparation of certain pairs of enantioners of alpha-cyano-3-phenoxy-4-fluorobenzyl permethrate

Die vorliegende Erfindung betrifft ein Verfahren zur Herstellung bestimmter Enantiomerenpaare von Permethrinsäure- a-cyano-3-phenoxy-4-fluor-benzylester ausgehend vom Gemisch aller sterischen und optischen Isomeren. Es wurde gefunden, daß man ein Gemisch aller 8 Stereoisomeren der Verbindung Permethrinsäure-a-cyano-3-phe- noxy-4-fluor-benzylester in die Enantiomerenpaare b) 1 R-3R-aS + 1R-3S-αR und d) 1R-3S-αS + 1S-3R-αR dadurch überführen kann, daß man dieses Gemisch aller Stereoisomeren in einem Alkanol mit 2-4 C-Atomen löst, als Base ein sekundäres oder tertiäres Amin mit jeweils 2-6 C-Atomen je Alkylteil zusetzt und aus der erhaltenen Lösung das Gemisch der Enantiomerenpaare b und d auskristallisiert.

Process for the manufacture of iodine substituted benzonitriles with a linkage of the phenol ether type

275,213. Chemische Fabrik auf Actien, vorm. E. Schering. Aug. 2, 1926, [Convention date]. Iodo derivatives of cyanophenolethers having the constitution R-O-R<1>-CN, in which R and R<1> represent iodo-substituted aryl residues, are prepared by condensing iodophenolethers with metallic salts of iodo-oxybenzonitriles or metallic salts of iodophenolethers with iodobenzonitriles. The iodobenzonitrile mav be replaced by an iodonitrobenzene, and the condensation product then reduced and treated after diazotization with copper cyanide. The condensation is effected by heating to, say, 210-240‹ C. in the presence of copper as catalyst. The products are useful as intermediates for the manufacture of pharmaceutical preparations. Examples are given of the preparation of 4-(4<1>-methoxy-3<1>-iodophenoxy)- 3 : 5-diiodo-1-cyanobenzene by condensing 2: 4- diiodoanisol with the potassium salt of 3: 5- diiodo-4-oxybenzonitrile and by condensing the potassium salt of o-iodomethylether of hydroquinone with 3: 4: 5-triiodo-1-benzonitrile. The Specification as open to inspection under Sect. 91 (3) (a) is not restricted to copper as catalyst, and states that the iodo-oxybenzonitrile may be replaced by an iodonitro-oxybenzene and the condensation product then converted in known manner into the final product. This subject-matter does not appear in the Specification as accepted. o-Iodohydroguinone monomethylether is prepared from o-iodo-p-amino-anisol by replacement of the amino group by the hydroxyl group. 3 : 4 : 5-Triiodo-1-benzonitrile is obtained by diazotizing 3:4: 5-triiodo-aniline and substituting the cyano group for the diazo group in known manner.

2-METHYL-3-BUTENENITRILE ISOMERIZATION PROCESS

Novel racemization process

A process for the preparation of an ester of chiral (A) acid with a racemic (R,S) α-cyano-3-phenoxybenzyl alcohol (B) by reacting an ester of chiral (A) acid with α-cyano-3-phenoxybenzyl alcohol of the formula ##STR1## in its optically active (R) form or (S) form or a mixture of esters of said (R) alcohol and (S) alcohol in non-equimolecular proportions with a base selected from the group consisting of ammonia, primary, secondary and tertiary amines, quaternary ammonium compounds, liquid amines of high molecular weight and a catalytic amount of a strong base in at least one solvent for the starting esters and in which the ester of racemic alcohol is soluble and recovering from the resulting solution the ester of chiral (A) acid with racemic (R,S) alcohol.

ESTERS OF CYCLOPROPANECARBOXYLIC ACIDS, THEIR PREPARATION PROCESS AND THEIR USE IN PARTICULAR AS INSECTICIDES

Process for the preparation of alpha -cyano-3-phenoxybenzyl alcohol

alpha -Cyano-3-phenoxybenzyl alcohol is prepared by reacting the bisulphite compound of formula: <IMAGE> in a solvent, with a compound which generates CN ions, for example hydrocyanic acid or the alkali metal, alkaline-earth metal or ammonium cyanides. The alcohol obtained can be used, especially, for preparing, with certain cyclopropanecarboxylic acids, esters possessing a high insecticidal activity. The bisulphite compound, which is prepared from meta-phenoxybenzaldehyde, has the advantage over the latter of being more stable and of being able to be purified by crystallisation in an organic solvent.

Esters

New Esters Abstract of the Disclosure 2,2-Dimethyl-4,5-benzospiro(2,4)heptane- and 2,2-dimethyl-4,5-benzospiro(2,4)-hepta-4,6-diene-1-carboxylates of the formula

PROCEDURE FOR PREPARING A MIXTURE OF ENANTIOMER COUPLE OF PERMETHRIC ACID-ALFA-CYANO-3-PHENOXY-4-FLUORO-BENZYL ESTER

Patent IN155978B

Process for preparing cyclopropane carboxylic acid ester derivatives

PROCESS FOR TRANSFORMATION OF AN OPTICALLY ACTIVE SECONDARY ALCOHOL CHIRAL ACID ESTER INTO ALPHA-CYANE SECONDARY ALCOHOL CHIRAL ACID ESTER

Process for preparing a mixture of enantiomeric pairs of permethric acid alpha-cyano-3-phenoxy-4-fluoro-benzyl ester

Alcohol-ether substituted tetrahalo benzonitriles

Covers compounds of the formula ##STR1## where R is selected from the group consisting of cyano, nitro and lower alkyl sulfone, X is halo, and R 1 is --CH 2 CH 2 O-- y where y is 1-3 or R 2 O where R 2 is a straight or branched chain alkylene radical containing 2-6 carbon atoms. Also covers a method of preparing said above compounds by reacting ##STR2## with OHR 1 H, where R, X, and R 1 have a significance as above for sufficient time to produce the desired compound. These alcohol-ether substituted aromatics have biological activity and are also useful as chemical intermediates.

Process for the preparation of certain pairs of enantiomers of 2-cyano-3-phenoxy-4-fluorobenzyl permethrate

一种制备主要含有二氯氟氰菊酯(α-氰基-3-苯氧基-4-氟苄基-α2，2-二甲基-3-二氯乙烯基环丙酸酯)的对映异构体b)1R-3R-αS+1S-3S-αR和d)1R-3S-αS+1S-3R-αR的混合物的方法。在含有溶解化合物二氯氟氰菊酯全部8个立体异构体的醇中(该醇具有2～4个碳原子)，加入一种每个烷基具有2～6个碳原子的仲烷基胺或叔烷基胺，令其结晶，从而使所需的对映异构体b)和d)的混合物从该溶液中结晶析出。

PROCEDURE FOR PREPARING CYCLOPROPANCARBOXYL ACID ESTER DERIVATIVES

Process for preparing cyclopropane carboxylic acid ester derivatives

Process for producing mixture of cristalline /1r,cys/-3-/z-2-chloro-3,3,3-trifluoro-prop-1-en-1-yl/-2,2-dimethyl-cyclopropane-carboxylic-acid-/s/-alpha-cyano-3-phenoxy-benzyl-ester and /1s,cys/-3-/z-2-khloro-3,3,3-triftoro-prop-1-en-1-yl/-2,2-dimethyl-cyclopropane-carboxylic acid-/r/-alpha-cyano-3-phenoxy-benzyl-ester

Patent JPS6213342B2

PROCESS FOR PREPARING 4-HYDROXY-3-METHOXY-PHENYLACETONITRILE

New esters of benzospiroalkanecarboxylic acids their manufacture and their use as pesticides

METHOD OF PREPARING ALPHA-CYAN-3-PHENOXYBENZYL ALCOHOL

FOERFARANDE FOER FRAMSTAELLNING AV CYKLOPROPAN-CARBONSYRAESTERDERIVAT

PROCEDURE FOR THE TRANSFORMATION OF A CHIRAL ACID ESTER WITH SECONDARY ALCOHOL IN ALPHA OPTICALLY ACTIVE IN A CHIRAL ACID ESTER WITH SECONDARY ALCOHOL IN CYANATE IN RACEMIC ALPHA

Resolving enantiomeric pairs of a permethrate

NEW ESTERS DERIVED FROM 4,5-BENZOSPIRO (2,4) HEPTANE-1-CARBOXYLIC ACIDS USEFUL IN THE CONTROL OF PARASITES

Isomerization of 2-methyl-3-butenenitrile to linear pentenenitriles

1,210,969. Isomerization of 2-methyl-3- butene nitrile to linear pentenenitriles. E.I. DU PONT DE NEMOURS & CO. 11 Nov., 1968 [26 Oct., 1967], No. 48417/68. Heading C2C. 2 - Methyl - 3 - butenenitrile is isomerized to linear pentenenitriles by contacting it with a catalyst comprising (a) a zero-valent nickel complex which is a nickel compound of the formula Ni(PXYZ) 4 where X is OR and Y and Z are OR or R, wherein R is an alkyl or aryl group having up to 18 carbon atoms and wherein any of X, Y and Z may be cojoined, and (b) an organoboron compound of the Formula B(R) 3 , wherein R is an alkyl or aryl group containing up to 18 carbon atoms, or a salt of a metal of atomic number 13, 21-32, 39-50 or 57-82, the molar ratio of (b) to (a) being from 1 : 20 to 50 : 1. The reaction may be effected batchwise or continuously at a temperature of 10-200‹ C., preferably under an inert, atmosphere, and an inert solvent may be present. Preferred catalysts are those wherein the nickel complex is (1) a preformed complex of the formula Ni(PXYZ) 4 where any two of X, Y and Z are alkylene or alkoxylene of up to 6 carbons, the third of X, Y and Z being as defined above; or (2) the product of reaction between an alkyl or aryl phosphite with an intermediate nickel compound of the formula Ni(A<SP>1</SP>)(A<SP>2</SP>)(A<SP>3</SP>)(A<SP>4</SP>), where A<SP>1</SP>-A<SP>4</SP> are the same or different neutral ligands and are each (a) carbon monoxide or (b) M(X<SP>1</SP>Y<SP>1</SP>Z<SP>1</SP>) wherein M is P, As or Sb n and X<SP>1</SP>, Y<SP>1</SP> and Z<SP>1</SP> are the same or different and are R 1 , NR 2 , Cl or F, R being alkyl or aryl of up to 18 carbon atoms, or A<SP>1</SP> and A<SP>2</SP> are, together, a single acrylonitrile molecule and A<SP>3</SP> and A<SP>4</SP> are together a single ...

Fluorophosphite containing catalysts for hydroformylation processes

Novel fluorophosphite compounds having the structure of general formula (I): where Ar 1 and Ar 2 are aryl groups containing 4 to 30 carbon atoms; R1 to R6 are H or alkyl or aryl hydrocarbon radicals containing 1 to 40 carbon atoms; and X is a connecting group or a simple chemical bond, were developed and found to be very active for hydroformylation processes for ethylenically unsaturated substrates. Catalyst solutions prepared from these compounds with a Rh metal show an unusual “ligand acceleration effect” for simple alkenes, i.e., the hydroformylation activity increases as the concentration of ligand increases, and are capable of producing linear or branched aldehydes under typical hydroformylation conditions.

1-cyano-3-phenyl propan-2-ol and esters and prepn - with hypnotic, sedative, anticonvulsant and analgesic activity

New esters

Insecticidal product and preparation thereof

INSECTICIDAL PRODUCT AND PREPARATION THEREOF ABSTRACT A process is described by which the pair of cyhalothrin isomers represented by (R)-?-cyano-3-phenoxybenzyl (lR,cis)-3-(Z-2-chloro-3,3,3-trifluoroprop-1-en-l-yl)-2,2-dimethylcyclopropane carboxylate and its enantiomer is converted by base catalysed epimerisation in solution into the insecticidally more useful isomer pair represented by (S)-?-cyano-3-phenoxybenzyl (lR,cis)-3-(Z-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylate and its enantiomer, which may then be caused to crystallise out from the solution.

Method for preparing a mixture of 1:1 1r cis- s- and 1s cis r- isomeric esters of cyclopropanecarbonic acid

Fluorphosphithaltige katalysatoren für hydroformylierungsverfahren

Processo per la preparazione di derivati esterei di acidi ciclopropancabossilici.

Processo per preparare derivati di esteri di acidi ciclopropancarbossilici.

カルボキシアミドエステル及びその製造法

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Carboxamidoesters

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Werkwijze ter bereiding van nieuwe carboxamido- esters.

Carboxamidoester

Carboxamidoesters

Production of carboxyamide ester

Verfahren zur Herstellung eines festen Diazoniumsalzes.

Procédé pour préparer des nitriles d'acides oxyaryl-carboxyliques

Co7c 121/66 co7c 120/10 co7c 120/12 a01n 9/20 a01n 9/24 c07c 103/10

Sels de diazonium solides et procédé de préparation de ces sels

Verfahren zur Herstellung eines festen Diazoniumsalzes.

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Werkwijze voor het isomeriseren van 2-methyl 3-buteennitrile tot lineaire penteennitrilen.

Katalytische Isomerisierung von 2-Methyl-3-buten-nitril zu linearen Pentennitrilen in Gegenwart bestimmter Metallsalz- und/oder Tri-(hydrocarbyl)-bor-Promotoren

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Process for preparing ester of mmphenoxybenzyl alcohol or alpha cyano and alphaaethynyl derivative thereof with carboxylic acid

Verfahren zur Herstellung von ª‰-Oxyphenylzimtsaeurenitrilen

Co7c 121/66 co7c 120/10 co7c 120/12 a01n 9/20 a01n 9/24 c07c 103/10

Verfahren zur Herstellung fester Diazoniumsalze