Containing -c(=x)-cn, Wherein X Is Chalcogen (e.g., Carbonyl Cyanides, Etc.) Patents (Class 562/869)
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Patent number: 8604234Abstract: The invention relates to a method for preparing acrolein from glycerol or glycerin, according to which dehydration of glycerol or glycerin is carried out in the presence of a catalyst which consists in at least one silica modified with zirconium dioxide, titanium dioxide or tungsten trioxide or any combination of these oxides, and a heteropolyacid. This method may be used for making 3-(methylthio)propionic aldehyde (MMP), 2-hydroxy-4-methylthiobutyronitrile (HMBTN), methionine or its analogs, from acrolein.Type: GrantFiled: December 21, 2010Date of Patent: December 10, 2013Assignees: Adisseo France S.A.S., Centre National de la Recherche Scientifique, Universite Lille 1-Sciences et TechnologiesInventors: Sebastien Paul, Benjamin Katryniok, Franck Dumeignil, Mickael Capron
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Patent number: 6329521Abstract: The present invention provides a process for preparing a compound of the general formula (I): wherein R1 to R5 are independently selected from hydrogen, halogen, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl or C1-6 alkoxy, all optionally substituted by one or more of halogen, hydroxy and aryl groups, as well as being independently selected from amino, mono- or disubstituted amino, alkenyloxy, acyl, acyloxy, cyano, nitro, aryl and alkylthio groups, which process comprises reacting a compound of the general formula (II): wherein R1 to R5 are as defined in formula (I), with aminoguanidine bicarbonate in a mixture of a water-soluble solvent and polyphosphoric acid.Type: GrantFiled: February 22, 2001Date of Patent: December 11, 2001Assignee: Chemagis, Ltd.Inventors: Vladimir Nadaka, Jael Lexmer, Joseph Kaspi
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Patent number: 6194612Abstract: This invention features a template for synthesizing combinatorial libraries, methods of synthesizing combiatorial libraries of chemical compounds utilizing the template, and combinatorial libraries of chemical compounds formed by the methods of this invention.Type: GrantFiled: April 7, 1998Date of Patent: February 27, 2001Assignees: The Scripps Research Institute, CombiChem, Inc.Inventors: Dale L. Boger, Soan Cheng, Peter L. Myers
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Patent number: 5994359Abstract: 2-Iminooxyphenylacetic acid derivatives ##STR1## where the substituents and the index have the following meanings: R.sup.1 is C(CO.sub.2 CH.sub.3).dbd.NOCH.sub.3 (Ia), C(CONHCH.sub.3).dbd.NOCH.sub.3 (Ib), C(CONH.sub.2).dbd.NOCH.sub.3 (Ic), C(CO.sub.2 CH.sub.3).dbd.CHOCH.sub.3 (Id) or C(CO.sub.2 CH.sub.3).dbd.CHCH.sub.3 (Ie);R.sup.2 is cyano, nitro, halogen, alkyl, haloalkyl or alkoxy;m is 0, 1 or 2;R.sup.3 is hydrogen, cyano, hydroxyl, halogen,alkyl, haloalkyl, alkoxyalkyl, alkoxy, haloalkoxy, alkylthio, cyclopropyl, alkenyl,unsubstituted or substituted aryloxyalkyl, benzyl or benzyloxy,R.sup.4 is hydrogen, cyano,unsubstituted or substituted alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclyl, aryl and hetaryl;unsubstituted or substituted alkoxy, alkenyloxy, alkynyloxy, cycloalkoxy, heterocyclyloxy, aryloxy and hetaryloxy;unsubstituted or substituted arylthio and hetarylthio;--Q--C(R.sup.5).dbd.N--Y.sup.1 --R.sup.6 or --Q--O--N.dbd.CR.sup.7 R.sup.8,R.sup.3 and R.sup.Type: GrantFiled: June 25, 1998Date of Patent: November 30, 1999Assignee: BASF AktiengesellschaftInventors: Thomas Grote, Hubert Sauter, Reinhard Kirstgen, Herbert Bayer, Ruth Muller, Bernd Muller, Klaus Oberdorf, Wassilios Grammenos, Norbert Gotz, Michael Rack, Albrecht Harreus, Franz Rohl, Eberhard Ammermann, Volker Harries, Gisela Lorenz, Siegfried Strathmann
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Patent number: 5852207Abstract: Alkyl, aralkyl or aryl cyanoformate esters having from one to 20 carbon atoms are prepared by anhydrously reacting stoichiometric amounts of the corresponding alkyl, aralkyl or aryl haloformate and an organosilyl nitrile in the presence of a catalytic amount of a tertiary amine base, preferably 1,4-diazabicyclo?2.2.2!octane, in the absence or presence of an inert solvent. The reaction is conducted at a temperature of from about -30.degree. C. to 70.degree. C., preferably at from about 5.degree. C. to 30.degree. C.Type: GrantFiled: July 22, 1997Date of Patent: December 22, 1998Assignee: Creanova Inc.Inventors: Thomas V. John, Gerald L. Larson, Chitoor S. Subramaniam
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Patent number: 5780665Abstract: Halomethylbenzoyl cyanides IPH--CO--CN (I)where Ph is phenyl which is substituted by chloromethyl or bromomethyl and may cary 1-4 other rradicals, are prepared from halomethylbenzoyl chlorides IIPH--CO--Cl (II),by reacting II with a cyanide-donating compound in the presence of a Lewis acid, if required in an inert organic solvent or diluent, and then isolating the product.The halomethylbenzoyl cyanides I are important intermediates for synthesizing crop protection agents.Type: GrantFiled: May 6, 1997Date of Patent: July 14, 1998Assignee: BASF AktiengesellschaftInventors: Heinz Isak, Michael Keil, Bernd Wolf, Horst Wingert, Thomas Wettling
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Patent number: 5756803Abstract: A process for the condensation of an aldehyde with hydrogen cyanide in the presence of a buffer is disclosed. The buffer advantageously allows the condensation reaction to occur at a pH equal to or above 4.0 and in the absence of amines.Type: GrantFiled: April 24, 1996Date of Patent: May 26, 1998Assignee: Rhone-Poulenc Nutrition AnimaleInventors: Claude Casse, Frederic Kress, Philippe Morel
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Patent number: 5750679Abstract: A process for obtaining pharmacologically active compounds from complex mixtures of substancesFree organic acids, hydroxy acids, fatty alcohols, sugars and hydroxy-substituted steroids are obtained from complex mixtures of substances by mixing the material to be extracted with a polar solvent, drying the resulting mixture, subsequently silylating, esterifying or acylating, and extracting the resulting material with a supercritical fluid under a pressure of more than 200 bar.Type: GrantFiled: August 25, 1994Date of Patent: May 12, 1998Assignee: Hoechst AktiengesellschaftInventors: Peter Haas, Heinz Engelhardt, Stefan Mullner
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Patent number: 5510528Abstract: A process for preparing halomethylbenzoyl cyanides IPh-CO-CN I(Ph=phenyl radical substituted by chloromethyl or bromomethyl which, if desired, can additionally carry 1-4 further radicals) by reacting halomethylbenzoyl chlorides IIPh-CO-Cl IIwith an alkali metal cyanide or transition metal cyanide, if appropriate in an organic diluent, and novel halomethylbenzoyl cyanides I' ##STR1## (X=halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, CF.sub.3, C.sub.1 -C.sub.5 -alkyl-(C.sub.1 -C.sub.5 -alkyl)hydroxyimino or C.sub.1 -C.sub.5 -alkyl-(C.sub.2 -C.sub.5 -alkenyl)hydroxyimino; m=0 to 4 and Y=chloromethyl or bromomethyl) are described.The halomethylbenzoyl cyanides I are important intermediates for the synthesis of plant protection agents.Type: GrantFiled: March 17, 1995Date of Patent: April 23, 1996Assignee: BASF AktiengesellschaftInventors: Heinz Isak, Thomas Wettling, Michael Keil, Bernd Wolf, Reinhard Doetzer
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Patent number: 5446199Abstract: A process for preparing halomethylbenzoyl cyanides IPh-CO-CN I(Ph=phenyl radical substituted by chloromethyl or bromomethyl which, if desired, can additionally carry 1-4 further radicals) by reacting halomethylbenzoyl chlorides IIPh-CO-Cl IIwith an alkali metal cyanide or transition metal cyanide, if appropriate in an organic diluent, and novel halomethylbenzoyl cyanides I' ##STR1## (X=halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, CF.sub.3, C.sub.1 -C.sub.5 -alkyl-(C.sub.1 -C.sub.5 -alkyl)hydroxyimino or C.sub.1 -C.sub.5 -alkyl-(C.sub.2 -C.sub.5 -alkenyl)hydroxyimino; m=0 to 4 and Y=chloromethyl or bromomethyl) are described.The halomethylbenzoyl cyanides I are important intermediates for the synthesis of plant protection agents.Type: GrantFiled: March 23, 1994Date of Patent: August 29, 1995Assignee: BASF AktiengesellschaftInventors: Heinz Isak, Thomas Wettling, Michael Keil, Bernd Wolf, Reinhard Doetzer
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Patent number: 5352827Abstract: The acyl cyanides (nitriles) are prepared by reacting an acid halide with an alkali metal cyanide, in the presence of an alkylene oxide compound and a catalytically effective amount of water.Type: GrantFiled: March 23, 1993Date of Patent: October 4, 1994Assignee: AtochemInventors: Michel Devic, Pierre Tellier
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Patent number: 5352826Abstract: The acyl cyanides (nitriles), notably benzoyl cyanide, are prepared by reacting an acid halide with an alkali metal cyanide, in an anhydrous solvent medium, in the presence of an alkylene oxide compound and a polar compound other than water, e.g., glycerol, ethylene glycol, formamide or a sugar derivative.Type: GrantFiled: March 23, 1993Date of Patent: October 4, 1994Assignee: AtochemInventors: Michel Devic, Pierre Tellier
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Patent number: 5312997Abstract: The present invention relates to surface-active peroxides which can be employed as emulsifying initiators for the preparation of low-electrolyte polymer dispersions having a low tendency to foam.Type: GrantFiled: May 4, 1993Date of Patent: May 17, 1994Assignee: Bayer AktiengesellschaftInventors: Martin Bohnenpoll, Adolf Schmidt, Heinrich Alberts
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Patent number: 5208388Abstract: 2,2-Difluorocyclopropyl derivatives of the formula ##STR1## in which R represents alkyl, optionally substituted aryl or optionally substituted aralkyl andX represents hydroxymethyl, 2-hydroxyethyl, isocyanato, amino, amino hydrohalide or a radical of the formula --CO--R.sup.1, whereR.sup.1 represents hydrogen, hydroxyl, alkoxy, alkyl, halogen or amino,are intermediates for fungicides.Type: GrantFiled: September 20, 1991Date of Patent: May 4, 1993Assignee: Bayer AktiengesellschaftInventors: Karl-Rudolf Gassen, Bernd Baasner
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Patent number: 4966998Abstract: Novel trisubstituted benzoic acid intermediates which are useful in the preparation of certain herbicidal 2-(2,3,4-trisubstituted benzoyl)-1,3-cyclohexanediones. The intermediate benzoic acids of this invention have the following structural formula ##STR1## wherein R.sup.6 is chlorine, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio or hydroxy; n is the integer 0 or 2; and R.sup.7 is C.sub.1 -C.sub.4 alkyl.Type: GrantFiled: December 7, 1989Date of Patent: October 30, 1990Assignee: ICI Americas Inc.Inventor: David L. Lee