Containing -c(=x)-cn, Wherein X Is Chalcogen (e.g., Carbonyl Cyanides, Etc.) Patents (Class 562/869)
  • Patent number: 8604234
    Abstract: 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: Grant
    Filed: December 21, 2010
    Date of Patent: December 10, 2013
    Assignees: Adisseo France S.A.S., Centre National de la Recherche Scientifique, Universite Lille 1-Sciences et Technologies
    Inventors: Sebastien Paul, Benjamin Katryniok, Franck Dumeignil, Mickael Capron
  • Patent number: 6329521
    Abstract: 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: Grant
    Filed: February 22, 2001
    Date of Patent: December 11, 2001
    Assignee: Chemagis, Ltd.
    Inventors: Vladimir Nadaka, Jael Lexmer, Joseph Kaspi
  • Patent number: 6194612
    Abstract: 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: Grant
    Filed: April 7, 1998
    Date of Patent: February 27, 2001
    Assignees: The Scripps Research Institute, CombiChem, Inc.
    Inventors: Dale L. Boger, Soan Cheng, Peter L. Myers
  • Patent number: 5994359
    Abstract: 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: Grant
    Filed: June 25, 1998
    Date of Patent: November 30, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: 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
  • Patent number: 5852207
    Abstract: 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: Grant
    Filed: July 22, 1997
    Date of Patent: December 22, 1998
    Assignee: Creanova Inc.
    Inventors: Thomas V. John, Gerald L. Larson, Chitoor S. Subramaniam
  • Patent number: 5780665
    Abstract: 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: Grant
    Filed: May 6, 1997
    Date of Patent: July 14, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Isak, Michael Keil, Bernd Wolf, Horst Wingert, Thomas Wettling
  • Patent number: 5756803
    Abstract: 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: Grant
    Filed: April 24, 1996
    Date of Patent: May 26, 1998
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventors: Claude Casse, Frederic Kress, Philippe Morel
  • Patent number: 5750679
    Abstract: 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: Grant
    Filed: August 25, 1994
    Date of Patent: May 12, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Haas, Heinz Engelhardt, Stefan Mullner
  • Patent number: 5510528
    Abstract: 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: Grant
    Filed: March 17, 1995
    Date of Patent: April 23, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Isak, Thomas Wettling, Michael Keil, Bernd Wolf, Reinhard Doetzer
  • Patent number: 5446199
    Abstract: 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: Grant
    Filed: March 23, 1994
    Date of Patent: August 29, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Isak, Thomas Wettling, Michael Keil, Bernd Wolf, Reinhard Doetzer
  • Patent number: 5352826
    Abstract: 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: Grant
    Filed: March 23, 1993
    Date of Patent: October 4, 1994
    Assignee: Atochem
    Inventors: Michel Devic, Pierre Tellier
  • Patent number: 5352827
    Abstract: 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: Grant
    Filed: March 23, 1993
    Date of Patent: October 4, 1994
    Assignee: Atochem
    Inventors: Michel Devic, Pierre Tellier
  • Patent number: 5312997
    Abstract: 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: Grant
    Filed: May 4, 1993
    Date of Patent: May 17, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Martin Bohnenpoll, Adolf Schmidt, Heinrich Alberts
  • Patent number: 5208388
    Abstract: 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: Grant
    Filed: September 20, 1991
    Date of Patent: May 4, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Rudolf Gassen, Bernd Baasner
  • Patent number: 4966998
    Abstract: 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: Grant
    Filed: December 7, 1989
    Date of Patent: October 30, 1990
    Assignee: ICI Americas Inc.
    Inventor: David L. Lee