Replacing Oxygen Or Nitrogen, Single Bonded To Carbon, By Cyano Patents (Class 558/350)
  • Publication number: 20130053538
    Abstract: A process for reacting ethylenediamine (EDA) with formaldehyde to give ethylenediamine-formaldehyde adduct (EDFA) and/or ethylenediamine-monoformaldehyde adduct (EDMFA), which comprises performing the reaction of FA with EDA at a temperature in the range from 20 to 70° C.
    Type: Application
    Filed: August 30, 2012
    Publication date: February 28, 2013
    Applicant: BASF SE
    Inventors: Hermann Luyken, Sebastian Ahrens, Gordon Brasche, Jens Baldamus, Robert Baumann, Randolf Hugo, Stephanie Jaegli, Johann-Peter Melder, Jörg Pastre, Boris Buschhaus
  • Patent number: 8252951
    Abstract: Process for the industrial synthesis of the compound of formula (I) Application of such process in the synthesis of agomelatine.
    Type: Grant
    Filed: August 1, 2008
    Date of Patent: August 28, 2012
    Assignee: Les Laboratoires Servier
    Inventors: Thierry Dubuffet, Jean-Pierre Lecouve, Jean-Paul Hermet
  • Publication number: 20120059179
    Abstract: A new method of ortho-fluorination where an aryl C—H bond is directly replaced by an aryl C-F bond in a palladium-catalyzed reaction is provided. The method includes the ortho-fluorination of a triflamide protected benzylamine, a palladium catalyst, such as Pd(OTf)2, a fluorinating reagent such as N-fluoro-2,4,6-trimethylpyridinium triflate, and a ligand to promote the reaction such as N-methylpyrrolidinone (NMP).
    Type: Application
    Filed: April 2, 2010
    Publication date: March 8, 2012
    Applicant: The Scripps Research Insitiute
    Inventor: Jin-Quan Yu
  • Publication number: 20100137628
    Abstract: Process for the industrial synthesis of the compound of formula (I) Application of such process in the synthesis of agomelatine.
    Type: Application
    Filed: August 1, 2008
    Publication date: June 3, 2010
    Applicant: LES LABORATOIRES SERVIER
    Inventors: Thierry Dubuffet, Jean-Pierre Lecouve, Jean-Paul Hermet
  • Publication number: 20040254391
    Abstract: A process is provided for the preparation of a compound of Formula (1) 1
    Type: Application
    Filed: July 19, 2004
    Publication date: December 16, 2004
    Inventors: Andrew John Blacker, Ian Nicholas Houson, Jonathan William Wiffen
  • Patent number: 6566546
    Abstract: A process for preparing 4-substituted 2-alkylbiphenyls and 2-alkoxybiphenyls of the formula (I),
    Type: Grant
    Filed: February 11, 2002
    Date of Patent: May 20, 2003
    Assignee: Clariant GmbH
    Inventors: Andreas Meudt, Stefan Scherer, Frank Vollmüller, Heinz Georg Kautz
  • Publication number: 20020072626
    Abstract: Novel process steps and novel processes for producing unsubstituted and substituted meta- and para- cyano benzoic acid compounds, as well as salts and derivatives thereof, and intermediates therefor which are useful as intermediates for producing platelet aggregation inhibitors. Further disclosed are processes for producing bicyclic and heterocyclic cyano substituted compounds also having a carboxyl group attached to the same ring structure.
    Type: Application
    Filed: December 13, 2000
    Publication date: June 13, 2002
    Inventors: James Kantor, John Jason Gentry Mullins, Robert Scarborough
  • Patent number: 6399807
    Abstract: The invention relates to a process for preparing 2,4,5-trifluoro-benzonitrile of the formula (I) in which 2,4,5-trifluoro-aniline of the formula (II) is, in a first step A), reacted with a nitrosating agent in the presence of a diluent and in which, in a second step B), the reaction product obtained in step A) is reacted with an alkali metal cyanide in the presence of a transition metal compound, an acid acceptor and a diluent.
    Type: Grant
    Filed: December 21, 1999
    Date of Patent: June 4, 2002
    Assignee: Bayer Aktiegesellschaft
    Inventors: Achim Hupperts, Reinhard Lantzsch
  • Patent number: 5637751
    Abstract: 2-Butene-1,4-diol and/or 3-butene-1,2-diol are (is) reacted with hydrogen cyanide in the presence of a molten catalyst comprising a cuprous halide and a non-aromatic organic amine hydrohalide.
    Type: Grant
    Filed: April 1, 1993
    Date of Patent: June 10, 1997
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Katsuharu Imi, Shigeo Wake
  • Patent number: 5463103
    Abstract: The object of the present invention is to provide a process for producing 1,4-dicyano-2-butene in a high yield and in an industrially advantageous way.The present invention relates to a process for producing 1,4-dicyano-2-butene which comprises reacting a butene derivative represented by the formula [1]R.sub.1 --CH.sub.2 --CH.dbd.CH--CH.sub.2 --R.sub.2 [1]or the formula [2]R.sub.3 --CH.sub.2 --CHR.sub.4 --CH.dbd.CH.sub.2 [2]wherein each of R.sub.1 and R.sub.3 represents a hydroxy group, lower acyloxy group, lower alkoxy group or cyano group; and each of R.sub.2 and R.sub.4 represents a hydroxy group, lower acyloxy group or lower alkoxy group, with hydrogen cyanide in the presence of a catalyst comprising a product prepared from a cuprous halide, a non-aromatic amine hydrohalide and at least one member selected from the group consisting of Lewis acids and basic compounds.
    Type: Grant
    Filed: February 24, 1994
    Date of Patent: October 31, 1995
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Shinji Nishii, Shigeo Wake, Takeshi Ogawa
  • Patent number: 5416235
    Abstract: A process for the preparation of aromatic compounds of the general formula I,Ar--X Iin which Ar represents an optionally substituted aryl group and X represents a group OH, Cl, Br or CN, by reaction of an aryl diazoniumsalt of the formula II,Ar--N.dbd.N.sup.+ Y.sup.- IIin which Ar is as defined above and Y represents a suitable counterion, with water, hydrogen chloride or a salt thereof, hydrogen bromide or a salt thereof, or a cyanide in the presence of a copper(I)salt, characterized in that the copper(I)salt is a copper(I)salt derived from an hydroxy carboxylic acid.
    Type: Grant
    Filed: November 1, 1993
    Date of Patent: May 16, 1995
    Assignee: Octel Chemicals Limited
    Inventors: Bruce C. Gilbert, Peter Hanson, Jason R. Jones, Allan W. Timms
  • Patent number: 5292918
    Abstract: A process for preparing an (S,S) or (R,R) diastereoisomer of the formula: ##STR1## or salts, esters or amides thereof, wherein R.sup.3 and R.sup.4 independently represent hydrogen, alkyl, aryl or aryl substituted with halogen, alkyl, nitro or alkoxy, and n and m independently represent integers from one to six, comprising combining a cyanide compound of the formula:M.sup.1 C.tbd.N (III)wherein M.sup.1 is hydrogen, trimethylsilyl or a metal, with an optional proton source, a solvent and a Lewis acid of the formula:M.sup.2 X.sub.4, AlCl.sub.3 or BF.sub.3 (IV)wherein M.sup.2 is Sn or Ti and X represents chloro, bromo, fluoro or iodo, with an .alpha.-amino acid compound or salts or esters thereof, followed by addition of an acyl or acetal compound to give the diastereoisomer of formula (X).
    Type: Grant
    Filed: October 6, 1992
    Date of Patent: March 8, 1994
    Assignee: Schering Corporation
    Inventors: Jacques Gosteli, Ingrid Mergelsberg, Markus Tanner
  • Patent number: 4855476
    Abstract: The present invention relates to novel 5-fluoro- and 8-fluoro-trimetoquinol compounds of the general formula I wherein X.sub.1 =F, X.sub.2 =H or X.sub.1 =H, X.sub.2 =F ##STR1## The present invention also relates to a process for making the 5-fluoro- and 8-fluoro-trimetoquinol compounds by condensation of an appropriately substituted phenethylamine to afford an appropriately substituted phenlethylacetamide compound. The amides are cyclized to give appropriately substituted intermediate dihydroisoquinolines. Without isolation, the dihydroisoquinolines are reduced to give appropriately substituted tetrahydroisoquinolines. The hydrochloride salts of tetrahydroisoquinolines are prepared and subjected to hydrogenolysis, to give the fluorine substituted trimetoquinol compounds of the present invention.
    Type: Grant
    Filed: March 14, 1988
    Date of Patent: August 8, 1989
    Assignee: Ohio State University Research Foundation
    Inventors: Duane D. Miller, Dennis R. Feller, Michael T. Clark, Adeboye Adejare, Karl J. Romstedt, Gamal Shams
  • Patent number: 4792606
    Abstract: A process for the preparation of a dimeric aromatic acyl cyanide of the formula ##STR1## in which Ar is optionally substituted phenyl, naphthyl or hetaryl,comprising reaction an acyl halide of the formulaAr--CO--Halin whichHal is fluorine, chlorine or bromine, with an alkali metal cyanide in a two-phase system comprising water and a water-immiscible or only sparingly water-miscible aliphatic ketone, and in the presence of a phase-transfer catalyst. The products are known intermediates for pesticides.
    Type: Grant
    Filed: July 16, 1987
    Date of Patent: December 20, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Hermann-Dieter Krall
  • Patent number: 4577046
    Abstract: Deamination of aromatic primary amines by diazotization and hydrogen replacement of the diazo group is accelerated in the presence of hydrogen peroxide. Yields of at least about 85% are typical, with reaction times of usually about one hour or less.
    Type: Grant
    Filed: June 11, 1984
    Date of Patent: March 18, 1986
    Assignee: University of New Mexico
    Inventors: Mark D. Hylarides, Fred A. Mettler, Jr.