Carbon To Carbon Double Bond Is Formed Between A Nitrile Reactant Having No Acyclic Or Alicyclic Carbon To Carbon Double Bond And A Second Reactant Patents (Class 558/375)
  • Publication number: 20140350283
    Abstract: Compounds and methods for preparing substituted 3-(1-amino-2-methylpentane-3-yl)phenyl compounds from an isomerically pure starting material are described. In particular, methods of preparing a 3-(1-(dimethylamino)-2-methylpentane-3-yl)phenol as a substantially optically pure (R,R) stereoisomer are described. Using a method of the present invention, only the (R,R) and (S,S) stereoisomers of the target compound are produced, increasing the yield and stereoselectivity of the desired (R,R) stereoisomer.
    Type: Application
    Filed: May 24, 2013
    Publication date: November 27, 2014
    Inventors: Brian MORGAN, Olivier DAPREMONT, Patrick BERGET, Ali SULEMAN, William DUBAY, Jeffrey D. BUTLER
  • Publication number: 20140330012
    Abstract: A substituted paracyclophane of formula (I) is provided wherein X1 and X2 are linking groups comprising between 2 to 4 carbon atoms, Y1 and Y2 are selected from the group consisting of hydrogen, halide, oxygen, nitrogen, alkyl, cycloalkyl, aryl or heteroaryl and Z is a substituted or unsubstituted alkyl group, aryl group or heteroaryl group. The substituted paracyclophane provides transition metal catalysts that are useful in C—C and C—N bond formation and asymmetric hydrogenation reactions.
    Type: Application
    Filed: July 21, 2014
    Publication date: November 6, 2014
    Applicant: Johnson Matthey Public Limited Company
    Inventors: Jianliang Xiao, Jiwu Ruan
  • Patent number: 8389757
    Abstract: The present invention relates to a process for preparing Teriflunomide of formula (I).
    Type: Grant
    Filed: June 3, 2009
    Date of Patent: March 5, 2013
    Assignee: Alembic Ltd.
    Inventors: Keshav Deo, Samir Patel, Snehal Dhol, Sunil Sanghani, Vishal Ray
  • Publication number: 20120245360
    Abstract: The present invention relates to a process for the production of trifluoromethylated unsubstituted or substituted aryl or heteroaryl compounds which comprises reacting an unsubstituted or substituted aryl or heteroaryl halide with a trifluoroacetate of formula (I) or (II), wherein R1 is hydrogen or a C1-C5 alkyl group and M an alkali metal or an ammonium ion, in the presence of and an anorganic halogenide salt or a trifluoroacetacid salt as activator compound and a catalytic combination of a copper salt with a monodentate, bidentate or tridentate aromatic or aliphatic amine or pyridine ligand.
    Type: Application
    Filed: October 26, 2011
    Publication date: September 27, 2012
    Applicant: SALTIGO GMBH
    Inventors: Alain Cotté, Matthias Gotta, Matthias Beller, Thomas Schareina, Alexander Zapf, Xiao-feng Wu
  • Publication number: 20110092727
    Abstract: The present invention relates to a process for preparing Teriflunomide of formula (I).
    Type: Application
    Filed: June 3, 2009
    Publication date: April 21, 2011
    Applicant: ALEMBIC LIMITED
    Inventors: Keshav Deo, Samir Patel, Snehal Dhol, Sunil Sanghani, Vishal Ray
  • Publication number: 20100048937
    Abstract: The invention relates to an improved process for the manufacture of substituted 2-cyanocinnamic esters. This novel economical process provides products in high purity and yields.
    Type: Application
    Filed: January 18, 2008
    Publication date: February 25, 2010
    Inventors: Jing Huang, Shuping Jing, Reinhard Karge, Ralf Proplesch
  • Patent number: 7659423
    Abstract: This invention relates to a process for producing electron deficient olefins, such as 2-cyanoacrylates, in a polar solvent, such as an ionic liquid.
    Type: Grant
    Filed: April 18, 2006
    Date of Patent: February 9, 2010
    Assignee: Loctite (R&D) Limited
    Inventor: Ciaran B. McArdle
  • Publication number: 20090203934
    Abstract: This invention relates to novel iminium salts, which may be in the form of ionic liquids, and a process for producing electron deficient olefins, such as 2-cyanoacrylates, using such an iminium salt, for instance in the form of an ionic liquid.
    Type: Application
    Filed: April 15, 2009
    Publication date: August 13, 2009
    Applicant: Loctite (R&D) Limited
    Inventors: Ciaran B. McArdle, Ligang Zhao
  • Patent number: 6420590
    Abstract: Continuous processes for forming cyanoacrylate from polycyanoacrylate include stripping a solvent from a reaction mass; cracking a polymer in the reaction mass to form a cracked cyanoacrylate monomer and residue substances; and distilling the cracked cyanoacrylate monomer to produce a cyanoacrylate monomer product. These steps can be performed in short-path, wiped-film evaporators. Polycyanoacrylate used in the processes can be formed using cyanoacetate produced by processes for continuously producing cyanoacetate by forming a higher homologue cyanoacetate from a lower homologue cyanoacetate. The cyanoacetate can be formed in short-path, wiped-film evaporators.
    Type: Grant
    Filed: October 31, 2000
    Date of Patent: July 16, 2002
    Assignee: Closure Medical Corporation
    Inventors: Ibraheem T. Badejo, Jaime Ayarza, Kenneth W. Davis, Jeffrey R. Hennenkamp
  • Patent number: 6399784
    Abstract: The present invention relates to processes for the conversion of nitrites to amidines in the preparation of compounds which are antagonists of the platelet glycoprotein IIb/IIIa fibrinogen receptor complex. The compounds described herein are potent thrombolytics and useful for the inhibition of platelet aggregation in the treatment of thromboembolic disorders.
    Type: Grant
    Filed: January 10, 2001
    Date of Patent: June 4, 2002
    Assignee: Bristol-Myers Squibb Pharma Company
    Inventors: Philip Ma, Pasquale N. Confalone, Hui-Yin Li
  • Patent number: 6303782
    Abstract: A process is described for preparing an aromatic compound substituted by a tertiary nitrile of Formula (1.0.0): comprising treating a substituted aromatic compound of Formula (2.0.0): with a secondary nitrile of Formula (3.0.0): in the presence of a base having a pKa numerical value in the range of from about 17 to about 30, provided that the difference in pKa numerical values between said base and the corresponding tertiary nitrile of Formula (3.0.0) is no more than about 6; in an aprotic solvent having a dielectric constant (∈) of less than about 20; and at a reaction temperature in the range of from about 0° C. to about 120° C.; whereby there is formed said tertiary-nitrile-substituted aromatic compound final product of Formula (1.0.0); wherein the constituent parts W1, W2, W3, W4, and W5; and the substituent moieties R1, R2, R3, R4, R5, R6, and R7 in the compounds of Formulas (1.0.0), (2.0.0) and (3.0.
    Type: Grant
    Filed: March 1, 2000
    Date of Patent: October 16, 2001
    Assignee: Pfizer Inc
    Inventor: Stéphane Caron
  • Patent number: 6245933
    Abstract: An &agr;-cyanoacrylate may be formed by first condensing a cyanoacetate with paraformaldehyde or formaldehyde; reacting the polymer formed with an alcohol to transesterify the polymer; and depolymerizing the polymer to form &agr;-cyanoacrylate monomers.
    Type: Grant
    Filed: November 19, 1999
    Date of Patent: June 12, 2001
    Assignee: Closure Medical Corporation
    Inventors: Bernard Malofsky, Ibraheem T. Badejo
  • Patent number: 6020488
    Abstract: Disclosed is a method for the inhibition of binding of a ligand to an RNA, the inhibition being mediated by a small organic molecule that binds to the RNA, thereby inhibiting ligand binding. A preferred class of small organic molecules are compounds exemplified by 2,5-Bis[3-(2-N,N-dimethylaminopropylamidino)phenyl]furan.
    Type: Grant
    Filed: August 13, 1997
    Date of Patent: February 1, 2000
    Assignee: Scriptgen Pharmaceuticals Inc.
    Inventors: Mark A. Wuonola, Zhe Li
  • Patent number: 5962693
    Abstract: The present invention relates to processes for the conversion of nitrites to amidines in the preparation of compounds which are antagonists of the platelet glycoprotein IIb/IIIa fibrinogen receptor complex. The compounds described herein are potent thrombolytics and useful for the inhibition of platelet aggregation in the treatment of thromboembolic disorders.
    Type: Grant
    Filed: October 5, 1998
    Date of Patent: October 5, 1999
    Assignee: DuPont Pharmaceuticals Company
    Inventors: Philip Ma, Pasquale N. Confalone, Hui-Yin Li
  • Patent number: 5401869
    Abstract: Aminomethylene compounds of the formula ##STR1## may advantageously be prepared by reacting C--H-acidic compounds of the formula ##STR2## with formamide acetals of the formula ##STR3## in which the radicals R.sup.1 to R.sup.6 have the meaning given in the description,if the process is carried out in the presence of a secondary amine of the formula ##STR4## in which R.sup.7 and R.sup.8 have the meaning given in the description.
    Type: Grant
    Filed: January 21, 1994
    Date of Patent: March 28, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Kraus, Nikolaus Muller, Gerhard Marzolph, Bernhard Beitzke
  • Patent number: 5344955
    Abstract: 1-Amino-1-cyanamido-2,2-dicyanoethylene, sodium salt is prepared by a process which comprises reacting malononitrile with sodium dicyanamide at an elevated temperature and in the presence of an aprotic, dipolar solvent. The subject compound is useful as an intermediate to prepare substituted pyrimidines.
    Type: Grant
    Filed: July 26, 1993
    Date of Patent: September 6, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Ward H. Oliver
  • Patent number: 5241099
    Abstract: Aminomethylene compounds of the formula ##STR1## can be prepared by reaction of C-H-acid compounds of the formula ##STR2## with salts of the formula ##STR3## in the presence of simple inorganic bases, where the radicals R.sup.1 to R.sup.4, R.sup.7, R.sup.8 and X.sup..crclbar. have the meanings given in the description.
    Type: Grant
    Filed: March 16, 1992
    Date of Patent: August 31, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz-Ulrich Blank, Helmut Kraus
  • Patent number: 5214186
    Abstract: A process for the preparation of arylidene dyes comprises the reaction of an aromatic amine with an enolate salt of a formylated active methylene compound in the presence of a sulfonyl halide compound. An enol sulfonate is postulated as a reactive intermediate in the reaction. The process gives high yields of products under mild reaction conditions and allows the use of aromatic groups containing substituents such as hydroxy that lead to side reactions and low product yields with previously known methods for making arylidene dyes.
    Type: Grant
    Filed: December 3, 1991
    Date of Patent: May 25, 1993
    Assignee: Eastman Kodak Company
    Inventor: Leslie Shuttleworth
  • Patent number: 5095133
    Abstract: Aminomethylene compounds of the formula ##STR1## can be prepared by reaction of C-H acid compounds of the formula ##STR2## with salts of the formula ##STR3## in the presence of alkoxides of the formulaM.sup.1 OR.sup.10 (IV)where the radicals R.sup.1 to R.sup.4, R.sup.7, R.sup.10, X.sup.- and M.sup.1 have the meaning mentioned in the description.
    Type: Grant
    Filed: July 16, 1990
    Date of Patent: March 10, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz U. Blank, Helmut Kraus
  • Patent number: 5047570
    Abstract: 3-Amino-2-cyanoacrylonitrile derivatives of the formula ##STR1## where R is substituted C.sub.1 -C.sub.10 -alkyl, substituted or unsubstituted styryl, substituted or unsubstituted phenyl or aromatic heterocyclyl, are prepared by treating a nitrile in an inert organic diluent at from 0.degree. to +30.degree. C. with a substituted or unsubstituted C.sub.1 -C.sub.6 -alkanol in the presence of a hydrogen halide and reacting the resulting iminoester hydrohalide directly or after isolation with malodinitrile in an inert organic diluent at from 20.degree. to 100.degree. C. in the presence of a base.
    Type: Grant
    Filed: February 10, 1989
    Date of Patent: September 10, 1991
    Assignee: BASF Aktiengesellschaft
    Inventor: Ernst Schefczik
  • Patent number: 4925997
    Abstract: A method for the oxidative conversion of feed organic compounds to product organic compounds, particularly, the conversion of toluene to bibenzyl and stilbene and the conversion of acetonitrile to acrylonitrile, in which the feed compounds are contacted with a free oxygen-containing gas and a contact material, comprising at least one Group IIA metal or lanthanum and oxygen; at least two Group IIA metals, Lanthanum Series metals, zinc, or titanium and oxygen; at least one Group IA metal, at least one Group IIA metal, Lanthanum Series metals, zinc or titanium and oxygen; at least one Group IA metal or Group IIA metal, phosphorous and oxygen; cobalt, at least one of zirconium, zinc, nickel, indium, lead or bismuth, phosphorous, at least one Group IA metal and oxygen; or cobalt, at least one Group IA metal, silicon and oxygen.
    Type: Grant
    Filed: April 13, 1988
    Date of Patent: May 15, 1990
    Assignee: Phillips Petroleum Company
    Inventors: James B. Kimble, John H. Kolts
  • Patent number: 4667051
    Abstract: Compounds of the formula I ##STR1## where R is alkyl of 1 to 10, preferably 1 to 4, carbon atoms, X is O or S, Y is hydrogen or nitrophenyl which is unsubstituted or substituted by chlorine, bromine, methoxy or methyl, when n is 1, and is C.sub.2 -C.sub.6 -alkylene when n is 2, and Z is cyano or 2-benzimidazolyl, are prepared by a process in which an iminoether of the formula II ##STR2## is reacted with a compound of the formula III ##STR3## where A.sup..crclbar. is an anion. The compounds prepared according to the invention are useful intermediates, for example for the preparation of diazo components.
    Type: Grant
    Filed: May 27, 1986
    Date of Patent: May 19, 1987
    Assignee: BASF Aktiengesellschaft
    Inventor: Ernst Schefczik