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)
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Publication number: 20140350283Abstract: 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: ApplicationFiled: May 24, 2013Publication date: November 27, 2014Inventors: Brian MORGAN, Olivier DAPREMONT, Patrick BERGET, Ali SULEMAN, William DUBAY, Jeffrey D. BUTLER
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Publication number: 20140330012Abstract: 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: ApplicationFiled: July 21, 2014Publication date: November 6, 2014Applicant: Johnson Matthey Public Limited CompanyInventors: Jianliang Xiao, Jiwu Ruan
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Patent number: 8389757Abstract: The present invention relates to a process for preparing Teriflunomide of formula (I).Type: GrantFiled: June 3, 2009Date of Patent: March 5, 2013Assignee: Alembic Ltd.Inventors: Keshav Deo, Samir Patel, Snehal Dhol, Sunil Sanghani, Vishal Ray
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Publication number: 20120245360Abstract: 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: ApplicationFiled: October 26, 2011Publication date: September 27, 2012Applicant: SALTIGO GMBHInventors: Alain Cotté, Matthias Gotta, Matthias Beller, Thomas Schareina, Alexander Zapf, Xiao-feng Wu
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Publication number: 20110092727Abstract: The present invention relates to a process for preparing Teriflunomide of formula (I).Type: ApplicationFiled: June 3, 2009Publication date: April 21, 2011Applicant: ALEMBIC LIMITEDInventors: Keshav Deo, Samir Patel, Snehal Dhol, Sunil Sanghani, Vishal Ray
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Publication number: 20100048937Abstract: 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: ApplicationFiled: January 18, 2008Publication date: February 25, 2010Inventors: Jing Huang, Shuping Jing, Reinhard Karge, Ralf Proplesch
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Patent number: 7659423Abstract: 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: GrantFiled: April 18, 2006Date of Patent: February 9, 2010Assignee: Loctite (R&D) LimitedInventor: Ciaran B. McArdle
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Publication number: 20090203934Abstract: 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: ApplicationFiled: April 15, 2009Publication date: August 13, 2009Applicant: Loctite (R&D) LimitedInventors: Ciaran B. McArdle, Ligang Zhao
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Patent number: 6420590Abstract: 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: GrantFiled: October 31, 2000Date of Patent: July 16, 2002Assignee: Closure Medical CorporationInventors: Ibraheem T. Badejo, Jaime Ayarza, Kenneth W. Davis, Jeffrey R. Hennenkamp
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Patent number: 6399784Abstract: 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: GrantFiled: January 10, 2001Date of Patent: June 4, 2002Assignee: Bristol-Myers Squibb Pharma CompanyInventors: Philip Ma, Pasquale N. Confalone, Hui-Yin Li
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Patent number: 6303782Abstract: 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: GrantFiled: March 1, 2000Date of Patent: October 16, 2001Assignee: Pfizer IncInventor: Stéphane Caron
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Patent number: 6245933Abstract: 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: GrantFiled: November 19, 1999Date of Patent: June 12, 2001Assignee: Closure Medical CorporationInventors: Bernard Malofsky, Ibraheem T. Badejo
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Patent number: 6020488Abstract: 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: GrantFiled: August 13, 1997Date of Patent: February 1, 2000Assignee: Scriptgen Pharmaceuticals Inc.Inventors: Mark A. Wuonola, Zhe Li
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Patent number: 5962693Abstract: 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: GrantFiled: October 5, 1998Date of Patent: October 5, 1999Assignee: DuPont Pharmaceuticals CompanyInventors: Philip Ma, Pasquale N. Confalone, Hui-Yin Li
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Patent number: 5401869Abstract: 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: GrantFiled: January 21, 1994Date of Patent: March 28, 1995Assignee: Bayer AktiengesellschaftInventors: Helmut Kraus, Nikolaus Muller, Gerhard Marzolph, Bernhard Beitzke
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Patent number: 5344955Abstract: 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: GrantFiled: July 26, 1993Date of Patent: September 6, 1994Assignee: Ciba-Geigy CorporationInventor: Ward H. Oliver
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Patent number: 5241099Abstract: 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: GrantFiled: March 16, 1992Date of Patent: August 31, 1993Assignee: Bayer AktiengesellschaftInventors: Heinz-Ulrich Blank, Helmut Kraus
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Patent number: 5214186Abstract: 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: GrantFiled: December 3, 1991Date of Patent: May 25, 1993Assignee: Eastman Kodak CompanyInventor: Leslie Shuttleworth
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Patent number: 5095133Abstract: 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: GrantFiled: July 16, 1990Date of Patent: March 10, 1992Assignee: Bayer AktiengesellschaftInventors: Heinz U. Blank, Helmut Kraus
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Patent number: 5047570Abstract: 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: GrantFiled: February 10, 1989Date of Patent: September 10, 1991Assignee: BASF AktiengesellschaftInventor: Ernst Schefczik
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Patent number: 4925997Abstract: 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: GrantFiled: April 13, 1988Date of Patent: May 15, 1990Assignee: Phillips Petroleum CompanyInventors: James B. Kimble, John H. Kolts
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Patent number: 4667051Abstract: 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: GrantFiled: May 27, 1986Date of Patent: May 19, 1987Assignee: BASF AktiengesellschaftInventor: Ernst Schefczik