Processes Of Obtaining Nicotinic Acid Per Se Or A Derivative Of Nicotinic Acid Wherein The Only Substituents Are -coo- Groups, Or Salt Thereof Patents (Class 546/319)
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Patent number: 11234606Abstract: The present invention provides a bio-electrode composition including a silicone bonded to a fluorosulfonic acid salt, wherein the fluorosulfonic acid salt is shown by the following general formula (1): wherein R1 represents an alkylene groups with 1 to 20 carbon atoms or an arylene groups with 6 to 10 carbon atoms; Rf1 and Rf2 each represent a hydrogen atom, a fluorine atom, an oxygen atom, or a trifluoromethyl group; Rf3 and Rf4 each represent a hydrogen atom, a fluorine atom, or a trifluoromethyl group, provided that one or more fluorine atoms are contained in Rf1 to Rf4; M is selected from sodium, potassium, and silver. This can form a living body contact layer for a bio-electrode that is excellent in electric conductivity and biocompatibility, light-weight, manufacturable at low cost, and free from large lowering of the electric conductivity even though it is wetted with water or dried.Type: GrantFiled: June 14, 2019Date of Patent: February 1, 2022Assignee: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Jun Hatakeyama, Motoaki Iwabuchi, Koji Hasegawa, Yasuyoshi Kuroda
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Patent number: 8759532Abstract: Pyridine and pyrimidine compounds, and compositions containing them, and processes for preparing such compounds. Provided herein also are methods of treating disorders or diseases treatable by inhibition of PDE10, such as obesity, non-insulin dependent diabetes, schizophrenia, bipolar disorder, obsessive-compulsive disorder, and the like.Type: GrantFiled: November 14, 2012Date of Patent: June 24, 2014Assignee: Amgen Inc.Inventors: Jennifer R. Allen, Kaustav Biswas, Frank Chavez, Jr., Ning Chen, Frenel Fils De Morin, James R. Falsey, Michael J. Frohn, Paul E. Harrington, Daniel B. Home, Essa Hu Harrington, Matthew R. Kaller, Roxanne K. Kunz, Holger Monenschein, Thomas T. Nguyen, Alexander J. Pickrell, Andreas Reichelt, Shannon Rumfelt, Robert M. Rzasa, Kelvin Sham, Guomin Yao
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Publication number: 20120022262Abstract: The present invention relates to a process for the hydrolysis of nitriles of the formulae and respectively of amides of the formulae in which R is in each case hydrogen or C1-20-alkyl, to give the corresponding amides and/or acids and respectively to give the corresponding acids.Type: ApplicationFiled: April 21, 2008Publication date: January 26, 2012Inventors: Lothar Ott, Andreas Heyl, Norbert Clausen, Gregor Michalik, Herbert Vogel
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Publication number: 20110201817Abstract: Prodrugs of levodopa, methods of making prodrugs of levodopa, methods of using prodrugs of levodopa, and compositions of prodrugs of levodopa are disclosed.Type: ApplicationFiled: April 27, 2011Publication date: August 18, 2011Applicant: XenoPort, Inc.Inventors: Jia-Ning XIANG, Mark A. Gallop, Cindy X. Zhou, Mark Nguyen, Xuedong Dai, Jianhua Li, Kenneth C. Cundy, Nelson L. Jumbe
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Publication number: 20110178396Abstract: A compound comprising a pyridine carboxamide structure, for use in imaging or treating melanoma, is described. An aromatic ring in the structure is substituted with a radiohalogen atom and the substitution on the amide nitrogen atom is such that the compound binds to melanin.Type: ApplicationFiled: April 22, 2009Publication date: July 21, 2011Applicant: CRC FOR BIOMEDICAL IMAGING DEVELOPMENT LTD.Inventors: Andrew Katsifis, Ivan Greguric
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Patent number: 7615641Abstract: This application pertains to compounds comprising unbranched long chain aliphatic alcohols linked to a heterocyclic carboxylic acid moiety by means of an ester or ether linkage. The aliphatic alcohols may include aliphatic alcohols present in polycosanol, such as octacosanol. The heterocyclic carboxylic acid moieties include a 5-membered ring, a 6-membered ring, or a bicyclic ring. In one embodiment, the compounds of the invention include 1-octacosanyl nicotinate and salts thereof. The invention includes prodrugs, pharmaceutically acceptable salts, and pharmaceutical compositions of the compounds, and methods of making and using the compounds.Type: GrantFiled: July 20, 2004Date of Patent: November 10, 2009Assignee: Sino Pharmaceuticals CorporationInventor: Radka Milanova
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Patent number: 7456291Abstract: Use of a combination of two vitamin compounds, i.e. riboflavin (also known as vitamin B2) and nicotinic acid (also referred to as niacin) or, as an alternative thereto, the corresponding amide, i.e. niacinamide or nicotinamide (also known as vitamin PP) for the treatment of various forms of primary headache, such as classical migraine or migraine with an aura, common migraine or migraine without an aura, complicated migraine and cluster headache or histamine headache. The invention also concerns compositions for the treatment of primary headaches which are based on the two aforesaid active ingredients.Type: GrantFiled: July 20, 2001Date of Patent: November 25, 2008Inventor: Giampiero Valletta
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Patent number: 7157583Abstract: A process for producing 2,3-pyridinedicarboxylic acid having a significantly decreased heavy metal content and capable of satisfying the purity level required for medicinal and agricultural chemicals comprising the steps of: adding at least one sulfur-containing substance selected from a hydrosulfide, a sulfide, a polysulfide, and sulfur to an aqueous solution of 2,3-pyridinedicarboxylic acid or its salt; removing the resulting precipitates from the solution; acidifying the solution with a mineral acid to precipitate 2,3-pyridinedicarboxylic acid; and recovering the precipitates. The aqueous solution to be treated may be an aqueous solution of an alkali metal salt of 2,3-pyridinedicarboxylic acid obtained by alkali decomposition of 2,3-pyridinedicarboxylic acid copper (II) salt, which has been formed or precipitated in a process for producing 2,3-pyridinedicarboxylic acid.Type: GrantFiled: July 31, 2003Date of Patent: January 2, 2007Assignees: Sumikin Air Water Chemical Inc., Hebei Sinochem Fuheng Co., Ltd.Inventor: Toshio Sato
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Patent number: 7009058Abstract: A method for preparing pyridine-2,3-dicarboxylic acid esters of the general formula: wherein R is C1-6-alkyl, C3-6-cycloalkyl, aryl or arylalkyl, and R1 to R3, independently of one another, represent hydrogen, C1-6-alkyl, fluorinated C1-6-alkyl, C1-6-alkoxy, (C1-6-alkoxy)-C1-6-alkyl or (C1-6-alkoxy)carbonyl. These esters are obtained from the corresponding 2,3-dichloropyridine, the corresponding alcohol ROH and carbon monoxide in the presence of a palladium-diphosphine complex and a weak base. Pyridine-2,3-dicarboxylic acid esters are herbicides or intermediates for the preparation of herbicides.Type: GrantFiled: May 11, 2000Date of Patent: March 7, 2006Assignee: Lonza AGInventors: Yves Bessard, Gerhard Stucky, Jean-Paul Roduit
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Patent number: 6900330Abstract: Highly pure 2,3-pyridinedicarboxylic acid is produced by a process suitable for application in commercial production with a high yield and with recirculation of waste liquor.Type: GrantFiled: September 8, 2003Date of Patent: May 31, 2005Assignee: Hebei Sinochem Fuheng Co., Ltd.Inventors: Toshio Sato, Takeshi Namekata
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Patent number: 6822099Abstract: The invention relates to methods of resolving racemic amlodipine into enantiomerically enriched compositions by precipitation with tartaric acid in the presence of a non-aqueous solvent, such as N,N′-dimethylacetamide. The molar ratio of tartaric acid:amlodipine is preferably less than 0.25:1.0 or greater than 0.75:1.0.Type: GrantFiled: December 20, 2002Date of Patent: November 23, 2004Assignee: Sepracor, Inc.Inventors: Chris H. Senanayake, Gerald J. Tanoury, Harold S. Wilkinson, Roger P. Bakale, Andrei A. Zlota
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Patent number: 6703509Abstract: The invention relates to a process for the preparation of 5-arylnicotinaldehydes by reduction of the corresponding 5-arylnicotinic acids by catalytic hydrogenation in the presence of carboxylic anhydrides in which the catalyst used is a palladium/ligand complex, characterized in that the molar ratio between palladium and ligand is from 1:5 to 1:15 in the case of monodentate ligands and from 1:2.5 to 1:7.5 in the case of bidentate ligands.Type: GrantFiled: August 6, 2002Date of Patent: March 9, 2004Assignee: Merck Patent GmbHInventors: Andreas Bathe, Heinz Bokel, Thomas Keil, Ralf Knieriemen, Christoph Murmann
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Patent number: 6376677Abstract: Nicotinic acid is produced from aqueous solutions of ammonium nicotinate by spray-drying. The nicotinic acid can be freed from residual ammonium nicotinate by a thermal post-treatment in a fluidized bed or under reduced pressure. The process is suitable in particular for the work-up of the reaction mixture produced in the oxidation of 3-methylpyridine with atmospheric oxygen, with the ammonia and, if appropriate, the water, being able to be recycled. Nicotinic acid (“vitamin PP”) is an important additive to foodstuffs and feedstuffs.Type: GrantFiled: June 20, 2000Date of Patent: April 23, 2002Assignee: Lonza AGInventors: Roderick J. Chuck, Uwe Zacher
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Patent number: 6132286Abstract: A process is provided for the preparation of 1,2,5,6-tetrahydro-3-carboalkoxypyridines of formula (III) ##STR1## wherein R is a straight or cyclic substituted or unsubstituted alkyl chain having 1 to 6 carbon atoms, phenyl C.sub.1-6 alkyl, menthol or a derivative of menthol, or a derivative of camphor, and R' is an alkyl chain having 1 to 4 carbon atoms or phenyl C.sub.1-6 alkyl comprising reacting an alkyl pyridinium salt of formula ##STR2## wherein R and R' are as defined above and X is a suitable leaving group with sodium triacetoxyborohydride in the presence of an acid.Type: GrantFiled: August 19, 1997Date of Patent: October 17, 2000Assignee: Brantford Chemicals Inc.Inventors: K. S. Keshave Murthy, Allan W. Rey, Dan S. Matu
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Patent number: 6077957Abstract: Nicotinic acid is produced from aqueous solutions of ammonium nicotinate by spray-drying. The nicotinic acid can be freed from residual ammonium nicotinate by a thermal post-treatment in a fluidized bed or under reduced pressure. The process is suitable in particular for the work-up of the reaction mixture produced in the oxidation of 3-methylpyridine with atmospheric oxygen, with the ammonia and, if appropriate, the water, being able to be recycled. Nicotinic acid ("vitamin PP") is an important additive to foodstuffs and feedstuffs.Type: GrantFiled: November 23, 1998Date of Patent: June 20, 2000Assignee: Lonza AGInventors: Roderick J. Chuck, Uwe Zacher
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Patent number: 5925764Abstract: The present invention provides a process to prepare a pyridine-2,3-dicarboxylate derivative via the reaction of a dailkyl alkoxy(or alkylthio)oxalacetate with an appropriately substituted acrolein compound in the presence of an ammonia source and a solvent.The present invention also provides useful intermediate compounds of formula IV.Type: GrantFiled: June 15, 1998Date of Patent: July 20, 1999Inventor: Wen-Xue Wu
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Patent number: 5892050Abstract: There is provided a single vessel process for the preparation of a pyridine dicarboxylate compound of formula I ##STR1## via the sequential condensation of an alkyl vinyl ether with Vilsmeier reagent, oxalacetate and an ammonia source.Type: GrantFiled: January 28, 1998Date of Patent: April 6, 1999Assignee: American Cyanamid CompanyInventor: Robert Francis Doehner, Jr.
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Patent number: 5821369Abstract: A process for the racemization of an enantiomerically-enriched compound of formula (3), comprises treatment of enantiomerically-enriched (3) with a base to obtain anion (4), optionally in protonated form, which is then combined with CH.sub.2 =CH--Y.sup.1 to form racemic (3), ##STR1## wherein Ar=aryl or heteroaryl; Ak=C.sub.1-20 alkyl; X=CN, CO.sub.2 R, CONR.sup.1 R.sup.2, and COR; Y and Y.sup.1 are independently selected from CN, CO.sub.2 R, CONR.sup.1 R.sup.2 and R, R.sub.1 and R.sub.2 are independently selected from H and C.sub.1-20 alkyl; optionally as a salt thereof.This racemization process can be used as part of an efficient synthesis of enantiomerically-enriched verapamil or aminoglutethimide.Type: GrantFiled: February 7, 1997Date of Patent: October 13, 1998Assignee: Chiroscience LimitedInventor: Raymond McCague
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Patent number: 5756750Abstract: Described are preferred processes for hydrolyzing substituted and unsubstituted cyanopyridines in the presence of a base and under substantially adiabatic conditions to produce pyridine substituted amides and/or pyridine substituted carboxylic acids. Preferred processes can be conducted in a variety of continuous reactors including cascades of reaction vessels, loop reactors or flow tube reactors. More preferred are the efficient and advantageous preparations of nicotinamide and niacin, which serve as important members of the B-vitamin complex.Type: GrantFiled: February 7, 1997Date of Patent: May 26, 1998Assignee: Reilly Industries, Inc.Inventors: Wei Cao, Robert A. Kattau, George Kreilis
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Patent number: 5750707Abstract: A method for the separation of R-(+)- and S-(-)-isomers of amlodipine (I) from mixtures thereof, which comprises the reaction of the mixture of isomers with either L- or D-tartaric acid in an organic solvent containing sufficient dimethyl sulphoxide (DMSO) for the precipitation of, respectively, a DMSO solvate of an L-tartrate salt of R-(+)-amlodipine, or a DMSO solvate of a D-tartrate salt of S-(-)-amlodipine.Type: GrantFiled: September 18, 1996Date of Patent: May 12, 1998Assignee: Pfizer Inc.Inventor: Peter Lionel Spargo
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Patent number: 5728837Abstract: A method has been developed for preparing nicotinic acid with a yield of 82-86% mol, in which method there is no formation of harmful gas wastes and liquid wastes.The process is carried out by gas-phase single-step oxidation of .beta.-picoline with oxygen in the presence of water vapor and a catalyst on the base of oxides of vanadium and titanium, with or without additives, at a temperature of 250.degree.-290.degree. C. and mole ratios O.sub.2 :.beta.-picoline=15-40 and H.sub.2 O:.beta.-picoline=10-70.Type: GrantFiled: July 17, 1996Date of Patent: March 17, 1998Assignee: Institut Kataliza Imeni G.K. Boreskova Sibirskogo Otdelenia Rossiiskoi Akademii NaukInventors: Evgenia Moiseevna Alkaeva, Tamara Vitalievna Andrushkevich, Galina Alexeevna Zenkovets, Mikhail Grigorievich Makarenko
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Patent number: 5387397Abstract: A method and apparatus of conducting chemical reactions on a continuous basis involving feeding a mixture of reactants through a microwave heating zone and controlling the feed rate, feed pressure or microwave power input such that a desired chemical reaction occurs at a predetermined temperature within the feed. Apparatus for performing the method comprises a pump (105) to feed the reactants through a conduit (102, 103, 104) a section of which (103) passes through a microwave heating apparatus (106, 107). The effluent section (104) of the conduit includes a heat exchanger (109) and pressure control means (110). The apparatus is operated under the control of a microprocessor (112) which allows predetermined operating parameters to be set by an operator.Type: GrantFiled: June 3, 1992Date of Patent: February 7, 1995Assignee: Commonwealth Scientific and Industrial Research OrganisationInventors: Christopher R. Strauss, Alan F. Faux
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Patent number: 5371229Abstract: There is provided an improved process for the preparation of substituted and unsubstituted 2,3-pyridinedicarboxylic acids in significantly enhanced yield by the nitric acid oxidation of the appropriately substituted quinoline precursor in the presence of a catalytic amount of Manganese.Type: GrantFiled: October 28, 1992Date of Patent: December 6, 1994Assignee: American Cyanamid CompanyInventors: Nicholas A. Cortese, Jr., Henry L. Strong
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Patent number: 5296601Abstract: A process for producing a carboxylic acid ester, which comprises reacting an organic chloride having at least one chlorine atom on its ring of a substituted or unsubstituted, aromatic or heterocyclic hydrocarbon with carbon monoxide and an amine or an alcohol in the presence of a base by using as catalysts a palladium compound and a phosphine compound represented by the general formula (V):(R).sub.2 P--X--P(R).sub.2 (V)wherein R is an alkyl group or a substituted or unsubstituted phenyl group, and X is an alkylene group having 1 to 6 carbon atoms, ##STR1## or a binaphthyl group.Type: GrantFiled: May 27, 1992Date of Patent: March 22, 1994Assignee: Nihon Nohyaku Co., Ltd.Inventors: Keiji Suto, Masaaki Kudo, Moriharu Yamamoto
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Patent number: 5231104Abstract: A series of novel 1-(phenethyl) and 1-(2-heteroarylethyl)-3-substituted piperidine derivatives have been prepared, including their pharmaceutically acceptable salts and various novel key intermediates therefor. The 3-substituent present in these compounds is an unsubstituted or substituted diphenylmethoxy group or a diphenylmethoxy-derived group, while the 1-substituent is unsubstituted or substituted phenethyl or 1-(2-heteroarylethyl) wherein the heteroaryl moiety is thienyl, pyridyl or pyrazinyl. These compounds in the form of both their racemates and 3R-isomers, are useful in therapy as smooth muscle muscarinic receptor antagonists and therefore, are of value in the treatment diseases associated with altered motility and/or smooth muscle tone.Type: GrantFiled: February 5, 1992Date of Patent: July 27, 1993Assignee: Pfizer Inc.Inventors: David Alker, Peter E. Cross, Robert M. Wallis
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Patent number: 5142057Abstract: A process for producing a carboxylic acid amide or ester, which comprises reacting an organic chloride having at least one chlorine atom on its ring of a substituted or unsubstituted, aromatic or heterocyclic hydrocarbon with carbon monoxide and an amine or an alcohol in the presence of a base by using as catalysts a palladium compound and a phosphine compound represented by the general formula (V):(R).sub.2 P--X--P(R).sub.2 (V)wherein R is an alkyl group or a substituted or unsubstituted phenyl group, and X is an alkylene group having 1 to 6 carbon atoms ##STR1## or a binaphthyl group.Type: GrantFiled: May 29, 1990Date of Patent: August 25, 1992Assignee: Nihon Nohyaku Co., Ltd.Inventors: Keiji Suto, Masaaki Kudo, Moriharu Yamamoto
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Patent number: 5124458Abstract: There is provided a process for the preparation of substituted and unsubstituted-2,3-pyridinedicarboxylate compounds by reacting a dialkyl dichlorosuccinate with a dehydrohalogenating agent, an ammonia source and an appropriately substituted .alpha.,.beta.-unsaturated aldehyde or ketone.Type: GrantFiled: June 15, 1990Date of Patent: June 23, 1992Assignee: American Cyanamid CompanyInventors: Albert A. Cevasco, George A. Chiarello, William F. Rieker
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Patent number: 5120849Abstract: O-substituted hydroxylamines (I)H.sub.2 N--O--CH.sub.2 --R(I)where R is H or an organic radical, and their salts are prepared by reacting a cyclic imidoether II of a 1,4- or 1,5-dicarboxylic acid, the said imidoether containing an ether group --O--CH.sub.2 --R, with a basic compound by a method in which a primary aliphatic aminoalcohol III is used as the basic compound and the compound I is, if required, converted to its salts.Type: GrantFiled: January 9, 1991Date of Patent: June 9, 1992Assignee: BASF AktiengesellschaftInventors: Jochen Wild, Norbert Goetz, Wolfgang Will, Rolf-Dieter Kohler, Peter Plath
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Patent number: 5063239Abstract: Circulation active compounds of the formula ##STR1## in which R.sup.1 is phenyl or heterocyclyl substituted by nitro, trifluoromethyl or other radicals,R.sup.2 is optionally substituted alkyl or other radicalR.sup.3 and R.sup.5 are hydrogen, methyl or other radicals,R.sup.4 is hydrogen or optionally substituted alkyl,X is from 2 to 15, andR.sup.6 is ##STR2## and physiologically acceptable salts thereof.Type: GrantFiled: May 8, 1990Date of Patent: November 5, 1991Assignee: Bayer AktiengesellschaftInventors: Eckhard Schwenner, Hartmut Stegelmeier, Stanislav Kazda, Andreas Knorr
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Patent number: 5047542Abstract: A novel method is disclosed for the preparation of 2,3-pyridine-dicarboxylates by the reaction of a ketoester such as dimethyl oxalacetate with an .alpha.,.beta.-unsaturated aldehyde or ketone such as 2-ethylacrolein and at least 1 molar equivalent of ammonium salt in suitable solvent.Type: GrantFiled: July 1, 1988Date of Patent: September 10, 1991Assignee: Hoechst Celanese CorporationInventors: B. Franklin Gupton, James H. Rea, Werner H. Mueller, John Saukaitis
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Patent number: 5008276Abstract: Fungicidal compounds of the formula (I): ##STR1## and stereoisomers thereof, wherein K is oxygen or sulphur; Z is optionally substituted aryl or optionally substituted heteroaryl; X is O, S(O).sub.n, NR.sup.4, CR.sup.1 R.sup.2, CHR.sup.5, CO, CR.sup.1 (OR.sup.2), C.dbd.CR.sup.1 R.sup.2, CHR.sup.1 CHR.sup.2, CR.sup.1 .dbd.CR.sup.2, CHR.sup.1 CR.sup.2 .dbd.CH, C.dbd.C, OCHR.sup.1, CHR.sup.1 O, OCHR.sup.1 O, S(O).sub.n CHR.sup.1, S(O).sub.n CHR.sup.1 O, CHR.sup.1 S(O).sub.n, CHR.sup.1 OSO.sub.2, NR.sup.4 CHR.sup.1, CHR.sup.1 NR.sup.4, CO.sub.2, O.sub.2 C, SO.sub.2 O, OSO.sub.2, CO.CO, COCHR.sup.1, COCHR.sup.1 O, CHR.sup.1 CO, CHOH.CHR.sup.1, CHR.sup.1.CHOH, ##STR2## CONR.sup.4, OCONR.sup.4, NR.sup.4 CO, CSNR.sup.4, OCS.NR.sup.4, SCO.NR.sup.4, NR.sup.4 CO.sub.2, NR.sup.4 CS, NR.sup.4 CSO, NR.sup.4 COS, NR.sup.4 CONR.sup.4, S(O).sub.n NR.sup.4, NR.sup.4 S(O).sub.n, CS.sub.2, S.sub.2 C, CO.S, SCO, N.dbd.N, N.dbd.CR.sup.1, CR.sup.1 .dbd.N, CHR.sup.1 CHR.sup.2 CH(OH), CHR.sup.1 OCO, CHR.sup.1 SCO, CHR.sup.1 NR.sup.Type: GrantFiled: October 17, 1988Date of Patent: April 16, 1991Assignee: Imperial Chemical Industries PLCInventors: John M. Clough, Christopher R. A. Godfrey, Stephen P. Heaney, Kenneth Anderton
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Patent number: 4990651Abstract: Carboxylic acid esters, industrially important compounds, are obtained by reacting carboxylic acid amides and formic acid esters, or carboxylic acid amides, alcohols and carbon monoxide in the presence of metal alcoholate.Type: GrantFiled: April 12, 1989Date of Patent: February 5, 1991Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Hideo Ikarashi, Yoshio Kawai, Seiji Nagasawa, Hiroyuki Hirayama
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Patent number: 4983757Abstract: Carboxylic acid esters and formamide are efficiently obtained for reacting carboxylic acid amides and formic acid esters, or carboxylic acid amides, alcohols and carbon monoxide in the presence of an alkaline earth metal oxide catalyst.Type: GrantFiled: March 28, 1990Date of Patent: January 8, 1991Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Jiro Ishikawa, Hirofumi Higuchi, Shuji Ebata, Koichi Kida
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Patent number: 4977168Abstract: N.alpha.-substituted derivatives of N.alpha.-arylsulphonylaminoacyl p-amidinophenylalaninamides, their preparation, their use as medicaments and intermediates for their synthesis.Type: GrantFiled: January 23, 1987Date of Patent: December 11, 1990Assignee: SanofiInventors: Andre Bernat, Denis Delabassee, Daniel Frehel, Jean-Pierre Maffrand, Eric Vallee
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Patent number: 4973695Abstract: A process for preparing pyridine-2,3-dicarboxylic acid compounds of the following formula: ##STR1## wherein R.sup.1 and R.sup.3 are, identical or different, each a hydrogen atom or a lower alkyl group, R.sup.2 is a hydrogen atom, a lower alkyl group, or a phenyl-(lower)alkyl group which may have halogen atom or lower alkyl group on its phenyl ring, and R.sup.4 and R.sup.5 are, identical or different, each a lower alkoxy group.The compounds are useful as an intermediate for preparing agricultural chemicals and pharmaceuticals.Type: GrantFiled: February 10, 1989Date of Patent: November 27, 1990Assignee: Sugai Chemical Ind. Co., Ltd.Inventors: Takaharu Yamashita, Mitsuhiro Kodama, Shouzo Shimada
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Patent number: 4959478Abstract: The invention is directed to a method of producing coarse-crystalline nicotinic acid with a high degree of purity in which 3-cyanopyridine is saponified with aqueous alkali hydroxide and the nicotinic acid is allowed to crystallize out of the alkali nicotinate solution obtained in this manner under the addition of mineral acid at temperatures between 99.degree. and 135.degree. C. The pH is kept above 3.7.Type: GrantFiled: February 28, 1989Date of Patent: September 25, 1990Assignee: Degussa AktiengesellschaftInventors: Alexander Moller, Heinz Friedrich, Herbert Kuhn, Kurt Winkler
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Patent number: 4950676Abstract: Circulation active compounds of the formula ##STR1## in which R.sup.1 is phenyl or heterocyclyl substituted by nitro, trifluoromethyl or other radicals,R.sup.2 is optionally substituted alkyl or other radicalR.sup.3 and R.sup.5 are hydrogen, methyl or other radicals,R.sup.4 is hydrogen or optionally substituted alkyl,X is from 2 to 15, andR.sup.6 is ##STR2## and physiologically acceptable salts thereof.Type: GrantFiled: March 1, 1989Date of Patent: August 21, 1990Assignee: Bayer AktiengesellschaftInventors: Eckhard Schwenner, Hartmut Stagelmeier, Stanislav Kazda, Andreas Knorr
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Patent number: 4782157Abstract: The invention provides an improved process for the preparation of substituted and unsubstituted 2-carbamoyl nicotinic and 3-quinolinecarboxylic acids.Type: GrantFiled: December 3, 1984Date of Patent: November 1, 1988Assignee: American Cyanamid Co.Inventor: John J. Pascavage
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Patent number: 4723016Abstract: One-step process for preparing anhydrous, organic acid alkali or alkaline earth metal salts by contacting and reacting an organic or polymeric acid fluoride, anhydride or ester and an organic alkali or alkaline earth metal silanolate.Type: GrantFiled: February 13, 1986Date of Patent: February 2, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventors: Bertrand L. Chenard, Evan D. Laganis
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Patent number: 4537970Abstract: This invention relates to the preparation of esters or salts of aromatic or etheroaromatic acids having formula Y--Ar--CO--OR (I), where:Ar represents an aromatic group constituted by one or more benzene rings, optionally condensed, or an etheroaromatic nucleus optionally condensed with one or more benzene rings;Y represents from zero to more substituents, equal or different, chosen among a halogen; an alkyl group having up to 6 carbon atoms; an alkoxy group having up to 5 carbon atoms; an ester group --COOR', where R' contains up to 5 carbon atoms; a hydroxyl group; a phenyloxy group, optionally substituted with groups inert under reaction conditions; a trifluoromethyl group; a nitrile group; an amidic group (--CONH.sub.2); an acetamidic group (--NH--CO--CH.sub.3); or an acyl group --CO--R", where R" represents a hydrocarbon group having up to 8 carbon atoms;R represents an alkyl group R.sub.1 having up to 5 carbon atoms or an alkali metal or alkaline earth metal M.Type: GrantFiled: December 12, 1983Date of Patent: August 27, 1985Assignee: Montedison S.p.A.Inventors: Marco Foa, Franco Francalanci, Andrea Gardano, Elena Bencini
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Patent number: 4496736Abstract: Carboxylic acids and N-t.-alkylamines can be prepared simultaneously by the alkaline pressure hydrolysis of N-t.-alkyl carboxylic acid amides. A 5 to 50% strength by weight aqueous solution of an alkali metal hydroxide is employed for this purpose in an amount of 1.0 to 1.3 mols per mol of the amide. The process is carried out at 200.degree. to 350.degree. C.Type: GrantFiled: June 3, 1982Date of Patent: January 29, 1985Assignee: Bayer AktiengesellschaftInventors: Gerhard Bonse, Gerhard Marzolph, Heinz U. Blank
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Patent number: 4467093Abstract: In the process for preparing 4-(2'-nitrophenyl-2,6-dimethyl)-3,5-dicarbmethoxy-1,4-dihydropyridine of the formula ##STR1## 2-nitrobenzaldehyd-diacetate, methyl acetoacetate and ammonia are reacted in the presence of an inert organic solvent, such as methanol, and in the presence or absence of an organic base, such as pyridine, at a temperature of between 20.degree. and 150.degree. C. The compound is a valuable medicine for the treatment of angina pectoris.Type: GrantFiled: July 27, 1982Date of Patent: August 21, 1984Assignee: LEK, Tovarna Farmacevtskih in Kemicnih Izdelkov, N.Sol.O.Inventors: Branko Jenko, Igor Langof
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Patent number: 4440946Abstract: This invention is a process for producing a carboxylate ester which involves contacting mixtures of alcohol and aldehyde in vapor phase with a reduced silver-cadmium-zinc-zirconium catalyst composition.Type: GrantFiled: July 26, 1982Date of Patent: April 3, 1984Assignee: Celanese CorporationInventors: Richard H. Summerville, deceased, James E. Summerville, Jr., administrator
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Patent number: 4414410Abstract: Alkyl esters, such as ethyl acetate, are prepared by contacting the corresponding next lower carbon number alkyl ester, such as methyl acetate, with carbon monoxide and hydrogen in the presence of an iodine or iodide-free catalyst composition comprising a ruthenium-containing compound, a cobalt containing compound and a quaternary phosphonium salt or base, and heating the mixture to an elevated temperature and pressure for sufficient time to produce the desired higher alkyl ester, and then recovering the same from the reaction mixture.Type: GrantFiled: January 13, 1982Date of Patent: November 8, 1983Assignee: Texaco Inc.Inventors: Jiang-Jen Lin, John F. Knifton
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Patent number: 4322355Abstract: An improvement in the reaction of olefin with aldehyde, and optionally, carboxylic acid, in the liquid phase in the presence of a catalytically effective amount of strong acid to provide a 1,3-difunctional compound or a mixture of 1,3-difunctional compounds is provided by carrying out the aforesaid reaction in the further presence of a co-catalyst selected from the group consisting of antimony oxide, bismuth oxide, antimony salt, bismuth salt and mixtures thereof.Type: GrantFiled: April 15, 1980Date of Patent: March 30, 1982Assignee: National Distillers & Chemical Corp.Inventors: David Horvitz, William D. Baugh
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Patent number: 4314064Abstract: Nicotinamide is prepared from nicotinonitrile by hydrolysis at 120.degree. to 200.degree. C. employing alkali hydroxide.Type: GrantFiled: September 29, 1980Date of Patent: February 2, 1982Assignee: Detusche Gold- und Silber-Scheindeanstalt vormals RoesslerInventors: Helmut Beschke, Heinz Friedrich, Klaus-Peter Muller, Gerd Schreyer
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Patent number: 4214087Abstract: A nitrile, such as terephthalonitrile or nicotinonitrile is hydrolyzed, in the vapor phase, in the presence of a solid acid catalyst, with ammonia which is evolved in the reaction and absorbed by the catalyst being stripped from the catalyst to reduce the production of intermediate amide products.Type: GrantFiled: December 13, 1978Date of Patent: July 22, 1980Assignee: The Lummus CompanyInventors: Anthony J. Fanelli, Abraham P. Gelbein
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Patent number: 4174452Abstract: A nitrile, such as terephthalonitrile or nicotinonitrile is reacted with water, in the vapor phase, in the presence of a catalyst, such as supported phosphoric acid, to produce the corresponding carboxylic acid.Type: GrantFiled: February 13, 1978Date of Patent: November 13, 1979Inventors: Abraham P. Gelbein, John E. Paustian, Anthony J. Fanelli
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Patent number: RE41008Abstract: The invention relates to a process for the preparation of 5-arylnicotinaldehydes by reduction of the corresponding 5-arylnicotinic acids by catalytic hydrogenation in the presence of carboxylic anhydrides in which the catalyst used is a palladium/ligand complex, characterized in that the molar ratio between palladium and ligand is from 1:5 to 1:15 in the case of monodentate ligands and from 1:2.5 to 1:7.5 in the case of bidentate ligands.Type: GrantFiled: January 5, 2001Date of Patent: November 24, 2009Assignee: Merck Patent GmbHInventors: Andreas Bathe, Heinz Bokel, Ralf Knieriemen, Christoph Muermann, Thomas Keil