Of Halo Alkyl Containing Compound Patents (Class 562/422)
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Patent number: 8115029Abstract: Oxidations of hydrocarbons, cycloalkanes and alkenes, arylalkanes, and a variety of other organic substrates are accomplished by cobalt-N-hydroxysuccinimide co-catalyzed reactions with dioxygen under unusually mild, near ambient conditions of temperature and pressure. The improved safety of the oxidation method and the high yields of product obtained make use of a unique combination of cobalt (II) complexes with N-hydroxysuccinimide. These autoxidation reactions do not have prolonged initiation times. Many of these reactions can be safely performed under normal chemical laboratory conditions and do not require specialized equipment or reagents.Type: GrantFiled: November 2, 2007Date of Patent: February 14, 2012Assignee: University of KansasInventors: Richard S. Givens, Chi Cheng Ma, Daryle H. Busch, Bala Subramaniam, Bhuma Rajagopalan
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Patent number: 7947851Abstract: The present invention is related to carboxylic acids of Formula (I) and use thereof for the treatment and/or prevention of obesity and/or metabolic disorders mediated by insulin resistance or hyperglycemia, comprising diabetes type I and/or II, inadequate glucose tolerance, insulin resistance, hyperlipidemia, hypertriglyceridemia, hypercholesterolemia, polycystic ovary syndrome (PCOS). In particular, the present invention is related to the use of carboxylic acids of Formula (I) to modulate, notably to inhibit the activity of PTPs.Type: GrantFiled: March 29, 2005Date of Patent: May 24, 2011Assignee: Merck Serono SAInventors: Dominique Swinnen, Catherine Jorand-Lebrun, Patrick Gerber, Jerome Gonzalez, Agnes Bombrun
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Patent number: 6777440Abstract: The present invention relates to the inhibition of HIV integrase, and to the treatment of AIDS or ARC by administering compounds of the following formula, or a tautomer of said compound, or a pharmaceutically acceptable salt, solvate or prodrug thereof: wherein R1, R2 and B1 are as defined herein.Type: GrantFiled: December 6, 2002Date of Patent: August 17, 2004Assignee: Bristol-Myers Squibb CompanyInventors: Michael A. Walker, Jacques Banville, Roger Remillard, Serge Plamondon
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Patent number: 6639094Abstract: A process for producing &agr;-amino-dihalogenated methyl ketone derivatives by reacting an N-protected &agr;-amino acid ester with a dihalomethyl lithium is provided. This process is suitable for the production on an industrial scale and by this process, &agr;-amino-dihalogenated methyl ketone derivatives and &bgr;-amino-&agr;-hydroxycarboxylic acid derivatives can be obtained efficiently and economically advantageously.Type: GrantFiled: September 12, 1999Date of Patent: October 28, 2003Assignee: Ajinomoto Co., Inc.Inventors: Tomoyuki Onishi, Takashi Nakano, Naoko Hirose, Takayoshi Torii, Masakazu Nakazawa, Kunisuke Izawa
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Patent number: 6469205Abstract: Xylene derivatives, such as chloro-ortho-xylene, are oxidized in the absence of solvent or added promoter in the presence of at least one metal catalyst. The primary products are chlorophthalic anhydride and chlorotoluic acid.Type: GrantFiled: November 14, 2000Date of Patent: October 22, 2002Assignee: General Electric CompanyInventor: Tohru Takekoshi
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Patent number: 6465685Abstract: Xylene derivatives, such as chloro-ortho-xylene, are oxidized in a solvent in the presence of at least one metal catalyst with addition of promoter after the reaction has proceeded to an intermediate stage of conversion to product mixture. The product comprises chlorophthalic acid or chlorophthalic anhydride.Type: GrantFiled: November 20, 2000Date of Patent: October 15, 2002Assignee: General Electric CompanyInventors: Peter David Phelps, Donald Frank Rohr, Jr., Sheree Lynell Schattenmann
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Patent number: 6127573Abstract: The present invention relates to a TEMPO-catalyzed oxidation of primary alcohols, RCH.sub.2 OH to corresponding carboxylic acids, RCOOH in the presence of catalytic in the presence of catalytic amount of NaClO and stoichiometric amount of NaClO.sub.2 as an oxidant.Type: GrantFiled: April 1, 1999Date of Patent: October 3, 2000Assignee: Merck & Co., Inc.Inventors: Jing Li, Zhiguo Song, David M. Tschaen, Mangzu Zhao
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Patent number: 6087530Abstract: An object of the present invention is to provide a process for producing a .beta.-amino-.alpha.-hydroxy acid derivative via efficient and industrially utilizable steps.The present invention provides a process for producing a .beta.-amino-.alpha.-hydroxy acid derivative represented by the general formula (2) given below which comprises hydrolyzing an .alpha.-amino-.alpha.', .alpha.-dihaloketone derivative of the general formula (1) given below in the presence of a base, followed by protecting the amino group or without protecting the same.Type: GrantFiled: November 15, 1999Date of Patent: July 11, 2000Assignee: Kaneka CorporationInventors: Shingo Matsumoto, Kazuhiko Matsuo, Tadashi Sugawa, Tadashi Moroshima, Kenji Inoue
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Patent number: 6020518Abstract: An object of the present invention is to provide a process for producing a .beta.-amino-.alpha.-hydroxy acid derivative via efficient and industrially utilizable steps.The present invention provides a process for producing a .beta.-amino-.alpha.-hydroxy acid derivative represented by the general formula (2) given below which comprises hydrolyzing an .alpha.-amino-.alpha.', .alpha.'-dihaloketone derivative of the general formula (1) given below in the presence of a base, followed by protecting the amino group or without protecting the same.Type: GrantFiled: May 14, 1999Date of Patent: February 1, 2000Assignee: Kaneka CorporationInventors: Shingo Matsumoto, Kazuhiko Matsuo, Tadashi Sugawa, Tadashi Moroshima, Kenji Inoue
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Patent number: 6008407Abstract: The present invention provides a method of preparing ortho-difluorobenzene derivatives, which comprises (a) providing a mixture of cyclohexenes by reacting chlorotrifluoroethylene (CTFE) and 1.3-diene in a flow reactor and distilling the resultant, and (b) dehydrohalogenating the mixture of cyclohexenes with a phase transition catalyst in :he presence of alkali metal hydroxide at temperature range of 40 to 150.degree. C. without using any organic solvent. The distillate having low boiling point, which is obtained during distillation of the resultant, is recycled into the flow reactor. The present invention also provides a method of preparing 2-chloro-4,5-difluorobenzoic acid, which comprises (a) providing a mixture of 4-chloro-1-methyl-4,5,5-trifluorocyclohexene and 5-chloro-1-methyl-4,4,5-trifluorocyclohexene by reacting chlorotrifluoroethylene (CTFE) and isoprene and distilling the resultant.Type: GrantFiled: November 3, 1998Date of Patent: December 28, 1999Assignees: Zelinsky Institute of Organic Chemistry, Samsung General Chemicals Co., Ltd.Inventors: Oleg Matveyevich Nefedov, Nikolay Vasiljcvich Volchkov, Mariya Borisovna Lipkind, Ho Seong Lee, Young Jun Park, Min Hwan Kim
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Patent number: 5869740Abstract: Compounds of the formula: ##STR1## wherein R is CH.sub.2 X or CHX.sub.2 and X is chloro or bromo and R.sup.1 is chloro, bromo or nitro which are useful as intermediates for preparing herbicidal 2-(2'-substituted)-4'-(alkylsulfonyl)benzoyl-1,3-cyclohexanedione compounds.Type: GrantFiled: March 20, 1997Date of Patent: February 9, 1999Assignee: Zeneca LimitedInventors: Richard D. Gless, Jr., Nancy Kerlinger
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Patent number: 5783729Abstract: A process for preparing a compound of formula (I), ##STR1## where R.sup.1 is optionally substituted alkyl or phenyl, R.sup.2 is COOH, and R.sup.3 and R.sup.4 are independently selected from hydrogen, halo, haloalkyl, nitro, hydroxy, alkoxy, haloalkoxy or alkoxyalkoxy; which process comprises oxidising a compound of formula (II) ##STR2## where R.sup.1, R.sup.3 and R.sup.4 are as defined in relation to formula (I) and R.sup.5 is H, halo or C.sub.1-4 alkyl with sodium hypochlorite or sodium chlorite in the presence of a catalytic amount of a ruthenium or palladium compound and a phase transfer catalyst in an organic solvent at a pH of 7-11.Type: GrantFiled: November 18, 1996Date of Patent: July 21, 1998Assignee: Zeneca LimitedInventors: Stephen Martin Brown, Martin Charles Bowden, Keith Moorhouse
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Patent number: 5168101Abstract: A sulfonamide derivative of the general formula:Tx--R.sup.1 (I)wherein, R.sup.1 represents(i) COOR.sup.11,(ii) CH.sub.2 OR.sup.12 or(iii) CONR.sup.13 R.sup.14,Tx--represents ##STR1## X.sub.b represents(i) bond,(ii) alkylene group of from 1 to 4 carbon atoms or(iii) alkenylene group of from 2 to 4 carbon atoms (with the proviso that --CH.dbd.CHCH.sub.2 -- and --CH.sub.2 CH.dbd.CHCH.sub.2 -- are excluded),R.sup.2b represents(i) hydrogen atom,(ii) halogen atom or(iii) alkyl group of from 1 to 4 carbon atom(s), posses an antagonistic activity on TXA.sub.2.Type: GrantFiled: October 13, 1988Date of Patent: December 1, 1992Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Yoshinobu Arai, Nobuyuki Hamanaka, Tohru Miyazaki
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Patent number: 5036156Abstract: Compounds of formula ##STR1## in which R.sub.1 and R.sub.2 are hydrogen or halogen, are prepared by reacting an aldehyde of formula: ##STR2## with CHBr.sub.3 and KOH in a mixture of an inert solvent and water. Further an ester of compound (I) wherein R.sub.1 is H and R.sub.2 is 2-Cl is reacted with 4,5,6,7-tetrahydrothieno[3,2-c]pyridine to produce a compound of formula III: ##STR3## which is useful as a medicament.Type: GrantFiled: June 19, 1990Date of Patent: July 30, 1991Assignee: SanofiInventors: Michel Bouisset, Joel Radisson
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Patent number: 4929753Abstract: Trifluoromethylbenzoic acid is obtained at high yield from .alpha.,.alpha.,.alpha.,.alpha.',.alpha.',.alpha.'-hexafluoroxylene, which is a relatively inexpensive compound, by reacting this compound with a strong acid in sulfuric acid which is at least partly fuming sulfuric acid. It is best to use fuming sulfuric acid as the strong acid. The reaction temperature ranges from room temperature to 150.degree. C., though temperatures below 100.degree. C. are preferable. By this reaction only one trifluoromethyl group of hexafluoroxylene is hydrolyzed so far as the strong acid is not in large excess.Type: GrantFiled: April 19, 1988Date of Patent: May 29, 1990Assignee: Central Glass Company, LimitedInventors: Yoshihiko Gotoh, Toshikazu Kawai
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Patent number: 4845279Abstract: An isomer mixture of 4-trifluoromethyl-2-nitrobenzoic acid and 4-trifluoromethyl-3-nitrobenzoic acid, which is a novel compound, is obtained by nitrating a compound represented by ##STR1## (Z is COY or CY.sub.3, and Y is a halogen atom) with a nitrating agent comprising nitric acid and simultaneously hydrolyzing the radical Z. Each of the two isomers is easily isolated by treating the mixture with a basic neutralizing agent to obtain a solution containing the 2-nitro isomer and a precipitate containing the 3-nitro isomer.Type: GrantFiled: December 22, 1987Date of Patent: July 4, 1989Assignee: Central Glass Company, LimitedInventors: Yasunori Nishimura, Yoshihiko Gotoh, Toshikazu Kawai
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Patent number: 4806681Abstract: This invention relates to a process for preparing cinnamic acid by hydrolysis of 1,1,1,3-tetrachloro-3-phenylpropane with acetic acid, trifluoroacetic acid or formic acid, optionally in the presence sulphuric acid, phosphoric acid, para-toluenesulphonic acid, or a cation exchange resin containing sulphonic acid groups. The mixture is heated at a temperature from about 80.degree. to about 150.degree. C. until hydrogen chloride evolution ceases, after which time the cinnamic acid is separated.Type: GrantFiled: June 4, 1987Date of Patent: February 21, 1989Assignee: Ceskoslovenska akademie vedInventors: Milan Hajek, Premysl Silhavy
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Patent number: 4786443Abstract: Process for the carbonylation of olefins with CO in the presence of water, an alcohol and/or a carboxylic acid in the presence of a catalyst composition based on(a) a Pd compound,(b) a protonic acid, and(c) a phosphine PR.sup.1 R.sup.2 R.sup.3 in which R.sup.1 is a heterocyclic ring having 5-6 atoms and containing .gtoreq.1 hetero N atom and R.sup.2 and R.sup.3 are R.sup.1 or an aryl group.Type: GrantFiled: March 7, 1988Date of Patent: November 22, 1988Assignee: Shell Oil CompanyInventors: Eit Drent, Simon A. J. van Langen, Leonardus Petrus
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Patent number: 4327226Abstract: A process and an apparatus for producing an aromatic dicarboxylic acid by oxidizing a benzene derivative with molecular oxygen in the liquid phase in a lower aliphatic carboxylic acid as a solvent in the presence of an oxidation catalyst, wherein a starting material liquid e.g., a benzene derivative or a solution thereof in the lower aliphatic carboxylic acid, is fed into the liquid-phase reaction system in a uniformly dispersed state by being passed through a porous material causing the pressure of the starting material liquid just after passing through said porous material to drop more than about 1 kg/m.sup.2 in relation to the pressure of the starting material liquid just before passing through said porous material. The resultant aromatic dicarboxylic acid has high purity and has good color.Type: GrantFiled: July 23, 1980Date of Patent: April 27, 1982Assignee: Matsuyama Petrochemicals Inc.Inventors: Motoo Shigeyasu, Takehiko Kitamura