Halogen Containing Patents (Class 568/812)
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Patent number: 7667075Abstract: A diamine of formula (I) is described, in which A is hydrogen or a saturated or unsaturated C1-C20 alkyl group or an aryl group; B is a substituted or unsubstituted C1-C20 alkyl, cycloalkyl, alkaryl, alkaryl or aryl group or an alkylamino group and at least one of X1, X2, Y1, Y2 or Z is a C1-C10 alkyl, cycloalkyl, alkaryl, aralkyl or alkoxy substituting group. The chiral diamine may be used to prepare catalysts suitable for use in transfer hydrogenation reactions.Type: GrantFiled: November 1, 2005Date of Patent: February 23, 2010Assignee: Bial - Portela & CA, S.A.Inventors: Beatriz Dominguez, Antonio Zanotti-Gerosa, Gabriela Alexandra Grasa, Jonathan Alan Medlock
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Patent number: 7652177Abstract: A process for the production of an alcohol compound represented by the formula (3): wherein X1, X2, X3, X4, Z, R and n are as defined below, comprising reacting a phenol represented by the formula (1): wherein X1, X2, X3 and X4 independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 3 carbon atoms; Z represents an oxygen atom or a sulfur atom; and R represents a halogen-substituted alkenyl group, with a haloalcohol represented by the formula (2): wherein Y represents a chlorine atom or a bromine atom; and n represents an integer of 2 or 3, in a biphase system composed of a water-immiscible organic solvent and an aqueous alkali metal hydroxide solution in the presence of a phase-transfer catalyst.Type: GrantFiled: July 3, 2007Date of Patent: January 26, 2010Assignee: Sumitomo Chemical Company, LimitedInventors: Toru Sakamoto, Shinzo Seko
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Publication number: 20100015053Abstract: The present invention is directed to radiolabelled ligands, useful for the labeling and imaging of TRP M8 (transient receptor potential M8 channel) functionality. The present invention is further directed to pharmaceutical compositions comprising the radiolabelled ligands and methods for the preparation of the radiolabelled ligands.Type: ApplicationFiled: July 9, 2009Publication date: January 21, 2010Inventors: Paul D. Acton, Dennis J. Hlasta, Jay M. Matthews, James J. McNally
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Patent number: 7601867Abstract: A diamine of formula (I) is described, in which A is hydrogen or a saturated or unsaturated C1-C20 alkyl group or an aryl group; B is a substituted or unsubstituted C1-C20 alkyl, cycloalkyl, alkaryl, alkaryl or aryl group or an alkylamino group and at least one of X1, X2, Y1, Y2 or Z is a C1-C10 alkyl, cycloalkyl, alkaryl, aralkyl or alkoxy substituting group. The chiral diamine may be used to prepare catalysts suitable for use in transfer hydrogenation reactions.Type: GrantFiled: November 1, 2005Date of Patent: October 13, 2009Assignee: Bial-Portela & CA, S.A.Inventors: Beatriz Dominguez, Antonio Zanotti-Gerosa, Gabriela Alexandra Grasa, Jonathan Alan Medlock
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Publication number: 20090240087Abstract: A fluorine-containing benzaldehyde is reacted with an alkyl Grignard reagent to convert it to a magnesium alkoxide of racemic, fluorine-containing, benzyl alcohol, and subsequently the magnesium alkoxide is reacted with phthalic anhydride to obtain a phthalate half ester of racemic, fluorine-containing, benzyl alcohol, and the half ester is optically resolved by optically active 1-phenylethylamine, and then the ester group is hydrolyzed, thereby producing an optically active, fluorine-containing, benzyl alcohol.Type: ApplicationFiled: October 4, 2006Publication date: September 24, 2009Applicant: CENTRAL GLASS COMPANY, LIMITEDInventors: Akihiro Ishii, Koji Ueda, Manabu Yasumoto
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Publication number: 20090023903Abstract: A novel trifluoroacetylating agent, i.e., N-trifluoroacetylmorpholine, is described. This reagent is useful in the preparation of phenyl and heterocyclic sulfonamide compounds. Methods are therefore described for preparing sulfonamide compounds of the following structure, wherein R1 and R2 are defined herein, using N-trifluoroacetylmorpholine. The sulfonamide compounds that may be prepared as described herein include 5-chloro-thiophene-2-sulfonic acid [(1S,2R)-2-(3,5-difluoro-phenyl)-3,3,3-trifluoro-1-hydroxymethyl-propyl]-amide using N-trifluoroacetylmorpholine.Type: ApplicationFiled: July 14, 2008Publication date: January 22, 2009Applicant: WyethInventors: Terrence Joseph Connolly, Anita Wai-Yin Chan, Zhixian Ding, Mousumi Ghosh, Xinxu Shi, Jianxin Ren, Eric Hansen, Roger Farr, Michael MacEwan, Asaf Alimardanov, Antonia Nikitenko, John Potoski
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Publication number: 20080306311Abstract: The present invention relates to a process for preparing a specific ?-chiral chloromethyl compound in pure or enriched form by distillative removal of the compound mentioned from substance mixtures which comprise this compound and higher-boiling impurities. The ?-chiral chloromethyl compound in question is present in crystalline form at room temperature and is a central intermediate for the preparation of a class of medicaments.Type: ApplicationFiled: December 13, 2006Publication date: December 11, 2008Applicant: BASF SEInventors: Juergen Daeuwel, Volker Ruediger Sporys, Martin Voelkert, Holger Buehler
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Patent number: 7462734Abstract: The present invention relates to a process for producing an optically active ?-fluorocarboxylate derivative represented by the formula [2], by reacting an optically active ?-hydroxycarboxylate derivative with trifluoromethanesulfonyl fluoride (CF3SO2F) in the presence of an organic base, in the formula [2], R represents a straight-chain or branched-chain alkyl group of a carbon number of 1 to 12; one of or two by any combination of aromatic hydrocarbon groups, unsaturated hydrocarbon groups, straight-chain or branched alkoxy groups of a carbon number of 1 to 6, aryloxy groups, halogen atoms (fluorine, chlorine, bromine and iodine), protected carboxyl groups, protected amino groups or protected hydroxyl group can be substituted on any carbon atoms of the alkyl group; R1 represents a straight-chain or branched-chain alkyl group of a carbon number of 1 to 8; any carbon atoms of the alkyl groups of R and R1 may form a covalent bond; and * represents an asymmetric carbon.Type: GrantFiled: August 5, 2005Date of Patent: December 9, 2008Assignee: Central Glass Company, LimitedInventors: Akihiro Ishii, Hideyuki Tsuruta, Takashi Ootsuka, Yokusu Kuriyama, Manabu Yasumoto, Kenjin Inomiya, Koji Ueda
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Patent number: 7414078Abstract: The present invention is directed to novel themisone derivative compounds that have been modified to prevent the formation of the toxic metabolite, 2-phenyl-acrylamide. Compositions comprising such derivative compounds have activity as anesthetics and as neuroprotective agents.Type: GrantFiled: November 18, 2005Date of Patent: August 19, 2008Assignee: University of Virginia Patent FoundationInventor: Milton L. Brown
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Patent number: 7402626Abstract: The present invention relates to a top coat composition, which is characterized in that it is applied to a photoresist top surface by using a polymer containing at least one structure represented by the formula [1], [2] or [3]. It is possible to produce a top coat composition solution by dissolving this top coat composition in an organic solvent. These top coat composition and top coat composition solution can be used in immersion lithography.Type: GrantFiled: November 4, 2004Date of Patent: July 22, 2008Assignee: Central Glass Company, LimitedInventors: Kazuhiko Maeda, Haruhiko Komoriya, Shinichi Sumida, Satoru Miyazawa, Michitaka Ootani
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Publication number: 20080160417Abstract: Provided is a polymer composition containing an oxocarbon and a polymer, further, a polymer composition that the oxocarbon are expressed by formula (1).Type: ApplicationFiled: January 10, 2006Publication date: July 3, 2008Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventor: Ken Yoshimura
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Patent number: 7223747Abstract: The invention relates to novel compounds denominated halocombstatins. The halocombstatins are derivatives of combretastatin A-3, and include compounds that exhibit cancer growth cell inhibition against a panel of human cancer cell lines and the murine P388 leukemia, as well as activity as inhibitors of tubulin polymerization and inhibitors of the binding of colchicine to tubulin.Type: GrantFiled: September 24, 2004Date of Patent: May 29, 2007Assignee: Arizona Board of Regents Acting for and on Behalf of Arizona State UniversityInventors: George R. Pettit, Mathew D. Minardi, Heidi J. Rosenberg
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Patent number: 7166337Abstract: The present invention relates to liquid-crystal mixtures having specific resistance values, comprising acidic compounds. The present invention furthermore relates to liquid-crystal displays containing these liquid-crystal mixtures. The invention furthermore relates to compounds of the formula I, in which the parameters are as defined in the text, to their preparation, and to their use for achieving certain specific resistance values in liquid-crystal mixtures. The application also relates to a method of adjusting the specific resistance of liquid-crystal mixtures using acidic compounds.Type: GrantFiled: July 19, 2001Date of Patent: January 23, 2007Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Michael Darius, Volker Reiffenrath, Kazuaki Tarumi, Bernhard Rieger, Michael Heckmeier, Marcus Reuter, Peer Kirsch
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Patent number: 7132294Abstract: The invention provides a device for selective molecular recognition, the device comprising a sensing portion, wherein said sensing portion includes a substrate having coated thereon a layer comprising a non-volatile, small molecule compound having at least two pendant and terminal unsaturated groups, each being functionalized with at least one halogen substituted alcohol or phenol functional group. The compound of the invention preferably has one of the following general formulae: wherein A is a core moiety; B is a pendant and terminal unsaturated group; q is at least 1; r is at least 2; X is a linking group; and n is an integer designating the number of repeating units from 1 to 3, with the proviso that, if n is greater than 1, then the B groups differ from each other in at least two of the repeating units. The device is used to detect the molecules of a hydrogen bond accepting vapor such as an organophosphonate or nitroaromatic vapor.Type: GrantFiled: February 25, 2002Date of Patent: November 7, 2006Assignee: The United States of America as represented by the Secretary of the NavyInventors: Eric J. Houser, Robert Andrew McGill
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Patent number: 7119123Abstract: Antimicrobially active 4-methyl-4-aryl-2-pentanols of the Formula 1 below, methods for the preparation of these compounds and their use as antimicrobial active compounds are described. Surprisingly, compounds of the Formula 1 for which: R=hydrogen, hydroxyl, alkoxy group with up to 10 C atoms, straight-chain or branched, saturated or unsaturated alkyl with up to 10 C atoms, alkylthioether group with up to 10 C atoms, the alkylthioether group being bonded to the aromatic ring via a thioether bridge, fluorine, chlorine, bromine, iodine, or alkyl with up to 10 C atoms that is interrupted by one or more oxygen and/or sulphur atoms, have proved to be antimicrobially active.Type: GrantFiled: March 3, 2004Date of Patent: October 10, 2006Assignee: Symrise GmbH & Co. KGInventors: Gerhard Schmaus, Holger Joppe
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Patent number: 7105618Abstract: The present invention relates to a fluorine-containing polymerizable monomer having a structure of the general formula (1), where each of R1 and R2 is independently a methyl group or trifluoromethyl group, and each of R3 and R4 is independently a hydrogen atom, an alkyl group, a fluorinated alkyl group, a ring structure having an aromatic ring, or an acid-labile protecting group, each of the alkyl group and the fluorinated alkyl group independently having a straight-chain, branched or ring form and having a carbon atom number of 1–25, each of R3 and R4 optionally and independently containing at least one of an oxygen atom and a carbonyl bond.Type: GrantFiled: December 11, 2002Date of Patent: September 12, 2006Assignee: Central Glass Company, LimitedInventors: Haruhiko Komoriya, Shinichi Sumida, Michitaka Otani, Kazuhiko Maeda
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Patent number: 6987205Abstract: A process for the preparation of 1-(3-trifluoromethylphenyl)-propan-2-ol enantiomersthrough enzymatic resolution by a lipase.Type: GrantFiled: January 10, 2002Date of Patent: January 17, 2006Assignees: Fidia Farmaceutici S.p.A., Consiglio Nazionale Delle RicercheInventors: Giovanni Nicolosi, Sebastiano Mangiafico, Nicola D'Antona
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Patent number: 6943271Abstract: A fluorine-containing styrene monomer of the formula (2) is produced by a first, second or third process. The first process includes (a) reacting a compound of the formula (1) with a compound of the formula (3), in the presence of a metal catalyst; (b) reacting the product of the step (a) with a base; and (c) reacting the product of the step (b) with hydrogen, in the presence of a metal catalyst and a phosphine or amine, thereby producing the target styrene monomer. The second process includes reacting a compound of the formula (1) with a compound of the formula (12), in the presence of a metal catalyst, thereby producing the target styrene monomer. The third process includes reacting a compound of the formula (13) with a compound of the formula (14) or (15), in the presence of a base, thereby producing the target styrene monomer.Type: GrantFiled: June 23, 2003Date of Patent: September 13, 2005Assignee: Central Glass Company, LimitedInventors: Shinichi Sumida, Takashi Kume, Sunao Koga, Haruhiko Komoriya
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Patent number: 6894195Abstract: A process for the preparation of 4-methyl-2,3,5,6-tetrafluorobenzyl alcohol comprising hydrogenating 4-methyl-2,3,5,6-tetrafluorobenzonitrile to 4-methyl-2,3,5,6-tetrafluorobenzylamine and converting 4-methyl-2,3,5,6-tetrafluorobenzylamine to 4-methyl-2,3,5,6-tetrafluorobenzyl alcohol. The process optionally also comprises the further step of reacting 4-Methyl-2,3,5,6-tetrafluobenzyl alcohol with cis-Z-3-(2-chloro-1,1,1-trifluoro-2-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride to the form tefluthrin. 4-Methyl-2,3,5,6-tetrafluorobenzylamine and salts thereof are also claimed.Type: GrantFiled: October 18, 2001Date of Patent: May 17, 2005Assignee: Syngenta LimitedInventors: Raymond Vincent Heavon Jones, Stephen Martin Brown
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Patent number: 6881868Abstract: Compounds of formula (I), wherein R1 and R2 are, independently of one another, H,C1-C6alkyl, C1-C6halogenalkyl, C1-C6alkoxyl, C1-C6alkoxy-C1-C6alkyl, or C1-C6alkoxy-C1-C6alkyloxy, and R3 is C1-C6alkyl, are obtainable in high yiedls by stereoselective addition of R3-substituted propionic acid esters to R1- and R2-substituted benzaldehydes of formula R—CHO to form corresponding 3-R-3-hydroxy-2-R3-propionic acid esters, conversion of the OH group to a leaving group, subsequent regioselective elimination to form 3-R-2-R3-propenic acid esters, and reduction to corresponding 3-R-2-R3-allyl alcohols and their enantioselective hydrogenation, wherein R is (a).Type: GrantFiled: June 26, 2001Date of Patent: April 19, 2005Assignee: Speedel Pharma AGInventors: Stefan Stutz, Peter Herold, Felix Spindler, Walter Weissensteiner, Thomas Sturm
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Patent number: 6828467Abstract: An object of the present invention is to provide a process for producing a fluorinated methyl-benzyl alcohol, which process is industrially applicable. A process for producing a fluorinated methyl-benzyl alcohol according to the present invention includes hydrogenolysis of one hydroxyl group in fluorinated benzene dimethanol. The hydrogenolysis can be carried out in a solvent in the presence of a catalyst. The catalyst can include at least one metal selected from cobalt, iron, copper, nickel, platinum, palladium, and rhenium, and the hydrogenolysis can be carried out using hydrogen.Type: GrantFiled: March 11, 2003Date of Patent: December 7, 2004Assignee: Showa Denko K.K.Inventors: Motoo Miura, Yuseki Suyama, Kohei Morikawa
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Publication number: 20040242939Abstract: A cost-effective process is described for the preparation of a stable and non-hazardous brominating reagent containing 2:1 stoichiometric ratio of alkali bromide to alkali bromate. The process comprises of reacting alkaline bromine intermediate mixture, obtained from bromine recovery plant, with chlorine gas in the presence of a strong alkali to oxidize the bromide ions to bromate ions. This brominating reagent is useful for the bromination of aromatic compounds by substitutions.Type: ApplicationFiled: May 30, 2003Publication date: December 2, 2004Applicant: COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCHInventors: Ramachandraiah Gadde, Pushpito Kumar Ghosh, Adimurthy Subbarayappa, Ashutosh Bedekar, Dipak Balvantrai Shukla
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Patent number: 6825383Abstract: The present invention provides a process for regiospecific chlorination of an aromatic or aliphatic compound with a chlorine source comprising a metal chloride and other than Cl2 and SO2Cl2 in presence of hypervalent iodine catalyst and in acidic medium.Type: GrantFiled: September 22, 2003Date of Patent: November 30, 2004Assignee: Council of Scientific and Industrial ResearchInventors: Gajanan Kundalik Dewkar, Vinay Vijayraj Thakur, Sanjeevani Amrit Pardhy, Arumugam Sudalai, Sukumar Devotta
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Publication number: 20040176432Abstract: Novel halophenyl derivatives of the general formula (I), wherein R1 is halogen, a leaving group or 1H-1,2,4-tria-zol-1-yl and R2 is ethynyl or carboxy, X1 is halogen and X2 and X3 are each independently hydrogen or halogen, and their manufacture are described. They are intermediates for manufacturing azole derivatives of the general formula (V) which are valuable medicaments useful for treating systemic mycoses.Type: ApplicationFiled: December 22, 2003Publication date: September 9, 2004Inventor: Milan Soukup
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Patent number: 6777580Abstract: The present invention is concerned with novel processes for the preparation of (R)-1-(3,5-bis(trifluoromethyl)phenyl)ethan-1-ol. This compound is useful as an intermediate in the synthesis of compounds which possess pharmacological activity.Type: GrantFiled: December 20, 2002Date of Patent: August 17, 2004Assignee: Merck & Co., Inc.Inventors: Paul Devine, Hansen Karl
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Publication number: 20040143144Abstract: Brominated hydroxyaromatic compounds such as p-bromophenol are prepared by contacting a hydroxyaromatic compound with oxygen and a bromine source such as hydrogen bromide or an alkali metal or alkaline earth metal bromide in an acidic medium, in the presence of elemental copper or a copper compound as catalyst. The brominated product of this reaction may be converted alternately to a dihydroxyaromatic compound such as hydroquinone by hydrolyses, or a dihydroxybiphenyl compound such as 4,4′-dihydroxybiphenyl by reductive coupling.Type: ApplicationFiled: January 16, 2003Publication date: July 22, 2004Applicant: General Electric CompanyInventors: Eric James Pressman, John Yaw Ofori, Grigorii Lev Soloveichik, Ryan Christopher Mills, Jonathan Lloyd Male
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Patent number: 6756375Abstract: The invention provides for a non-steroidal compound having the formula wherein Re and ′Re are OH, optionally independently etherified or esterified; Z is —CH2— or —CH2CH2—; R1 is H, halogen, CF3, or (1C-4C)alkyl; R2, R3 and R4 are independently H, halogen, —CF3, —OCF3, (1C-8C)Alkyl, hydroxy, (1C-8C)alkyloxy, aryloxy, aryl(1C-8C)alkyl, halo(1C-8C)alkyl, —O(CH2)mX, wherein X is halogen or phenyl and m=2-4; —O(CH2)mNRaRb, —S(CH2)mNRaRb or —(CH2)mNRaRb, wherein m=2-4 and Ra, Rb are independently (1C-8C)alkyl, (2C-8C)alkenyl, (2C-8C)alkynyl, or aryl, optionally substituted with halogen, —CF3, —OCF3, —CN, —NO2, —OH, (1C-8C)alkoxy, aryloxy, carboxyl, (1C-8C)alkylthio, carboxylate, (1C-8C)alkyl, aryl, aryl(1C-8C)alkyl, halo(1C-8C)alkyl or Ra and Rb form a 3-8 membered ring structure, optionally substituted with halogen, —CF3, —OCF3, —CN, —NO2, hydroxy, hydroxy(1C-4C)aType: GrantFiled: July 24, 2003Date of Patent: June 29, 2004Assignee: Akzo Nobel N.V.Inventors: Gerrit Herman Veeneman, Hubert JanJozef Loozen, Jordi Mestres, Eduard Willem De Zwart
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Patent number: 6753444Abstract: The invention relates to a process for preparing 2,3,5,6-tetrahaloxylylidene compounds of formula (I) where each Hal is independently fluorine or chlorine, and X is fluorine, chlorine, bromine, —O—R, or —O—C(═O)R, where R is hydrogen, a straight-chain or branched C1-C12-alkyl- or a C6-C14-aryl radical, by reacting 2,3,5,6-tetrahaloxylylidenediamines of formula (II) with an alkyl nitrite and/or nitrous acid in HX as a solvent.Type: GrantFiled: July 24, 2002Date of Patent: June 22, 2004Assignee: Bayer AktiengesellschaftInventors: Reinhard Langer, Lars Rodefeld
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Publication number: 20040082820Abstract: A process of preparing an optically active halohydrin compound characterized by comprising asymmetric hydrogen transfer reduction of an &agr;-haloketone compound in the presence of a group 9 transition metal compound having a substituted or unsubstituted cyclopentadienyl group and an optically active diamine compound. The asymmetric hydrogen transfer reduction is preferably conducted in the presence of a base.Type: ApplicationFiled: June 25, 2003Publication date: April 29, 2004Inventors: Takayoshi Torii, Takayuki Hamada, Tomoyuki Onishi, Kunisuki Izawa, Takao Ikariya, Ryoji Noyori
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Publication number: 20040063993Abstract: A process for the preparation of 4-methyl-2,3,5,6-tetrafluorobenzyl alcohol comprising hydrogenating 4-methyl-2,3,5,6-tetrafluorobenzonitrile to 4-methyl-2,3,5,6-tetrafluorobenzylamine and converting 4-methyl-2,3,5,6-tetrafluorobenzylamine to 4-methyl-2,3,5,6-tetrafluorobenzyl alcohol. The process optionally also comprises the further step of reacting 4-Methyl-2,3,5,6-tetrafluobenzyl alcohol with cis-Z-3-(2-chloro-1,1,1-trifluoro-2-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride to the form tefluthrin. 4-Methyl-2,3,5,6-tetrafluorobenzylamine and salts thereof are also claimed.Type: ApplicationFiled: April 25, 2003Publication date: April 1, 2004Inventors: Raymond Vincent Heavon Jones, Stephen Martin Brown
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Publication number: 20040010167Abstract: An object of the present invention is to provide a process for producing a fluorinated methyl-benzyl alcohol, which process is industrially practicable.Type: ApplicationFiled: March 11, 2003Publication date: January 15, 2004Inventors: Motoo Miura, Yuseki Suyama, Kohei Morikawa
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Patent number: 6673976Abstract: Provided are methods of producing fluorinated alcohols from non-perfluorinated fluoroolefins and methanol. Certain preferred embodiments of such methods involve advantageously reacting a non-perfluorinated fluoroolefin with methanol under ambient-pressure and/or low-temperature conditions.Type: GrantFiled: September 19, 2002Date of Patent: January 6, 2004Assignee: Honeywell International, IncInventors: Haridasan K. Nair, David Nalewajek, Andrew Poss
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Patent number: 6667422Abstract: A process for preparing an &agr;-haloketone of the formula (1) where R1 is an optionally heteroatom-containing and optionally substituted hydrocarbon radical, R2 is a hydrogen, alkyl, aralkyl or aryl radical, and X is a halogen radical, by reacting a carboxylic acid derivative of the general formula (2) where L is a leaving group, with a mono- or dienolate of a silyl ester of the formula (3) where R3 and R4 are identical or different alkyl, aryl, alkenyl or aralkyl radicals; and hydrolyzing the reaction product immediately afterwards by adding acid and decarboxylating to (1). The product &agr;-haloketone may be reduced to the corresponding &agr;-haloalcohol.Type: GrantFiled: September 3, 2002Date of Patent: December 23, 2003Assignee: Consortium fuer Elektrochemische Industrie GmbHInventors: Dieter Heldmann, Juergen Stohrer
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Publication number: 20030232940Abstract: The present invention relates to a fluorine-containing polymerizable monomer having a structure of the general formula (1), 1Type: ApplicationFiled: December 11, 2002Publication date: December 18, 2003Applicant: Central Glass Company, LimitedInventors: Haruhiko Komoriya, Shinichi Sumida, Michitaka Otani, Kazuhiko Maeda
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Patent number: 6660884Abstract: The present invention relates to compounds useful as catalysts in asymmetric synthesis of chiral compounds, methods for the synthesis of said catalysts, and methods for synthesizing chiral compounds with high enantioselectivity.Type: GrantFiled: March 14, 2003Date of Patent: December 9, 2003Assignee: The Trustees of the University of PennsylvaniaInventor: Patrick J. Walsh
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Patent number: 6624336Abstract: The present invention relates to a process by a series of reactions using tetrafluorocyanobenzens as material for producing tetrafluorobenzenemethanols, tetrafluorobenzenecarbaldehyde dialkylacetals and tetrafluorobenzenecarbaldehydes in a high purity and a high yield which are useful as intermediates in the production of cyclopropanecarboxylic acid esters having insecticidal action, and also relates to a novel tetrafluorobenzenecarbaldehyde dimethylacetal.Type: GrantFiled: November 5, 2001Date of Patent: September 23, 2003Assignee: Showa Denko K.K.Inventors: Toru Sasaki, Tetsuhiro Furukawa, Toru Yoshida, Yutaka Ohnishi, Hiroyuki Monzen, Hideo Miyata, Kohei Morikawa
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Publication number: 20030153760Abstract: The present invention is concerned with novel processes for the preparation of (R)-1-(3,5-bis(trifluoromethyl)phenyl)ethan-1-ol. This compound is useful as an intermediate in the synthesis of compounds which possess pharmacological activity.Type: ApplicationFiled: December 20, 2002Publication date: August 14, 2003Applicant: Merck & Co., Inc.Inventors: Paul Devine, Hansen Karl
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Patent number: 6566561Abstract: The invention relates to a class of phenoxy fluoro-alcohols, their preparation, and their use as phase modifiers and solvating agents in a solvent composition for the extraction of cesium from alkaline solutions. These phenoxy fluoro-alcohols comply with the formula: in which n=2 to 4; X represents a hydrogen or a fluorine atom, and R2-R6 are hydrogen or alkyl substituents. These phenoxy fluoro-alcohol phase modifiers are a necessary component to a robust solvent composition and process useful for the removal of radioactive cesium from alkaline nuclear waste streams. The fluoro-alcohols can also be used in solvents designed to extract other cesium from acidic or neutral solutions.Type: GrantFiled: November 2, 2000Date of Patent: May 20, 2003Assignee: The United States of America as represented by the Department of EnergyInventors: Peter V. Bonnesen, Bruce A. Moyer, Richard A. Sachleben
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Patent number: 6541674Abstract: A process for condensing at least one carbonyl compound carrying at least one electron-withdrawing group with an aromatic derivative carrying at least one hydroxyl functional group, wherein the electron-withdrawing group present on the carbonyl compound is selected from fluoroalkyl derivatives, esters, including orthoesters, and nitriles and said condensation is carried out in a basic medium.Type: GrantFiled: November 29, 2000Date of Patent: April 1, 2003Assignee: Rhodia ChimieInventors: Roland Jacquot, Michel Spagnol
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Patent number: 6528538Abstract: The present invention relates to cyclic compounds which are of the class of compounds of formula I wherein X and Y represent an oxygen atom and to processes for preparing such compounds. The compounds are useful in the treatment of dyslipidemia, atherosclerosis, and diabetes.Type: GrantFiled: January 16, 2001Date of Patent: March 4, 2003Assignee: Merck PatentgesellschaftInventors: Jean-Jacques Zeiller, Jean-Jacques Berthelon, Eric Raspé, Daniel Guerrier
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Patent number: 6504066Abstract: The present invention is concerned with novel processes for the preparation of (R)-1-(3,5-bis(trifluoromethyl)phenyl)ethan-1-ol. This compound is useful as an intermediate in the synthesis of compounds which possess pharmacological activity.Type: GrantFiled: June 30, 2000Date of Patent: January 7, 2003Assignee: Merck & Co. Inc.Inventors: Paul Devine, Hansen Karl
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Patent number: 6479712Abstract: Methods for producing perfluorocarbon monomethanols or dimethanols are disclosed. The methods of the invention can provide branched perfluorocarbon monomethanols or dimethanols with good purity and yields.Type: GrantFiled: July 13, 1999Date of Patent: November 12, 2002Assignee: Exfluor Research CorporationInventor: Hajimu Kawa
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Patent number: 6476279Abstract: Disclosed are methods of producing fluorinated alcohols which find particular use in the syntheses of pharmaceutical drugs. The methods comprise generally, the steps of (a) reacting a halogenated alkane with an alkyl vinyl ether to form an unsaturated halogenated aldehyde; (b) reducing the unsaturated halogenated aldehyde to form an unsaturated halogenated alcohol; and (c) reducing the unsaturated halogenated alcohol to form a fluorinated alcohol.Type: GrantFiled: January 12, 2001Date of Patent: November 5, 2002Assignee: Honeywell International Inc.Inventors: Haridasan K. Nair, Andrew Joseph Poss
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Patent number: 6462242Abstract: Benzyl alcohols, particularly those which bear fluorine substituents or fluoroalkyl substituents on the benzyl ring, can be obtained by formylation of corresponding aryl bromides to form benzaldehydes and reduction of the latter using further formate, wherein the benzaldehydes formed do not have to be isolated.Type: GrantFiled: June 5, 2000Date of Patent: October 8, 2002Assignee: Bayer AktiengesellschaftInventors: Torsten Neugebauer, Albrecht Marhold
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Patent number: 6452056Abstract: A fluorine-containing benzonitrile derivative (formula 1) is subjected to a reduction reaction to obtain a fluorine-containing benzylamine derivative (formula 2), and the amino group in said fluorine-containing benzylamine derivative is replaced with a hydroxyl group to obtain a fluorine-containing benzyl alcohol derivative (formula 3): wherein X is a halogen atom, when m is an integer of 2 or more, each X may be the same or different, and m is an integer of from 0 to 4.Type: GrantFiled: February 20, 2001Date of Patent: September 17, 2002Assignee: Asahi Glass Company, LimitedInventors: Tsuneo Kawanobe, Osamu Takazawa, Keisuke Yoshikawa, Hiroyuki Watanabe
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Publication number: 20020115889Abstract: The present invention relates to a process for preparing hydroxy-aromatics by oxidizing aromatics with dinitrogen monoxide in the gas phase in the presence of nanocrystalline zeolites.Type: ApplicationFiled: July 24, 2001Publication date: August 22, 2002Inventors: Bernd Vogel, Elias Klemm, Mathias Seitz, Jochen Heller, Jorg Reiser
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Patent number: 6407298Abstract: A process for the preparation of an alcohol compound (1), characterized by subjecting p-iodochlorobenzene to Pd coupling with allyl alcohol in the presence of tetramethylammonium chloride, followed by reduction, and a process for the preparation of a compound (2), characterized by brominating the alcohol compound (1) obtainable by said process:Type: GrantFiled: May 4, 2001Date of Patent: June 18, 2002Assignee: Nissan Chemical Industries, Ltd.Inventors: Hiroo Matsumoto, Minako Kamikawaji, Takashi Horiuchi
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Patent number: 6372921Abstract: (1) Methods for producing isochromanone compounds from o-xylene compounds as starting compounds through &agr;-halogeno-o-xylene derivatives, &agr;-cyano-o-xylene derivatives, and &agr;-halogeno-&agr;′-cyano-o-xylene derivatives, and (2) methods for producing isochromanone compounds from o-xylene compounds as starting compounds through &agr;,&agr;′-dihalogeno-o-xylene derivatives, &agr;,&agr;′-dihydroxy-o-xylene derivatives, &agr;-halogeno-&agr;′-hydroxy-o-xylene derivatives and &agr;-cyano-&agr;′-hydroxy-o-xylene derivatives, and methods for producing these intermediate compounds.Type: GrantFiled: November 22, 1999Date of Patent: April 16, 2002Assignee: Showa Denko K.K.Inventors: Yoshiaki Miyota, Akira Shibuya, Masaru Yasuda, Kimitaka Ohshiro, Makoto Saito
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Publication number: 20010056194Abstract: The present invention provides a production method of a 5-phthalancarbonitrile compound, which comprises the use of a novel compound of the formula [I] 1Type: ApplicationFiled: July 20, 2001Publication date: December 27, 2001Inventors: Tetsuya Ikemoto, Masami Igi
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Patent number: 6218581Abstract: The present invention relates to a process of producing optically active alcohol having high optical purity by performing an enzyme conversion reaction on a raw material serving as the substrate, examples of which include racemic alcohol, ketone and the acylated form of a racemic alcohol, followed by hydrolysis as necessary, using as an optical separation catalyst a immobilized water-soluble protein extracted from inexpensive and safe grains or beans in order to solve the problems of the reaction process consisting of low yield due to the occurrence of side reactions, detrimental effects on the ecosystem and their accompanying cost burden, the need for aseptic procedures and the extended amount of time of subculturing, all of which are problems associated with production processes of optically active alcohols of the prior art that use microorganisms, microorganism enzymes, animal tissue enzymes and cultured plant cells.Type: GrantFiled: August 6, 1999Date of Patent: April 17, 2001Assignee: Sanyo Shokuhin Co., Ltd.Inventor: Hiroyuki Nagaoka