Acyclic Carbon To Carbon Unsaturation Containing Patents (Class 568/813)
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Patent number: 8754267Abstract: Purifying and/or recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid. Separation and purification processes of crude ethanol mixture are employed to allow recovery of ethanol and remove impurities. In particular, light ends are separated in an acetaldehyde removal column operating at a pressure greater than atmospheric pressure to recover acetaldehyde that may be returned to the reactor and reduce acetaldehyde concentrations in an ethyl acetate stream.Type: GrantFiled: April 1, 2011Date of Patent: June 17, 2014Assignee: Celanese International CorporationInventors: R. Jay Warner, Heiko Weiner, Nathan Bower, Josefina T. Chapman, Gerald Grusendorf, Radmila Jevtic, Victor J. Johnston
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Patent number: 8742179Abstract: The present invention relates to a method for producing aryl-, heteroaryl- or alkenyl-substituted unsaturated hydrocarbons, containing: reacting aryl halides, heteroaryl halides or alkenyl halides with alkynes or alkenes in the presence of a palladium catalyst to obtain a crude product, and subsequently distillatively purifying the crude product in the presence of a compound having at least one NC?S group.Type: GrantFiled: August 13, 2010Date of Patent: June 3, 2014Assignee: Nippon Soda Co., Ltd.Inventors: Toshiaki Nishizawa, Makoto Funabora
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Publication number: 20140081038Abstract: The present invention relates to an apparatus comprising a) an unbaffled reactor or microreactor having a channel defined by a pathway, and b) an oscillating flow device, wherein the channel pathway comprises a plurality of directional changes. The reactor channel has a hydrolic diameter from 0.1 mm to 10 mm A method of making said apparatus and the use of said apparatus to carry out a process on a suspension is also disclosed.Type: ApplicationFiled: January 13, 2011Publication date: March 20, 2014Applicant: DSM IP ASSETS B.V.Inventors: Rafael Wilhelmus Elisabeth Ghislain Reintjens, Mehul Thathagar
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Publication number: 20140080916Abstract: Compounds that are central nervous system drug candidates for the treatment of cognitive decline and, more particularly, Alzheimer's disease are provided. Methods for treatment, inhibition, and/or abatement of cognitive decline and/or Alzheimer's disease with a compound or pharmaceutically acceptable salt of the invention are also provided. Also provided are methods of preparing the compounds/compositions of the invention.Type: ApplicationFiled: February 1, 2012Publication date: March 20, 2014Applicant: Cognition Therapeutics, Inc.Inventors: Gilbert M. Rishton, Susan Catalano
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Publication number: 20140031562Abstract: A method of performing a chemical reaction includes reacting an allyl donor and a substrate in a reaction mixture, and forming a homoallylic alcohol in the reaction mixture. The substrate may be an aldehyde or a hemiacetal. The reaction mixture includes a ruthenium catalyst, carbon monoxide at a level of at least 1 equivalent relative to the substrate, and water at a level of at least 1 equivalent relative to the substrate, and an amine at a level of from 0 to 0.5 equivalent relative to the substrate. The reaction mixture may also include a halide, and the equivalents of the amine may be similar to those of the halide. The reacting includes maintaining the reaction mixture at a temperature of at least 40° C. The method may be catalytic in metal, environmentally benign, amenable to large-scale applications, and applicable to a wide range of substrates.Type: ApplicationFiled: August 28, 2009Publication date: January 30, 2014Applicant: The Board of Trustees of the University of IllinoiInventors: Scott E. Denmark, Selena Milicevic, Son T. Nguyen
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Publication number: 20130316938Abstract: Provided is class of compounds of formula (I) wherein X, R1, R2 and R3 have the same meaning as given in the specification capable of releasing fragrant compounds in a controlled manner into the surroundings.Type: ApplicationFiled: December 23, 2011Publication date: November 28, 2013Applicant: GIVAUDAN S.A.Inventors: Corinne Baumgartner, Felix Flachsmann, Philip Kraft
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Publication number: 20130274487Abstract: The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes for the reduction of ketones and/or aldehydes into the corresponding alcohol respectively. Said catalysts are ruthenium complexes comprising a tetradentate ligand (L4) coordinating the ruthenium with: two nitrogen atoms, each in the form of a primary or secondary amine (i.e. a NH2 or NH group) or N-alkyl imine functional groups (i.e. a C?N group), and two sulfur atoms, each in the form of thioether functional groups.Type: ApplicationFiled: December 19, 2011Publication date: October 17, 2013Applicant: FIRMENICH SAInventors: Sylvia Joyeuse Adélaïde Ada Saudan, Michel Alfred Joseph Saudan
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Publication number: 20120142975Abstract: The present invention relates to a method for producing aryl-, heteroaryl- or alkenyl-substituted unsaturated hydrocarbons, containing: reacting aryl halides, heteroaryl halides or alkenyl halides with alkynes or alkenes in the presence of a palladium catalyst to obtain a crude product, and subsequently distillatively purifying the crude product in the presence of a compound having at least one NC?S group.Type: ApplicationFiled: August 13, 2010Publication date: June 7, 2012Applicant: Nippon Soda Co., Ltd.Inventors: Toshiaki Nishizawa, Makoto Funabora
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Publication number: 20120129945Abstract: Compounds that are central nervous system drug candidates for the treatment of cognitive decline and, more particularly, Alzheimer's disease are provided. Methods of treating, inhibiting, and/or abatement of cognitive decline and/or Alzheimer's disease with a compound or pharmaceutically acceptable salt of the invention are also provided. Also provided are methods of preparing the compounds/compositions of the invention.Type: ApplicationFiled: August 2, 2010Publication date: May 24, 2012Applicant: Cognition Therapeutics, Inc.Inventors: Gilbert M. Rishton, Susan Catalano
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Patent number: 8115036Abstract: The present invention relates to a fluorine-containing cyclic compound of formula (5): wherein R2-R4 and R9-R15 are independently a hydrogen atom, a halogen atom, or a C1-C25 straight-chain, branched or cyclic alkyl group, and may contain fluorine atom, oxygen atom, sulfur atom, or nitrogen atom. R10 and R11, R12 and R13, or R14 and R15 may be bonded together to form a ring. In such a case, it is a C1-C25 alkylene group that may contain a hetero atom such as oxygen, sulfur and nitrogen, “a” is 0 or 1, “b” is an integer of 0-2 and “c” is an integer of 0-2.Type: GrantFiled: April 22, 2010Date of Patent: February 14, 2012Assignee: Central Glass Company, LimitedInventors: Haruhiko Komoriya, Shinichi Sumida, Michitaka Ootani, Takeo Komata, Kazuhiko Maeda
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Patent number: 8101804Abstract: A subject-matter of the present invention is a novel process for the synthesis of (E)-stilbene derivatives targeted at obtaining in particular resveratrol and piceatannol.Type: GrantFiled: July 25, 2007Date of Patent: January 24, 2012Assignee: Clariant Specialty Fine Chemicals (France)Inventors: Alain Schouteeten, Sébastien Jus, Jean-Claude Vallejos
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Publication number: 20110251390Abstract: Chiral amino alcohol and amino phosphine compounds are provided herein, which compounds are useful for asymmetric synthesis.Type: ApplicationFiled: October 2, 2009Publication date: October 13, 2011Inventors: Daniel L. Comins, Sonja S. Capracotta
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Publication number: 20110201820Abstract: Disclosed is a practical method for efficiently producing an alcohol compound by hydrogenating an aldehyde by using a homogeneous copper catalyst which is an easily-available low-cost metal species. Specifically disclosed is a method for producing an alcohol compound, which is characterized in that a hydrogenation reaction of an aldehyde compound is performed in the presence of a homogeneous copper catalyst, a monophosphine compound and an alcohol selected from the group consisting of primary alcohols, secondary alcohols and mixtures of those.Type: ApplicationFiled: December 11, 2008Publication date: August 18, 2011Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventor: Hideo Shimizu
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Publication number: 20110200546Abstract: The present invention concerns a compound of formula wherein R represents a hydrogen atom or a C1-2 alkyl or alkoxyl group; each R1, R2 or R3 represents a hydrogen atom or a methyl or ethyl group; and X represents a CHO, COOR4 or CN group, R4 being a methyl or ethyl group; and at least one of said R, R1 or R2 represents a group containing at least one carbon atom; and it use as perfuming ingredient, for instance to impart odor notes of the floral and/or anis type.Type: ApplicationFiled: November 3, 2009Publication date: August 18, 2011Inventor: Robert Moretti
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Publication number: 20110201847Abstract: A method for the production of nanocrystalline nickel oxides as well as the nickel oxides produced by the method according to the invention and the use thereof as catalyst following reduction to nickel metal, in particular for hydrogenation reactions.Type: ApplicationFiled: May 29, 2009Publication date: August 18, 2011Inventors: Hans-Jörg Wölk, Alfred Hagemeyer, Frank Grossmann, Silvia Neumann
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Publication number: 20110201819Abstract: Disclosed is a practical method for efficiently producing an alcohol compound by hydrogenating an aldehyde by using a homogeneous copper catalyst which is an easily-available low-cost metal species. Specifically disclosed is a method for producing an alcohol compound, which is characterized in that a hydrogenation reaction of an aldehyde compound is performed in the presence of a homogeneous copper catalyst and a diphosphine compound.Type: ApplicationFiled: December 11, 2008Publication date: August 18, 2011Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventor: Hideo Shimizu
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Patent number: 7745669Abstract: 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 an alkyl group, an alkenyl group, an alkynyl group, or an aralkyl group which may be substituted by a halogen atom, 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: June 29, 2010Assignee: Sumitomo Chemical Company, LimitedInventors: Toru Sakamoto, Shinzo Seko
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Patent number: 7723550Abstract: Process for preparing a compound of the formula (I) in which R1 and R2 are each independently H, C1-C8-alkyl, halogen, polyhalo-C1-C8-alkoxy, polyhalo-C1-C8-alkyl, C1-C8-alkoxy, C1-C8-alkoxy-C1-C8-alkyl, or C1-C8-alkoxy-C1-C8-alkoxy, where R1 and R2 are not both H, and R3 is C1-C8-alkyl, which is characterized in that a) a compound of the formula (II) in which R1 and R2 are each as defined above and X is Br, I, triflate, toyslate or mesylate is reacted with prop-2-yn-1-ol to give the compound of the formula (III), b) the compound of the formula (III) is reacted with an alkyl-metal compound in which “alkyl” is as defined above for R3 to give a compound of the formula (I).Type: GrantFiled: November 8, 2007Date of Patent: May 25, 2010Assignee: Novartis AGInventors: Peter Herold, Robert Mah, Stefan Stutz, Aleksandar Stojanovic, Isabelle Lyothier, Dirk Behnke
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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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Patent number: 7638658Abstract: A process for the manufacture of an acetylenically unsaturated alcohol comprising reacting formaldehyde, an aldehyde or a ketone (a carbonyl compound) with acetylene in the presence of ammonia and an alkali metal hydroxide, the molar ratio of the alkali metal hydroxide to the carbonyl compound being less than 1:200. The reaction products, which depending on the starting carbonyl compound are propargyl alcohol or 1-monosubstituted or 1,1-disubstituted derivatives thereof, are of use as intermediates in the synthesis of many useful end products, inter alia in the field of vitamins and carotenoids.Type: GrantFiled: August 9, 2003Date of Patent: December 29, 2009Assignee: DSM IP Assets B.V.Inventors: Werner Bonrath, Peter Scheer, Johannes Tschumi, Reto Zenhaeusern
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Publication number: 20090318729Abstract: The invention provides a novel immobilized Lewis acid catalyst which exhibits high catalytic activity in an aqueous solution and which permits recovery and reuse or long-term continuous use. The invention relates to an immobilized Lewis acid catalyst comprising a solid substance and a Lewis acid supported on the surface of the solid substance by chemical bonding, wherein the surface of the solid substance and the peripheries of the Lewis acid are coated with an ionic liquid, more specifically, an immobilized Lewis acid catalyst comprising a solid substance such as silica gel or an organic polymer and a Lewis acid stable even in water which is supported on the surface of the solid substance by chemical bonding, wherein the surface of the solid substance and the peripheries of the Lewis acid are completely or partially coated with a hydrophobic ionic liquid; a process for the production of the catalyst; use thereof; and a process for the preparation of compounds with the catalyst.Type: ApplicationFiled: March 12, 2007Publication date: December 24, 2009Applicant: JAPAN SCIENCE AND TECHNOLOGY AGENCYInventors: Shu Kobayashi, Yuichiro Mori, Gu Yanlong
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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: 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: 6809223Abstract: An improved method is described for making 9-deoxy-PGF1-type compounds. In contrast to the prior art, the method is stereoselective and requires fewer steps than the known methods for making these compounds. “Also described are novel intermediate compounds used in the process described for making 9-deoxy-PGF1-type compounds.Type: GrantFiled: August 27, 2003Date of Patent: October 26, 2004Assignee: United Therapeutics CorporationInventors: Robert M. Moriarty, Hitesh Bhatra
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Patent number: 6743956Abstract: The present invention relates to a process for selective liquid phase hydrogenation of carbonyl compounds of the general formula I, where R1 and R2 are identical or different and are each independently hydrogen or a saturated or a mono- or polyunsaturated straight-chain or branched, optionally substituted C1-C20-alkyl radical, an optionally substituted aryl radical or an optionally substituted heterocyclic group, to give the corresponding alcohols of the general formula II where R1 and R2 are each as defined above, in the presence of hydrogen and a Pt/ZnO catalyst.Type: GrantFiled: December 4, 2002Date of Patent: June 1, 2004Assignee: BASF AktiengesellschaftInventors: Mathias Haake, Till Gerlach, Frank Funke
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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: 6506946Abstract: The present invention provides a process for producing an acetylenediol continuously by reacting a ketone with acetylene in the presence of an alkali catalyst, which process comprises continuously feeding, into a first-stage reactor, a reaction solvent, an alkali catalyst, a ketone and acetylene to give rise to a reaction, continuously introducing the reaction mixture into a second-stage reactor, and continuously feeding a fresh portion of the same ketone into the second-stage reactor to give rise to a reaction.Type: GrantFiled: June 12, 2002Date of Patent: January 14, 2003Assignee: Maruzen Petrochemical Co., Ltd.Inventors: Hideki Omori, Goro Sawada, Hideo Fukuda, Kazuhiro Imanishi, Tomohiko Sato
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Patent number: 6492567Abstract: The present invention provides a novel dihydrotagetone alcohol of the general formula 1, wherein R is an alkyl or aryl group and a process for preparation thereof.Type: GrantFiled: October 24, 2001Date of Patent: December 10, 2002Assignee: Council or Scientific and Industrial ResearchInventors: Bikram Singh, Virendra Prasad Joshi, Vijay Kumar Kaul
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Patent number: 6472571Abstract: Process for the production of organic compounds in a membrane reactor. Inorganic membranes composed of an inorganic backing layer and an inorganic interlayer are used in the membrane reactor. The inorganic interlayer may be modified with organic groups.Type: GrantFiled: October 2, 2000Date of Patent: October 29, 2002Assignee: Degussa-Huls AGInventors: Andreas Karau, Jens Wöltinger, Olaf Burkhardt, Andreas Bommarius, Kai Boldt, Jean-Louis Philippe, Hans Henniges, Karlheinz Drauz
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Patent number: 6300376Abstract: Indane dimer compounds and their pharmaceutical use particularly to achieve smooth muscle relaxing activity and/or mast cell stabilizing activity and/or anti-inflammatory activity are described.Type: GrantFiled: June 8, 1998Date of Patent: October 9, 2001Assignee: Venantius LimitedInventors: John Walsh, Neil Frankish, Helen Sheridan, Ronan Farrell, William Byrne
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Patent number: 6291713Abstract: There is described a process of transferring &agr;,&bgr;-unsaturated alkyl groups to an electrophile (aldehyde, ketone, nitrile, imine, alkyne) by means of a masked zinc alkyl in an aprotic solvent.Type: GrantFiled: September 23, 1999Date of Patent: September 18, 2001Assignee: Metallgesellschaft AktiengesellschaftInventors: Philip Jones, Paul Knochel
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Patent number: 6271425Abstract: A novel process for producing alcohols, characterized by reacting an organic halide represented by the formula R—X (wherein R means an organic residue and X means a halogen atom) with oxygen molecules in the presence of an organotin compound and a reducing agent and optionally in the presence of a free-radical inhibitor in an amount up to 0.3 equivalent based on the organic halide to obtain an alcohol represented by the general formula R—OH (wherein R has the same meaning as the above).Type: GrantFiled: September 7, 1999Date of Patent: August 7, 2001Assignees: Fujisawa Pharmaceutical Co., Ltd.Inventors: Eiichi Nakamura, Masaya Sawamura
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Patent number: 6245952Abstract: The present invention relates to a process for the preparation of alcohols by reduction of the carbonyl function in substrates belonging to the class of aldehydes, ketones, esters or lactones, which substrates may contain unsaturated functions other than carbonyl. This process includes the steps of reacting the carbonyl substrate with stoichiometric amounts of a silane in the presence of catalytic amounts of an active zinc compound which is monomeric and not a hydride, hydrolyzing the thus-obtained siloxane with a basic agent, and separating and purifying, if necessary, the thus-obtained alcohol. The catalytically active compound is generally obtained by the reaction of an oligomeric or polymeric precursor compound of zinc with a complexing agent.Type: GrantFiled: March 1, 1999Date of Patent: June 12, 2001Assignee: Firmenich SAInventor: Hubert Mimoun
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Patent number: 6201158Abstract: The present invention relates to a process for making propargylic alcohols by zinc-mediated catalytic, asymmetric addition of acetylenes to aldehydes.Type: GrantFiled: May 27, 1999Date of Patent: March 13, 2001Assignee: Merck & Co., Inc.Inventors: Zhen Li, Ann Decamp, Veena Upadhyay
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Patent number: 6194606Abstract: The present invention provides compounds having the formula: in which R is hydrogen or C1-C4alkyl, preferably hydrogen and Y is hydrogen, C1-C4alkyl, C1-C4alkoxy, CF3, halogen (F, Cl, Br or I) or SO3M in which M is H, Na, K, Ca, Mg, ammonium, mono-, di-, tri- or tetra-C1-C4alkylammonium, mono-, di- or tri-hydroxyalkylammonium or ammonium that is di- or tri-substituted with a mixture of C1-C4alkyl and C1-C4hydroxyalkyl groups; a process for their production; and their use as intermediates in the production of asymmetric or symmetric fluorescent whitening agents.Type: GrantFiled: September 22, 1998Date of Patent: February 27, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Bernd Siebenhaar, Bruno Casagrande, Victor Eliu
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Patent number: 6015926Abstract: An efficient method for the preparation of key intermediate, in the synthesis of (-)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-ben zoxazin-2-one, a reverse transcriptase inhibitor is achieved using a chiral addition reaction to the 4-chloro-2-trifluoromethylketoaniline with an organozinc complex to give the desired alcohol. This instant method has broad applicability in the chiral addition to any prochiral ketone.Type: GrantFiled: May 11, 1998Date of Patent: January 18, 2000Assignee: Merck & Co., Inc.Inventors: Cheng Yi Chen, Lushi Tan, Richard D. Tillyer
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Patent number: 6002052Abstract: A compound having the formula: ##STR1## wherein: R is fluorine, hydrogen, an unsubstituted or substituted aliphatic or unsubstituted or substituted aromatic radical;R.sub.1 is an unsubstituted or substituted aliphatic radical, or unsubstituted or substituted aromatic radical; andR.sub.2 is hydrogen, an unsubstituted or substituted aliphatic radical, or unsubstituted or substituted aromatic radical.Type: GrantFiled: January 6, 1999Date of Patent: December 14, 1999Assignee: AlliedSignal Inc.Inventor: Michael Van Der Puy
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Patent number: 5902909Abstract: The present invention provides compounds having the formula: ##STR1## in which R is hydrogen or C.sub.1 -C.sub.4 alkyl, preferably hydrogen and Y is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, CF.sub.3, halogen (F, Cl, Br or I) or SO.sub.3 M in which M is H, Na, K, Ca, Mg, ammonium, mono-, di-, tri- or tetra-C.sub.1 -C.sub.4 alkylammonium, mono-, di- or tri-hydroxyalkylammonium or ammonium that is di- or tri-substituted with a mixture of C.sub.1 -C.sub.4 alkyl and C.sub.1 -C.sub.4 hydroxyalkyl groups; a process for their production; and their use as intermediates in the production of asymmetric or symmetric fluorescent whitening agents.Type: GrantFiled: December 19, 1997Date of Patent: May 11, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Bernd Siebenhaar, Bruno Casagrande, Victor Eliu
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Patent number: 5696299Abstract: A process for producing an optically active alcohol comprising carrying out interesterification between a racemic alcohol and an ester selected from the group consisting of (a) a diester between a lower monohydric alcohol and a saturated dicarboxylic acid having 14 or more carbon atoms, (b) a triglyceride of a saturated fatty acid having 16 or more carbon atoms, and (c) a monoester between a lower monohydric alcohol and a saturated fatty acid having 18 or more carbon atoms in the presence of lipase, preferably heat-resistant lipase, and in the presence or absence of a solvent, preferably in the absence of a solvent, under a substantially water-free condition, separating an optically active alcohol rich in either one of R- and S-forms from the reaction mixture, and adding an optically inactive non-racemic alcohol to the residue of the previous step to carry out interesterification under the same conditions as in the previous reaction to separate the other enantiomer.Type: GrantFiled: September 15, 1995Date of Patent: December 9, 1997Assignee: The Nisshin Oil Mills, Ltd.Inventors: Satoshi Negishi, Seiichi Shirasawa, Junko Suzuki, Yukie Masuda
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Patent number: 5689017Abstract: Preparation of a monolithium acetylide/ammonia complex by the reaction of lithium amide and acetylene in ammonia, by carrying out the reaction at a temperature of from -10.degree. to 30.degree. C.Type: GrantFiled: October 12, 1995Date of Patent: November 18, 1997Assignee: BASF AktiengesellschaftInventors: Thomas Ruhl, Rolf Muller, Jochem Henkelmann, Marc Heider
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Patent number: 5637719Abstract: The compounds of the present invention are adaptable as blocking or protecting groups for an amine composition useful in peptide synthesis. The present invention is directed to a method of protecting an amino group of an organic molecule during a reaction which modifies a portion of the molecule other than the protected amino group.Type: GrantFiled: June 6, 1995Date of Patent: June 10, 1997Assignee: Research Corporation Technologies, Inc.Inventors: Louis A. Carpino, Michael Philbin
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Patent number: 5557006Abstract: Novel 1-alkyl-, 1-alkenyl-, and 1-alkynylaryl-2-amino-1,3-propanediols, intermediates and processes for the preparation thereof, and methods of reducing inflammation and cell proliferation, and relieving memory dysfunction, and inhibiting bacterial and fungal growth fire disclosed.Type: GrantFiled: April 20, 1995Date of Patent: September 17, 1996Assignee: Hoechst-Roussel Pharmaceuticals Inc.Inventors: John J. Tegeler, Barbara S. Rauckman, Russell R. L. Hamer, Brian S. Freed, Gregory H. Merriman
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Patent number: 5543534Abstract: Compounds of Formula 1 ##STR1## wherein X is S or O; R.sub.1 -R.sub.5, m, o, X, Y, A, B are as defined in the specification.Type: GrantFiled: December 29, 1994Date of Patent: August 6, 1996Assignee: AllerganInventors: Vidyasagar Vuligonda, Min Teng, Richard L. Beard, Alan T. Johnson, Yuan Lin, Roshantha A. Chandraratna
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Patent number: 5523495Abstract: The present invention provides a process for producing a propargylcarbinol compound of formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are as defined herein. The process comprises reacting a haloallylcarbinol compound of formula (II) with a base. The present invention also relates to a process for producing the haloallylcarbinol compound. The above propargylcarbinol compound is useful as an intermediate for agrochemicals, pharmaceuticals, perfumes, resin monomers, and the like.Type: GrantFiled: February 13, 1995Date of Patent: June 4, 1996Assignee: Sumitomo Chemical Company LimitedInventors: Yoshiaki Oda, Sanshiro Matsuo, Kenji Saito
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Patent number: 5510491Abstract: This invention relates to compounds of the formula: ##STR1## wherein R is an electron withdrawing group; R.sub.1 is H or COZ;X.sub.1 and X.sub.2 are independently H, lower alkyl,aryl, aryl lower-alkyl or polystyrene orR and X.sub.1 taken together with the carbon atoms to which they are attached form a ring containing from 4 to 15 ring carbon atoms and may contain up to 2 heteroatoms, wherein the heteroatoms are O, S, or N; andZ is an amino acid residue, a peptide residue or a leaving group. The compounds of the present invention are adaptable as blocking or protecting groups for an amine composition useful in peptide synthesis. The present invention is also directed to a method of protecting an amino group of an organic molecule during a reaction which modifies a portion of the molecule other than the protected amino group.Type: GrantFiled: March 29, 1993Date of Patent: April 23, 1996Assignee: Research Corporation Technologies, Inc.Inventors: Louis A. Carpino, Michael Philbin
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Patent number: 5395985Abstract: A compound represented by the general formula (I) and a separating agent comprising the same: ##STR1## wherein Ar and Ar' are each an aromatic group; and the positional relationship of the two substituents on the central benzene ring may be any of ortho, meta and para.The above compound is effective in the separation and purification of many compounds to and enables the provision of various compounds (such as intermediates of drugs) which are useful in the field of fine chemicals, particularly optically active substances, at high purities and in large amounts.Type: GrantFiled: March 4, 1994Date of Patent: March 7, 1995Assignee: Daicel Chemical Industries, Ltd.Inventor: Fumio Toda
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Patent number: 5385942Abstract: A quinone derivative useful in the treatment of hepatic diseases defined by the general formula: ##STR1## where X and Y may be the same or different from each other and are each a hydroxyl group, a group represented by the formula --(--OCH.sub.2 --).sub.n --OR.sup.6, wherein n is 0 or 1 and R.sup.6 is a lower alkyl group, or an acyl group.Type: GrantFiled: March 1, 1993Date of Patent: January 31, 1995Assignee: Eisai Co., Ltd.Inventors: Shinya Abe, Yasushi Okamoto, Katsuya Tagami, Shigeki Hibi, Junichi Nagakawa, Kazuo Hirota, Ieharu Hishinuma, Kaname Miyamoto, Takashi Yamanaka, Hiromitsu Yokohama, Tsutomu Yoshimura, Tohru Horie, Yasunori Akita, Koichi Katayama, Isao Yamatsu
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Patent number: 5354915Abstract: This invention provides an improved process for converting .alpha.,.beta.-olefinically unsaturated aldehydic or ketonic compounds into the corresponding allylic alcohol using an alcohol as a hydrogen donor. This process is conducted in the presence of a supported tetragonal zirconium oxide catalyst or supported HfO.sub.2, V.sub.2 O.sub.5, NbO.sub.5, TiO.sub.2 and Ta.sub.2 O.sub.5 catalysts.Type: GrantFiled: December 21, 1992Date of Patent: October 11, 1994Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventor: Walter T. Reichle
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Patent number: 5352845Abstract: A process for manufacturing an optically active saturated compound of the general formula (25): ##STR1## wherein R.sub.20 represents a group for protecting a hydroxy group, R.sub.21, R.sub.22, and R.sub.23 independently represent a hydrogen atom or a lower alkyl group having 1 to 4 carbon atoms, is disclosed.Type: GrantFiled: March 25, 1993Date of Patent: October 4, 1994Assignee: Asahi Denka Kogyo K.K.Inventors: Seiichi Takano, Kunio Ogasawara
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Patent number: 5349105Abstract: Retinoid like activity is exhibited by compounds of the formula ##STR1## where R.sub.1 -R.sub.4 independently are hydrogen, lower alkyl, cycloalkyl or lower alkenyl, A and B independently are hydrogen, lower alkyl, cycloalkyl, lower alkenyl, SR* or OR* where R* is lower alkyl, cycloalkyl or lower alkenyl; Y is lower alkenyl, lower alkynyl, lower cycloalkyl, lower branched chain alkyl or (CH.sub.2).sub.n where n is 0-6; and Z is H, --COOH or a pharmaceutically acceptable salt, ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative, or --CHO or an acetal derivative, or --COR' or a ketal derivative where R' is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons.Type: GrantFiled: March 17, 1993Date of Patent: September 20, 1994Assignee: Allergan, Inc.Inventor: Roshantha A. S. Chandraratna