Patents Issued in November 6, 2001
  • Patent number: 6313306
    Abstract: Substituted N-Mercaptoethyl-1,3-thiazolidines are novel compounds which can be used in odorants and flavorings.
    Type: Grant
    Filed: July 6, 2000
    Date of Patent: November 6, 2001
    Assignee: Haarmann & Reimer GmbH
    Inventors: Wolfgang Engel, Peter Schieberle, Matthias Güntert, Stefan Lambrecht
  • Patent number: 6313307
    Abstract: A process for preparing a compound of the formula I: or pharmaceutical acceptable salts thereof wherein X is —NR1—, —S(O)g—, or —O—; R1 is —H, C1-6 alkyl optionally substituted with one or more —OH, —CN, or halo, or R1 is —(CH2)h-aryl, —COR1-1, —COOR1-2, —CO—(CH2)h—COR1-1, C1-6 alkyl sulfonyl, —SO2—(CH2)h-aryl, or —(CO)i-Het; R2 is —H, C1-6 alkyl, —(CH2)h-aryl, or halo; R3 and R4 are the same or different and are —H or halo; R6 is —H, C1-12 alkyl optionally substituted with one or more halo, C3-12 cycloalkyl, C1-6 alkoxy. The compounds are useful antimicrobial agents.
    Type: Grant
    Filed: March 3, 2000
    Date of Patent: November 6, 2001
    Assignee: Pharmacia & Upjohn Company
    Inventors: Michael Dalton Ennis, Robert Louis Hoffman, Douglas K. Hutchinson, David John Anderson, Toni-Jo Poel, Richard Charles Thomas
  • Patent number: 6313308
    Abstract: Methods for the preparation of biphenyl isoxazole sulfonamides and intermediates therof. The present invention also relates to the novel intermediates prepared by these methods. The biphenyl isoxazole sulfonamides prepared by the present methods are endothelin antagonists useful, inter alia, for the treatment of hypertension, congestive heart failure and male erectile dysfunction.
    Type: Grant
    Filed: March 20, 2000
    Date of Patent: November 6, 2001
    Assignee: Bristol-Myers Squibb Company
    Inventors: Ambarish Singh, Chien-Kuang Chen, John A. Grosso, Edward J. Delaney, Xuebao Wang, Richard P. Polniaszek, John K. Thottathil
  • Patent number: 6313309
    Abstract: 4-thionaphthyl-1H-imidazoles are &agr;2-adrenoceptor agonists/antagonists. As delta-opioid receptor agonists, such compounds are useful as analgesics. Depending on their agonist/antagonist effect, such compounds may also be useful agents to treat hypertension, glaucoma, sexual dysfunction, depression, attention deficit hyperactivity disorder, the need for anesthesia or cardiac arrythmia.
    Type: Grant
    Filed: April 5, 1999
    Date of Patent: November 6, 2001
    Assignee: Ortho-McNeil Pharmaceutical, Inc.
    Inventors: Ellen W. Baxter, Robert E. Boyd, Michelle C. Jetter, Mark McDonnell, Allen B. Reitz, Tina Morgan Ross
  • Patent number: 6313310
    Abstract: Disclosed are 4- and 5-alkynyloxindoles as well as 4- and 5-alkenyloxindoles that inhibit or modulate protein kinases, in particular JNK protein kinases. The compounds of the invention and their pharmaceutically acceptable salts, and prodrugs of said compounds, are useful as anti-inflammatory agents, particularly useful in the treatment of rheumatoid arthritis. Also disclosed are pharmaceutical compositions containing the foregoing compounds, methods for the treatment and/or control of inflammation, particularly in the treatment or control of rheumatoid arthritis using these compounds, as well as intermediates useful in the preparation of compounds of the invention.
    Type: Grant
    Filed: December 15, 1999
    Date of Patent: November 6, 2001
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Kin-Chun Luk, Paige E. Mahaney, Steven Gregory Mischke
  • Patent number: 6313311
    Abstract: Imidazole derivatives of formula (I) wherein n is 0 or 1, R1 is hydrogen or C1-C4-alkyl, R2 is hydrogen or R2 and R3 together form a double bond, R3 is hydrogen or C1-C4-alkyl or R2 and R3 together form a double bond, R4 is hydrogen, C1-C4-alkyl, hydroxy or C1-C4-alkoxy, R5 is hydrogen or C1-C4-alkyl or R4 and R5 together with the carbon atom to which they are attached form a carbonyl group, R6, R7 and R8 are each the same or different and are independently hydrogen, C1-C4-alkyl or C2-C4-alkenyl, C3-C7-cycloalkyl, hydroxy, C1-C4-alkoxy, C1-C4-hydroxyalkyl, thiol, C1-4-alkylthio, C1-4-alkylthiol, halogen, trifluoromethyl, nitro or optionally substituted amino, X is —CHR9—(CHR10)m—, m is 0 or 1, and R9 and R10 are each the same or different and are independently hydrogen or C1-C4-alkyl; or a pharmaceutically acceptable ester or salt thereof, their preparation, use and pharmaceutical compositions comprising them are described.
    Type: Grant
    Filed: February 2, 1999
    Date of Patent: November 6, 2001
    Assignee: Orion Corporation
    Inventors: Arto Karjalainen, Paavo Huhtala, Juha-Matti Savola, Siegfried Wurster, Maire Eloranta, Maarit Hillilä, Raimo Saxlund, Victor Cockcroft, Arja Karjalainen
  • Patent number: 6313312
    Abstract: Compounds of formula (I), their salts and prodrugs thereof, where the substituents are as defined herein are disclosed as opiate binding agents useful in the treatment of opiate-mediated conditions. Also described are processes for making such substances.
    Type: Grant
    Filed: December 20, 1999
    Date of Patent: November 6, 2001
    Assignee: Pfizer INC
    Inventors: Bernard Joseph Banks, Robert James Crook, Stephen Paul Gibson, Graham Lunn, Alan John Pettman
  • Patent number: 6313313
    Abstract: Water soluble, cationic compounds useful as hair colorants or for the treatment of skin which are esters or amides formed by reaction of 5,6-dihydroxyindole-2-carboxylic acid or its N-substituted derivatives and a quaternary salt containing a reactive amino or hydroxyl group, and polymers from such compounds obtained by oxidative polymerization.
    Type: Grant
    Filed: September 18, 1998
    Date of Patent: November 6, 2001
    Assignee: Bristol-Myers Squibb Company
    Inventors: Gottfried Wenke, Giuseppe Prota
  • Patent number: 6313314
    Abstract: The present invention provides a novel method for the preparation of N-azidosulfonyl-arylimides, which are known as photo-initiators. At the outset, substitution reaction of 4-acetamidobenzenesulfonyl halide with MN3 (M denotes hydrogen or alkaline metal) provides the corresponding azide. After de-protection to remove the actyl group, aminoarylsulfonyl azide is extracted with organic solvent, and the extract is directly used for addition reaction with maleic anhydride without concentration. Finally, end products are obtained by dehydration of the addition products using acetic anhydride/metal acetate, followed by re-crystallization in alcohol solvent. The end products are obtained in purer form and greater yield than that in conventional methods.
    Type: Grant
    Filed: August 7, 2000
    Date of Patent: November 6, 2001
    Assignee: Industrial Technology Research Institute
    Inventors: Kung-Lung Cheng, Shu-Chen Lin, Woan-Shiow Tzeng, Se-Tsun Hong
  • Patent number: 6313315
    Abstract: There is disclosed a method for producing an essentially enantiomerically pure N-protected-azetidine-2-carboxylic acid of formula (1): which method is characterized by: subjecting a crude enantiomerically excess N-protected-azetidine-2-carboxylic acid comprising said enantiomer represented by formula (1) in excess to the other enantiomer thereof to crystallization in an organic solvent selected from aromatic hydrocarbon, aliphatic ether, aliphatic alcohol, aliphatic ketone, aliphatic nitrile, aliphatic amide, aliphatic sulfoxide, aliphatic ester and a mixed solvent thereof, wherein R is: an optionally substituted alkyl, alicyclic or alicyclicalkyl group, an optionally substituted alkenyl group, an optionally substituted aryl group, an optionally substituted heteroaryl group, or a dialkylamino group, and absolute configuration of the asterisked asymmetric carbon atom is S or R.
    Type: Grant
    Filed: June 1, 2000
    Date of Patent: November 6, 2001
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kazuhiro Yamauchi, Hideki Ushio, Isao Kurimoto
  • Patent number: 6313316
    Abstract: The invention provides a novel polyisocyanate compound which is useful as a starting material for an optical material having a high refractive index, a low dispersion and excellent optical characteristics, and a process for producing this compound at good efficiency. The invention also provides an optical material having a high refractive index, a low dispersion, an excellent transparency without optical distortion and having good heat resistance.
    Type: Grant
    Filed: July 14, 1999
    Date of Patent: November 6, 2001
    Assignee: Hoya Corporation
    Inventors: Yoshitaka Kitahara, Jian Jiang
  • Patent number: 6313317
    Abstract: Disclosed is a ruthenium-phosphine complex usable as the catalyst giving a high enantiomer excess in an asymmetric reaction and a method for producing the complex. The ruthenium-phosphine complex is represented by formula (1): [{(RuX(L)}2(&mgr;-X)3]−[R22NH2]+  (1) wherein R2 represents hydrogen, alkyl, cycloalkyl or benzyl and L represents a diphosphine ligand represented by formula (2): wherein R1 represents an optionally substituted phenyl group and X represents a halogen atom. The method for preparing a ruthenium-phosphine complex represented by formula (1) is characterized in that a ruthenium complex represented by the formula [RuX(arene)(L)]X and an ammonium salt represented by the formula R22NH.HX are reacted with each other.
    Type: Grant
    Filed: March 22, 1999
    Date of Patent: November 6, 2001
    Assignee: Takasago International Corporation
    Inventors: Noboru Sayo, Takao Saito, Tohru Yokozawa
  • Patent number: 6313318
    Abstract: This invention concerns a process for the addition of formaldehyde to the &agr; carbon atom of lactones for the production of &agr;-methylenelactones, and specifically &agr;-methylene-&ggr;-butyrolactone.
    Type: Grant
    Filed: March 20, 2000
    Date of Patent: November 6, 2001
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Dale Robert Coulson, Leo E. Manzer, Norman Herron
  • Patent number: 6313319
    Abstract: A crude lactide in a solid state or in an at least partially molten state is brought into contact with ethanol to form a slurry mixture, and then a solid form this slurry mixture is separated to yield a purified lactide having a high purity. A crude lactide is recrystallized from a non-denatured or denatured ethanol to obtain a lactide for a food additive. A lactide is applied widely to food additives. A coagulating agent for an animal and/or vegetable protein containing an optically active lactide as a main component, a food foaming agent containing a lactide as a main component, a food preservative containing a lactide as a main component and a pH regulating agent containing a lactide as a main component are provided.
    Type: Grant
    Filed: May 24, 2000
    Date of Patent: November 6, 2001
    Assignee: Shimadzu Corporation
    Inventors: Hitomi Ohara, Hisashi Okuyama, Makoto Ogaito, Yasuhiro Fujii, Tatsushi Kawamoto, Takashi Kawabe, Yasumasa Horibe
  • Patent number: 6313320
    Abstract: The present invention concerns compounds of the formula wherein R1, R2, R3, R4 and R6 each represent H or an organic group of up to 20 C atoms, or any pair of R2 and R3 or R2 and R6 or R4 and R6 forms a cyclic group, and R5SO2 is a cleavable protecting group in which R5 is an organic group of up to 20 C atoms. These compounds are useful as intermediates in the synthesis of calanolide A and related antiviral compounds.
    Type: Grant
    Filed: April 25, 2000
    Date of Patent: November 6, 2001
    Assignee: Chirotech Technology, Inc.
    Inventors: Martin Edward Fox, Graham Andrew Meek
  • Patent number: 6313321
    Abstract: The present invention provides a process for preparing &bgr;-hydroxy-&ggr;-butyrolactone or &bgr;-methyl-&bgr;-hydroxy-&ggr;-butyrolactone represented by the formula (1): wherein R1 is hydrogen or methyl, which entails a) cyanating glycidol or 2-methyl-2,3-epoxypropanol, b) hydrolyzing the product of step a), and c) lactonizing the product of step b).
    Type: Grant
    Filed: June 26, 2000
    Date of Patent: November 6, 2001
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Naoshi Murata, Kunihiko Sakano, Tetsuya Ikemoto
  • Patent number: 6313322
    Abstract: A process for preparing acetals of the formula I where a) the Rs are, independently of one another, a C1-C20-alkyl or C3-C20-alkenyl radical, or b) the two R radicals together form the members of an unsubstituted or C1-C10-alkyl-substituted 5- to 7-membered cyclic acetal, by reacting 3-methyl-2-butenal in the presence of sulfamic acid, of a N-(C1-C8-alkyl)sulfamic acid or of a N,N-di(C1-C8-alkyl)sulfamic acid as catalyst with: an alcohol of the formula R—OH (IIa), or an orthoester of the formula HC—(OR)3 (III) or a mixture of an alcohol of the formula (IIa) and an orthoester of the formula (III), or an alcohol of the formula HO—(CH2)m—OH (IIb), where m is a number from 2 to 4, and (CH2)m group in the alcohol IIb may be substituted by a C1-C10-alkyl group.
    Type: Grant
    Filed: February 1, 2000
    Date of Patent: November 6, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Gisela Hieber, Klaus Ebel
  • Patent number: 6313323
    Abstract: A process for the gas-phase trimerization of formaldehyde to give trioxane using solid phosphoric acid catalysts. Particularly suitable catalysts for this process are SPA catalysts (solid phosphorous acid), for example “silicon phosphates”. The main advantage of this catalyst system is its simple and inexpensive production and ready availability and also, in particular, its improved long-term stability compared to the few previously described catalysts which are mostly based on supported heteropolyacids.
    Type: Grant
    Filed: May 4, 2000
    Date of Patent: November 6, 2001
    Assignee: Ticona GmbH
    Inventors: Harald Werner, Elke Schweers, Frank Olschewski, Gerhard Geiss, Elfriede Hufsky, Helmut Tränkler, Heinz Alexander
  • Patent number: 6313325
    Abstract: A carrier which permits preparation of a catalyst possessed of excellent catalytic performance and used for the production of ethylene oxide, a catalyst obtained by using this carrier, endowed with excellent catalytic performance, and used for the production of ethylene oxide, and a method for the production of ethylene oxide by the use of the catalyst are provided. The carrier is obtained by mixing &agr;-alumina having an alkali metal content in the range of 1-70 m.mols/kg (&agr;-alumina) with an aluminum compound, a silicon compound, and an alkali metal compound and calcining the produced mixture. The carrier which has an aluminum content as reduced to Al in the range of 0-3 mols/kg of carrier, a silicon compound content as reduced to Si in the range of 0.01-2 mols/kg of carrier, and an alkali metal content as reduced to alkali metal in the range of 0.01-2 mols/kg of carrier is used for the deposition of a catalyst for use in the production of ethylene oxide.
    Type: Grant
    Filed: November 16, 1999
    Date of Patent: November 6, 2001
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Masahide Shima, Hitoshi Takada
  • Patent number: 6313326
    Abstract: The invention relates to compounds with the general formula Y1—A1—M1—A2—Y2 wherein Y1 and Y2 are different from each other and Y1 is an acrylate or methacrylate residue and Y2 is a vinyl ether, epoxy, or azide residue, A1 and A2 are identical or different residues with the general formula CnH2n in which n is a whole number from 0 to 20 and one or more methylene groups can be replaced by oxygen atoms, and M1 has the general formula —R1—X1—R2—X2—R3—X3—R4— wherein R1, R2, R3, and R4 are identical or different doubly bonded residues from the group —O—, —COO—, —CONH—, —CO—, —S—, —C≡C—, —CH═CH—, —CH═N—, —CH2—, —N═N—, and —N═N(O)—, and R2—X2—R3 can also be a C—C bond, and X1, X2, and X3 are identical or different residues from the group 1,4-phenylene, 1,4-cyclohexylen
    Type: Grant
    Filed: March 16, 2000
    Date of Patent: November 6, 2001
    Assignee: DaimlerChrysler AG
    Inventors: Peter Strohriegl, Katja Strelzyk, Andreas Stohr, Petra Grundig, Michael Gailberger, Fritz Dannenhauer, Anne Barth
  • Patent number: 6313327
    Abstract: This invention relates to novel carboxylic acid derivatives represented by the following formula I and their synthesis: wherein, R1 is an hydrogen atom, an alkyl group or an alkoxy group of 1 to 20 carbon atoms in a linear, branched or cyclic form; R2 is a carboxy group of 1 to 40 carbon atoms in a linear, branched or cyclic form which is unsubstituted, or substituted into a hydroxy group, an ester group and an ether group. The novel carboxylic acid derivatives are more easily decomposed by acid than t-butyl ester compounds but are not dissolved in basic aqueous solution. According to this invention, carboxylic acid is under condensation with halogen compounds designed to prepare a larger monomolecular compound compared to the conventional method. Further, the condensed site is easily decomposed by acid but is extremely insoluble by basic aqueous solution.
    Type: Grant
    Filed: October 25, 1999
    Date of Patent: November 6, 2001
    Assignee: Korea Kumho Petrochemical Co., Ltd.
    Inventors: Dong Seoul Seo, Joo Hyeon Park, Jae Young Kim, Seong Ju Kim
  • Patent number: 6313328
    Abstract: A commercial-scale method for processing corn grain includes the steps of flaking corn grain having a total oil content of at least about 8% and extracting a corn oil from the flaked corn grain. Such a method can be effectuated by processing the high oil corn grain using methods and equipment typically used to process soybeans and other similar oilseed types. In this way, processing plants that flake oilseeds can be used to extract corn oil from corn.
    Type: Grant
    Filed: February 11, 1999
    Date of Patent: November 6, 2001
    Assignee: Cargill, Incorporated
    Inventors: James F. Ulrich, Stephan C. Anderson
  • Patent number: 6313329
    Abstract: This invention relates to composition of matter of certain euganol functionalized silicone polymers useful to make substantive antimicrobial agents. These compounds allow for the topical delivery of euganol to the skin surface, where it has a variety of desirable effects.
    Type: Grant
    Filed: June 4, 2001
    Date of Patent: November 6, 2001
    Inventor: Anthony J. O'Lenick, Jr.
  • Patent number: 6313330
    Abstract: A process of selectively separating and purifying eicosapentaenoic and docosahexaenoic acids or the esters thereof from a mixture comprising a highly unsaturated fatty acid or the derivative thereof, which comprises the steps of: flowing an aqueous medium comprising a silver salt through a column filled with a diatomaceous earth to carry the silver salt on the diatomaceous earth; flowing a solvent solution of a mixture comprising the highly unsaturated fatty acid or the derivative thereof through the silver salt-carried diatomaceous earth in the column; and flowing a developing solvent through the column.
    Type: Grant
    Filed: June 28, 2000
    Date of Patent: November 6, 2001
    Assignee: Nisshin Pharma Inc.
    Inventors: Satoshi Kiyohara, Shiro Fujita
  • Patent number: 6313331
    Abstract: The present invention relates to novel complexes of (transition) metals containing ligands having phosphorus centers supporting a carbene structure or heteroalkane radical bonded to the (transition) metal.
    Type: Grant
    Filed: February 25, 2000
    Date of Patent: November 6, 2001
    Assignee: The Governors of the University of Alberta
    Inventors: Ronald G. Cavell, Qinyan Wang, Ruppa P. Kamalesh Babu, Aparna Kasani
  • Patent number: 6313332
    Abstract: The present invention relates to the synthesis of highly active ruthenium and osmium carbene metathesis catalyst in good yield from readily available starting materials. The catalysts that may be synthesized are of the general formula wherein: M is ruthenium or osmium; X and X1 are independently any anionic ligand; L and L1 are any neutral electron donor ligand; and, R and R1 are each hydrogen or one of the following substituent groups: C2-C20 alkenyl, C2-C20 alkynyl, C1-C20 alkyl, aryl, C1-C20 carboxylate, C1-C20 alkoxy, C2-C20 alkenyloxy, C2-C20 alkynyloxy, aryloxy, C2-C20 alkoxycarbonyl, C1-C20 alkylthio, C1-C20 alkylsulfonyl and C1-C20 alkylsulfinyl. Optionally, the substituent group may be substituted with one or more groups selected from C1-C5 alkyl, halogen, C1-C5 alkoxy, and aryl. When the substitute aryl group is phenyl, it may be further substituted witn one or more groups selected from a halogen, a C1-C5 alkyl, or a C1-C5 alkoxy.
    Type: Grant
    Filed: September 28, 2000
    Date of Patent: November 6, 2001
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, Tomas R. Belderrain, Seth N. Brown, Thomas E. Wilhelm
  • Patent number: 6313333
    Abstract: The present invention relates to tetra- and penta-nuclear platinum complexes with antitumor activity, to a method for preparing them and to pharmaceutical compositions containing them.
    Type: Grant
    Filed: April 27, 2000
    Date of Patent: November 6, 2001
    Assignee: Setanta Therapeutics, Inc.
    Inventors: Giovanni Da Re, Roberto Di Domenico, Silvano Spinelli, Nicholas Farrell
  • Patent number: 6313334
    Abstract: Ferrocene dicarboxylic acid diesters have the general formula (I), in which X stands for an oligoethylene glycol radical with 2 to 20 ethoxyl units and/or an &agr;,&ohgr;-alkyldiol radical with 2 to 18 C atoms. Also disclosed are processes for preparing the same, their use, solid composite propellants containing the disclosed ferrocene dicarboxylic acid diesters and processes for preparing the same.
    Type: Grant
    Filed: June 7, 2000
    Date of Patent: November 6, 2001
    Assignees: Dynamit Nobel GmbH Explosivstoff - und Systemtechnik, Chemische Betriebe Pluto GmbH
    Inventors: Hans-Peter Hebekeuser, Hans-Peter MacKowiak, Klaus Gottlieb, Hubert Jungbluth, Horst Neitsch
  • Patent number: 6313335
    Abstract: Coatings are provided with very low surface energies provided by fluorine and/or silicone moieties. Aqueous dispersions of externally chain extended polyurethane compositions terminated by hydrolyzable and/or hydrolyzed silyl groups and containing dispersing or emulsifying groups, particularly carboxyl groups are provided. Also polyurethane dispersions which are substantially organic solvent free which cure to water and solvent resistant, tough, scratch resistant, preferably light stable polyurethane films are provided. Such films are useful as anti-fouling marine coatings. The compound RfR′fCFCOOCH2C(R)(CH2OH)2 is provided.
    Type: Grant
    Filed: November 25, 1997
    Date of Patent: November 6, 2001
    Assignee: 3M Innovative Properties
    Inventors: Gary P. Roberts, Lowell W. Holland, Richard G. Hansen, Ashok Sengupta, George G. I. Moore, Miguel A. Guerra
  • Patent number: 6313336
    Abstract: A process for using sludge formed in the preparation of a high BN overbased alkylaryl sulfonate or overbased sulfurized alkylphenate, wherein the sludge is treated with an acidic reactant to convert large particles of the alkaline earth metal salt in the sludge into calcium sulfonate, then is reacted with an excess of alkaline earth base and either alkylaryl sulfonic acid or alkylphenol to produce a reaction product, which could be a low or high overbased alkylaryl sulfonate or overbased sulfurized alkylphenate.
    Type: Grant
    Filed: October 26, 2000
    Date of Patent: November 6, 2001
    Assignee: Chevron Oronite S.A.
    Inventor: Jean Louis Le Coënt
  • Patent number: 6313337
    Abstract: A method of making a benzoyl halide is disclosed. Into a reactor is placed a reaction mixture of a benzotrihalide and a benzaldehyde having the respective general formulas where each A is independently selected from halogen, CF3, R, or OR, each B is independently selected from halogen, CF3, or R, R is alkyl from C1 to C10 or aryl from C6 to C12, each X is independently selected from Cl and Br, m is 0 to 3, and n is 0 to 2. Also added is at least about 10 ppm of a catalyst selected from the group consisting of zinc salts and copper salts, and an optional solvent. The addition of an ammonium halide to the product mixture forms the corresponding amide, which can be dehydrated to form the corresponding nitrile.
    Type: Grant
    Filed: April 17, 2000
    Date of Patent: November 6, 2001
    Assignee: Occidental Chemical Corporation
    Inventors: Dean R. Lagerwall, Daniel R. Thielen, Pravin M. Khandare, Mark F. Lechner
  • Patent number: 6313338
    Abstract: A process for preparing N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride of the following formula (I), is to react N-[1-(S)-ethyoxy carbonyl-3-phenylpropyl]-L-alanine with XCOOR, wherein X is halogen atom, R is C1-C6 alkyl, to obtain a N-alkoxycarbonyl compound, then reacting with an acyl group activation reagent, finally contact with water. The compound of formula (I) is a key intermediate of ACE inhibitors.
    Type: Grant
    Filed: May 14, 2001
    Date of Patent: November 6, 2001
    Assignee: Everlight USA, Inc.
    Inventors: Chong-Ming Chen, Yu-Liang Liu, Ya-Chieh Chao, Chien-Huang Wu
  • Patent number: 6313339
    Abstract: Certain cyclopropyl oxime ethers substituted by aryl and heterocyclic moieties possess broad spectrum fungicidal and insecticidal properties. These compounds are disclosed along with compositions containing these compounds and methods for controlling fungi and insects by the use of a fungitoxic or insecticidal amount of these compounds.
    Type: Grant
    Filed: February 17, 2000
    Date of Patent: November 6, 2001
    Inventors: Ronald Ross, Jr., Duyan Vuong Nguyen, Steve Howard Shaber
  • Patent number: 6313340
    Abstract: The present invention describes a process for the direct preparation of methyl p-vinylbenzoate from methyl p-formylbenzoate using ketene in the presence of potassium acetate. The chief products obtained from the process are about a five to two ratio of methyl p-vinylbenzoate to p-carbomethoxycinnamic acid. The latter may be thermally decarboxylated, especially in the presence of copper powder, to produce additional quantities of methyl p-vinylbenzoate. Methyl p-vinylbenzoate may further undergo hydrolysis to form p-vinyl benzoic acid. Both methyl p-vinyl benzoate and p-vinyl benzoic acid may be polymerized with ethylenically unsaturated monomers to form useful latex compositions of the present invention.
    Type: Grant
    Filed: July 22, 1999
    Date of Patent: November 6, 2001
    Assignee: Eastman Chemical Corporation
    Inventors: Philip Conrad Heidt, Matthew Lynn Elliott, Mahendra Kumar Sharma
  • Patent number: 6313341
    Abstract: A hydroxy-1-alkyne is reacted with a tin hydride compound, and the obtained (E,Z)-hydroxyvinylstannanes are separated to give the (E)-substance which is further converted to a vinylcopper complex shown by followed by the conjugate addition reaction with an &agr;, &bgr;-unsaturated cyclopentenone, and the deprotecting reaction is subsequently carried out to prepare a prostaglandin or an intermediate of prostaglandins easily, efficiently and industrially favorably.
    Type: Grant
    Filed: May 14, 1999
    Date of Patent: November 6, 2001
    Assignee: Fuji Yakuhin Kogyo Kabushiki Kaisha
    Inventors: Noriaki Murata, Atsunori Aramata, Tadashi Takeuchi
  • Patent number: 6313342
    Abstract: Esters of formula: HS—X—COOR in which X denotes a C1-C4 alkylene radical and R a C1-C18 alkyl radical, are prepared by reaction of a hydrosulphide with the corresponding halocarboxylic ester: Y—X—COOR where Y denotes a chlorine or bromine atom. The reaction is performed under a hydrogen sulphide pressure of at least 10 bars absolute, and preferably in an anhydrous or substantially anhydrous alcoholic medium.
    Type: Grant
    Filed: May 8, 2000
    Date of Patent: November 6, 2001
    Assignee: Elf Atochem S.A.
    Inventors: Yves Labat, Jean-Pierre Muller
  • Patent number: 6313343
    Abstract: Alkylene glycol is oxidized in a vapor phase in the presence of alcohol (a), oxygen, and a catalyst (a) (primary reaction). &agr;-oxoaldehyde, and alcohol (b) or olefin, are oxidized in a vapor phase in the presence of oxygen and a catalyst (b) (secondary reaction). A molar ratio of the alkylene glycol to the alcohol (a) is preferably in a range of 1/100 to 5/1. It is preferable that one same compound is used as the alcohol (a) and the alcohol (b). In the case where the primary and secondary reactions are successively executed, a reaction device in which a primary reactor and a secondary reactor are connected in a two-stage connection type is preferably used. This ensures that a method is provided that is capable of producing &agr;-oxoaldehyde at a higher yield than conventionally, and further, that is capable of stably obtaining an &agr;-oxoaldehyde solution or gas with a higher concentration than conventionally.
    Type: Grant
    Filed: January 7, 2000
    Date of Patent: November 6, 2001
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Yoshitaka Arita, Akihiko Ohta, Noboru Saito, Kimio Ariyoshi
  • Patent number: 6313344
    Abstract: Compounds of formula (I), wherein either X is CH or N, Y is OR1 and Z is O, or X is N, Y is NHR8 and Z is O, S or S(═O); R1, R2 and R3 are as defined according to the specification; m is 0, 1 or 2; R5 is, for example, halogen, C1-C6alkyl, halo-C1-C6alkyl or C3-C6cycloalkyl; n is 0, 1, 2, 3 or 4; R9 is methyl, fluoromethyl or difluoromethyl; A and R7 are as defined according to the specification; D is O, S, —S(═O) or S(═O)2; G is C1-C6aalkylene; T—R6 is R6, —C(═N—O—A1—R77)—R6; —SiR14(R15)—R6; —C(═O)—R6; —C(R16)═C(R17)—R6, —C≡C—R6 or —D—R6; R6 is C1-C4alkyl or unsubstituted or substituted aryl or heteroaryl; A1 and R77 are as defined above for A and R7; L is U—R18, P(OR)vR11R12, P(S)wR11R12 or N(aryl)R13; v and w are 0 or 1; U—R18 is —C(═O)—C(═O)—R18; —C(OH)—C(OH)—R18; —C(═N&md
    Type: Grant
    Filed: May 27, 1998
    Date of Patent: November 6, 2001
    Assignee: Bayer Aktiengesellschaft
    Inventors: Stephan Trah, Henry Szczepanski, Ottmar Franz Hüter, Roger Graham Hall, Saleem Farooq, Alfons Pascual
  • Patent number: 6313345
    Abstract: Succinoylamino hydroxyethylamino sulfonamide compounds are effective as retroviral protease inhibitors, and in particular as inhibitors of HIV protease.
    Type: Grant
    Filed: October 18, 1999
    Date of Patent: November 6, 2001
    Assignee: G. D. Searle & Co.
    Inventors: Michael L. Vazquez, Richard A. Mueller, John J. Talley, Daniel Getman, Gary A. DeCrescenzo, John N. Freskos
  • Patent number: 6313346
    Abstract: A composition having the formula: wherein R is a linear alkyl, branched alkyl, cycloalkyl, polycyclic alkyl, alkylaminoalkyl, or alkyloxyalkyl group having 1 to 20 carbon atoms and at least one primary, secondary, or tertiary amino functional group. The composition is effective as a catalyst in the production of polyurethanes.
    Type: Grant
    Filed: March 26, 1999
    Date of Patent: November 6, 2001
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Ning Chen, Richard Paul Underwood, Mark Leo Listemann
  • Patent number: 6313347
    Abstract: In the process for the preparation of vinyloxime ethers of the formula I by reacting an oxime with an alkyne where R1 and R2 are identical or different and are alkyl or aryl radicals, R3 is hydrogen, an alkyl or aryl radical, and R4 is a radical having the meaning of R3, which may be different than R3, or is a hydroxyalkyl radical, in a superbasic polar organic solvent in the presence of a strong base, the reaction is carried out under conditions such that the resulting vinyloxime ether stays in contact with the other constituents of the reaction mixture for only a short time so that it is unable to decompose or react to give secondary products to a significant extent.
    Type: Grant
    Filed: January 30, 2001
    Date of Patent: November 6, 2001
    Assignee: BASF Aktiengesekkschaft
    Inventors: Thomas Preiss, Jochem Henkelmann, Boris Trofimov, Albina Mikhaleva, Alexander M. Vasiltsov
  • Patent number: 6313348
    Abstract: The invention provides novel crosslinking aromatic diamines useful in preparing polyamic acids and polyimides for optical alignment layers. The novel compositions comprise crosslinking diamines containing a C3-C20 linear or branched hydrocarbon chains containing 1 to 4 carbon-carbon double bonds.
    Type: Grant
    Filed: July 18, 2000
    Date of Patent: November 6, 2001
    Inventors: Wayne M. Gibbons, Paul Joseph Shannon, Hanxing Zheng
  • Patent number: 6313349
    Abstract: Described are Aminophenol compounds having a nitrogen-linking substituent at the 5-position which are intermediates in synthesizing benzoazole compounds useful as organic luminescence device materials, and a method for producing the same.
    Type: Grant
    Filed: September 29, 2000
    Date of Patent: November 6, 2001
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Tadahisa Sato
  • Patent number: 6313350
    Abstract: The present invention provides novel processes for the preparation of Form A of fluoxetine hydrochloride.
    Type: Grant
    Filed: January 31, 2001
    Date of Patent: November 6, 2001
    Inventors: Grayson Walker Stowell, Robert R. Whittle
  • Patent number: 6313351
    Abstract: The process for producing alicyclic monoketones (hydroxyphenylcyclohexanone derivatives) according to the present invention comprises hydrogenating substituted bisphenols such as bisphenol A in a solvent in the presence of a palladium/alkali metal catalyst in which palladium and an alkali metal are both supported on a carrier to obtain alicyclic monoketones such as 2-(4-oxocyclohexyl)-2-(4-hydroxyphenyl)propane. The process for producing alicyclic diketones according to the present invention comprises hydrogenating substituted bisphenols such as bisphenol A in a solvent in the presence of a palladium/alkali metal catalyst in which palladium and an alkali metal are both supported on a carrier to obtain alicyclic diketones such as 2,2-bis(4-oxocyclohexyl)propane and 4,4′-bicyclohexanone.
    Type: Grant
    Filed: September 2, 1999
    Date of Patent: November 6, 2001
    Assignee: Honshu Chemical Industry Co., Ltd.
    Inventors: Norimoto Kiya, Shinsaku Kawasaki, Kenji Ekawa, Kenji Sugiyama, Toyokazu Kitaura
  • Patent number: 6313352
    Abstract: The present invention provides a process for producing canthaxanthin by mixing &bgr;-carotene with an alkali metal chlorate or an alkali metal bromate in water and an organic solvent immiscible with water; adding an iodine halide or iodide; and adding a metal iodide whereby the &bgr;-carotene is oxidized to yield canthaxanthin.
    Type: Grant
    Filed: June 9, 2000
    Date of Patent: November 6, 2001
    Assignee: Kuraray Co., Ltd.
    Inventors: Toshiki Mori, Naoyuki Katayama, Tsuyoshi Kajiyashiki, Masahiko Kitayama
  • Patent number: 6313353
    Abstract: By treating the reactant of 3,4-ditrimethylsilyloxytricyclo[4.2.1.02.5]nona-3,7-diene and binaphthol monoether-tin tetrachloride complex, optically active acyloin is produced. Using the optically active acyloin compound as a starting material, optically active oxydicyclopentadiene useful as several kinds of intermediates can be obtained efficiently.
    Type: Grant
    Filed: September 16, 1998
    Date of Patent: November 6, 2001
    Assignee: Chisso Corporation
    Inventors: Kunio Ogasawara, Takahiko Taniguchi
  • Patent number: 6313354
    Abstract: A process for the preparation of aromatic aldehydes comprising the steps of condensing a phenone ketal with a vinyl ether in the presence of a Lewis acid, subjecting the resulting acetal to acidic hydrolysis to form the corresponding &agr;,&bgr;-unsaturated aldehyde, and optionally hydrogenating the C═C double bond of said unsaturated aldehyde.
    Type: Grant
    Filed: September 30, 1999
    Date of Patent: November 6, 2001
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Thomas Markert, Ralph Nemitz
  • Patent number: 6313355
    Abstract: Tetrabromobisphenol-A is produced in a bromination process where no bromine or only a very small proportion of bromine is fed to the reactor. In the process aqueous hydrobromic acid, is the sole source or a major source of the bromine. In the process there are at least three concurrent continuous feeds to the reactor. One is composed of bisphenol-A and/or underbrominated bisphenol-A and a water-miscible organic solvent. The second is gaseous hydrogen bromide or preferably, aqueous hydrobromic acid, and the third is aqueous hydrogen peroxide. Optionally a small additional continuous feed of bromine can be employed. The feeds are proportioned to maintain a liquid phase containing (i) from above about 15 to about 85 wt % water, based upon the amount of water and water-miscible organic solvent in such liquid phase, and (ii) an amount of unreacted bromine that is in excess over the stoichiometric amount theoretically required to convert the bisphenol-A and/or underbrominated bisphenol-A to tetrabromobisphenol-A.
    Type: Grant
    Filed: July 12, 2000
    Date of Patent: November 6, 2001
    Inventors: Thanikavelu Manimaran, Richard A. Holub, Randall S. Barton
  • Patent number: 6313356
    Abstract: A process for the preparation of cyclooctanol from cyclooctene comprising: a. reaction of cyclooctene with formic acid in the absence of an added catalyst to produce a two-phase reaction mixture containing cyclooctyl formate and residual formic acid, b. separation of the two phases into a lower phase rich in formic acid (phase A) and an upper phase low in formic acid (phase B), c. extraction of cyclooctyl formate from phase A to obtain an extract, d. combination of phase B and the extract from phase A, e. distillative work-up of the combination of phase B and the extract from phase A in an apparatus fitted with a short distillation path to obtain crude cyclooctyl formate, and f. catalytic transesterification of the cyclooctyl formate of said crude cyclooctyl formate with an alcohol to produce cyclooctanol.
    Type: Grant
    Filed: September 18, 2000
    Date of Patent: November 6, 2001
    Assignee: Degussa Huels AG
    Inventors: Guenther Kohler, Manfred Kaufhold, Renate Paulczynski, Michael Beuth