Patents Issued in February 25, 1992
  • Patent number: 5091531
    Abstract: Compounds of general formula (I) ##STR1## wherein R.sup.1 represents an optinally substituted carbocyclic or heterocyclic aryl group, or an optionally substituted alkyl, alkenyl, cycloalkyl or cycloalkenyl group; R.sup.2 represents an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl group or an optionally substituted carbocyclic or heterocyclic aryl or aralkyl group; R.sup.3 represents a hydrogen atom or an alkyl group; and either X represents an oxygen or sulphur atom, a group --CH.sub.2 -- or a group NR.sup.4 where R.sup.4 represents a hydrogen atom or a C.sub.1-4 alkyl group; and Y represents a group --CH.sub.2 -- or --CH.sub.2 CH.sub.2 -- X-Y together represent the group --CH.dbd.CH--; and salts and physiologically functional derivatives thereof are useful in the treatment of tumours. Processes for preparing the compounds, intermediates useful in their preparation, pharmaceutical compositions containing them and their use in the treatment of tumours are also described.
    Type: Grant
    Filed: August 12, 1988
    Date of Patent: February 25, 1992
    Assignee: Burroughs Wellcome Co.
    Inventor: Simon T. Hodgson
  • Patent number: 5091532
    Abstract: A new process for the preparation of pigments of the formula ##STR1## comprises first reacting phthalodinitrile in an organic medium in the presence of a base with an alcohol and then with a compound of the formula ##STR2## in the presence of water at a pH of 1-6.
    Type: Grant
    Filed: October 16, 1990
    Date of Patent: February 25, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd Kaletta, Meinhard Rolf
  • Patent number: 5091533
    Abstract: Compounds of the formula: ##STR1## where R.sup.2 contains certain aryls or heteroaryls are effective leukotriene inhibitors.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: February 25, 1992
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Patrice C. Belanger, Claude Dufresne, Brian Fitzsimmons, deceased, Maryann Fitzsimmons, Heir, Yvan Guindon, Cheuk K. Lau, Joshua Rokach, John Schiegetz, Michel Therien, Robert N. Young
  • Patent number: 5091534
    Abstract: A novel single-pot trialkylsilyl trifluoromethanesulfonate (R.sub.3 Si--OTf) mediated process produces derivatives of 4-aza 3-keto steroids at the .alpha.-methylenic carbon through electrophilic substitution. These derivatives are useful in the preparation, through elimination of the substituent on the .alpha.-methylene carbon, of .DELTA.-1 olefin 4-aza 3-keto steroids which are potent inhibitors of 5-.alpha. reductase.
    Type: Grant
    Filed: August 27, 1990
    Date of Patent: February 25, 1992
    Assignee: Merck & Co., Inc.
    Inventors: Anthony O. P. King, Sandor Karady, Kevin Anderson, Alan W. Douglas, Newton L. Abramson, Richard F. Shuman
  • Patent number: 5091535
    Abstract: An organic photochromic compound with improved long term preservability, thermal stability, the repetition character of the record and the like and useful as recording-memory materials or photosensitizers, comprising dimers of the compounds selected from the group consisting of pyrido[3,4-g]isoquinoline, pyrido[2,3-g]quinoline, pyrido[3,2-g]quinoline and pyrido[3,2-g]quinoline derivatives.
    Type: Grant
    Filed: April 24, 1990
    Date of Patent: February 25, 1992
    Assignee: Seikisui Kagaku Kogyo Kabushiki Kaisha
    Inventors: Shigeru Nomura, Takahiro Hidaka
  • Patent number: 5091536
    Abstract: Organic-solvent soluble magnesium hydrides of the formulas ##STR1## are prepared by catalytically hydrogenating finely powdered magnesium, optionally in the presence of a magnesium halide, in an organic solvent in the presence of their MgH.sub.2 -free counterparts in whichQ is an alkyl, alkenyl, alkoxy, dialkylamide, aralkyl, aryl or diarylamide group, each with up to 18 carbon atoms,R is an alkenyl, aralkyl or aryl group, each with up to 18 carbon atoms,X is chlorine, bromine, or iodine,--E D.fwdarw. is a chelating ligand,E is --CH.sub.2, --N(R)-- or --O--,is an alkylene radical of the formula --(CH.sub.2).sub.p,D is a dialkylamide, diarylamide or alkoxy group, each with up to 18 carbon atoms,M is aluminum or boron,m is 1, 2, or 3, and1<n.ltoreq.50.
    Type: Grant
    Filed: February 9, 1988
    Date of Patent: February 25, 1992
    Assignee: Studiengesellschaft Kohle mbh
    Inventors: Borislav Bogdanovic, Manfred Schwickardi
  • Patent number: 5091537
    Abstract: A 3-aryl-pyrrolidine-2,4-dione (e) derivative of the formula (I) ##STR1## in which X represents alkyl, halogen and alkoxy,Y represents hydrogen, alkyl, halogen, alkoxy and halogenoalkyl,Z represents alkyl, halogen and alkoxy,m represents a number from 1-4,n represents a number from 0-3,R represents hydrogen, ##STR2## or A, where A represents a metal cation equivalent or represents an ammonium ion,R.sup.1 represents optionally halogen-substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl and optionally substituted cycloalkyl which can be interrupted by hetero atoms, or represents optionally substituted phenyl, optionally substituted phenylalkyl, substituted hetaryl, substituted phenoxyalkyl and substituted hetaryloxyalkyl andR.sup.2 represents optionally halogen-substituted alkyl, cycloalkyl, alkenyl, alkoxyalkyl, polyalkoxyalkyl and optionally substituted phenyl,as well as the pure enantiomeric forms of compounds of the formula (I).
    Type: Grant
    Filed: August 8, 1990
    Date of Patent: February 25, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reiner Fischer, Hermann Hagemann, Andreas Krebs, Albrecht Marhold, Klaus Lurssen, Robert R. Schmidt, Hans-Joachim Santel, Benedikt Becker, Klaus Schaller, Wilhelm Stendel
  • Patent number: 5091538
    Abstract: The present invention refers to dicyanovinylsubstituted furan derivatives, processes for their production and their application. The new furan derivatives are represented by the general formula ##STR1## wherein x.sup.1 and x.sup.2 are equal or different and stand for H, alkyl, alkenyl, aryl, halogen, NO.sub.2 or CN.In the general formula I, n may be 0 or 1. In case of n=0, A means e.g. --CH.sub.2 OR.sup.1 (with e.g. R.sup.1 .dbd.H, alkyl or aryl).The compounds according to this invention can be used directly or in the form of their cycloadducts in several applications of electro-optical fields, e.g. for the manufacture of optical data recording systems or organic (electron) conducting materials or electron-transfer catalysts.
    Type: Grant
    Filed: December 5, 1989
    Date of Patent: February 25, 1992
    Assignee: Suddeutsche Zucker-Aktiengesellschaft
    Inventors: Jorg Daub, Knut M. Rapp, Petra Seitz, Rainer Wild, Josef Salbeck
  • Patent number: 5091539
    Abstract: Novel 1-substituted -2-imidazolyl (or 1,2,3-triazolyl)cyclohexanols or cycloheptanols having anti-fungal activity against wide range of agricultural fungi with vapor effect.
    Type: Grant
    Filed: May 31, 1990
    Date of Patent: February 25, 1992
    Assignee: Shionogi & Co., Ltd.
    Inventors: Yasuo Makisumi, Akira Murabayashi, Takayuki Hatta, Takeo Ishiguro
  • Patent number: 5091540
    Abstract: A process for preparing clotrimazole by reacting 2-chlorotriphenylmethylchloride with imidazole in a hydrocarbon solution in the presence of a neutralizing agent, followed by nitration of the product obtained. The nitrate is reconverted into the free base with caustic alkali.
    Type: Grant
    Filed: March 28, 1990
    Date of Patent: February 25, 1992
    Assignee: Erregierre Industria Chimica S.p.A.
    Inventor: Egidio Molinari
  • Patent number: 5091541
    Abstract: There are disclosed various compounds of the formula below, ##STR1## where X is O, S, NH, N-loweralkyl, or N-arylloweralkyl;Y is hydrogen, fluorine, chlorine, bromine, nitro, loweralkyl, loweralkoxy, or triloweralkylsilyl;R.sub.1 is loweralkyl, halogen-substituted loweralkyl, aryl, arylloweralkyl, cycloalkyl, heteroaryl or heteroarylloweralkyl;R.sub.2 is hydrogen, loweralkyl or arylloweralkyl;R.sub.3 is loweralkyl or arylloweralkyl;R.sub.4 is hydrogen, loweralkyl, loweralkenyl, loweralkynyl, arylloweralkyl, formyl, loweralkylcarbonyl, arylloweralkylcarbonyl or loweralkoxycarbonyl;R.sub.5 is hydrogen or loweralkyl; andm is 0 or 1, with the proviso that when m is O, R.sub.1 may also be hydrogen.which compounds are useful for alleviating various memory dysfunctions characterized by a cholinergic deficit such as Alzheimer's disease.
    Type: Grant
    Filed: October 24, 1990
    Date of Patent: February 25, 1992
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Gerard J. O'Malley, Richard C. Allen, John I. White
  • Patent number: 5091542
    Abstract: The present invention is directed to a compound for use as an intermediate in the production of novel trifunctional antibody-like compounds. More particularly, the present invention is directed to a compound of the formula: ##STR1## wherein X is ##STR2## wherein k=1 or 0;wherein Z is ##STR3## wherein s=1 or 0;wherein n=1 or 0;wherein q=1 or 0;wherein Y is ##STR4## wherein Y', is ##STR5## wherein p or m may be the same or different and are integers ranging from 0 to 20 with the proviso that when n=0, the sum of m and p is an integer ranging from 1 to 20, whereas when n=1, p and m are each an integer that is at least 1 and the sum of p and m is an integer ranging from 2 to 20;wherein R.sup.1 is straight or branched chain lower alkyl having from 1 to 6 carbon atoms or lower alkoxy having from 1-6 carbon atoms; andwherein R.sup.2 is hydrogen, phenyl, --COOH, or straight or branched chain lower alkyl having from 1-6 carbon atoms, with the proviso that the lower alkyl moiety may be mono substituted by --NH.sub.
    Type: Grant
    Filed: March 9, 1990
    Date of Patent: February 25, 1992
    Assignee: Hybritech Incorporated
    Inventors: Clarence Ahlem, Ann E. Huang
  • Patent number: 5091543
    Abstract: A method of preparing five- and six-membered cyclic carbonates is disclosed. The process comprises reacting a 1,2- or 1,3-diol with an acyclic diester of carbonic acid in the presence of a catalyst selected from alkylammonium salts, tertiary amines, and ion-exchange resins containing alkylammonium or tertiary amino groups. Cyclic carbonates free of polycarbonate by-products are obtained in high yields.
    Type: Grant
    Filed: October 15, 1990
    Date of Patent: February 25, 1992
    Assignee: Arco Chemical Technology, Inc.
    Inventor: Roger A. Grey
  • Patent number: 5091544
    Abstract: A gas-assisted process for the rapid conversion of oligomers of alpha-hydroxycarboxylic acids, esters or nitrogen salts thereof to cyclic esters in high yields and high states of purity. An inert gas is intimately contacted with the oligomer so as to create a large interfacial area. The large interfacial area permits removal of the cyclic ester substantially as fast as the cyclic ester is formed.
    Type: Grant
    Filed: September 21, 1990
    Date of Patent: February 25, 1992
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Kamlesh K. Bhatia
  • Patent number: 5091545
    Abstract: The present invention relates to a process for the catalytic oxidation of hydroxy containing aromatic compounds to form the respective quinone compounds comprising contacting a hydroxy containing aromatic compound of the formula: ##STR1## with a molecular oxygen containing gas in the presence of: (a) a catalytic amount of a cobalt (II) compound,(b) a primary aliphatic amine having the nitrogen atom attached to a tertiary carbon, and(c) an alcohol selected from the group consisting of methyl alcohol, ethyl alcohol, isopropyl alcohol, butyl alcohol, 2,2,2-trifluoroethanol and benzyl alcohol,wherein X is of the formula ##STR2## wherein R is individually selected from the group of radicals consisting of hydrogen, an alkyl having from about 1 to about 18 carbon atoms, an alkoxy having from about 1 to 8 carbon atoms, a phenyl and an aralkyl having 7 to 12 carbon atoms.
    Type: Grant
    Filed: March 2, 1990
    Date of Patent: February 25, 1992
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Dane K. Parker
  • Patent number: 5091546
    Abstract: A process for the recovery of rhodium from distillation residues of crude products from the oxo synthesis with rhodium complexed with an organic phosphorous III compound comprising treating the said distillation residues with oxygen or an oxygen containing gas in the presence of an alkali metal salt of a monocarboxylic acid of 2 to 5 carbon atoms at 60.degree. to 120.degree. C. at atmospheric or elevated pressure to form a water-soluble rhodium compound and extracting the mixture with water to obtain an aqueous phase containing the water soluble rhodium compound in a very simple manner without any substantial loss of rhodium.
    Type: Grant
    Filed: September 26, 1990
    Date of Patent: February 25, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Lappe, Helmut Springer
  • Patent number: 5091547
    Abstract: A pharmaceutical phenylacetic acid derivative of the following formula (I): ##STR1## with the process of obtention which includes reacting 2-(2,6-dichloroaniline)-phenylacetic acid with zinc oxide, zinc hydroxides, zinc carbonates or zinc salts or reacting an ammonium salt, an alkali metal salt or an alkaline earth metal salt of 2-(2,6-dichloroaniline)-phenylacetic acid with a zinc salt, e.g. zinc chloride, in a nonpolar solvent. The compound of formula I is novel and has improved pharmaceutical properties in anti-inflammatory preparations.
    Type: Grant
    Filed: May 17, 1990
    Date of Patent: February 25, 1992
    Assignee: Laboratorias Vinas, S.A.
    Inventor: Antonio Buxade
  • Patent number: 5091548
    Abstract: This invention relates to a process for preparing a sulfophenethylsiloxane having either of the following formulae: ##STR1## comprising: (a) adding in essentially equimolar ratio chlorosulfonic acid and a chorosilane having either of the following formulae: ##STR2## wherein R of formulae I, II, III, and IV is individually hydrogen, halogen, or an alkyl radical having 1 to 4 carbon atoms; R.sub.1 is an alkylene radical having 2 to 5 carbon atoms; R.sub.2 is R of ##STR3## with the proviso that at least one R.sub.2 be ##STR4## R.sub.3 is R or --R.sub.1 SiCl.sub.3 with the proviso that at least one R.sub.3 be --R.sub.1 SiCl.sub.3 and n is at least 1, m is 1 or 2; continuously through a mixing nozzle in form of small droplets into a continuous stream of air with a temperature of from about 80.degree. C. to about 150.degree. C. in a reaction vessel to form a solid intermediate and(b) hydrolyzing said intermediate with water.
    Type: Grant
    Filed: May 29, 1991
    Date of Patent: February 25, 1992
    Assignee: BASF Corporation
    Inventors: P. Davis, J. S. Ku, T. M. Schmitt
  • Patent number: 5091549
    Abstract: A method of synthesizing D-myoinositol-1-phosphate from 1,2-(R.sup.1)-3-R.sup.2 -myoinositol compounds of the formula ##STR1## wherein R.sup.1 is a bridging type protective group bonded to two oxygen atoms at the 1- and 2-position, and R.sup.2 is a protective group coupled to the oxygen atom at the 3-position. D-Myoinositol-1-phosphate is useful as an intermediate for the production of inositol-1,4,5-triphosphate.
    Type: Grant
    Filed: August 31, 1990
    Date of Patent: February 25, 1992
    Assignee: The Yokohama Rubber Company, Ltd.
    Inventors: Shoichiro Ozaki, Takahiko Akiyama, Naoto Takechi, Kunio Kageyama, Morihisa Machida
  • Patent number: 5091550
    Abstract: 5,5-Bis(perfluoroalkylheteromethyl)-2-hydroxy-2-oxo-1,3,2-dioxaphosphorinan es, derived acyclic phosphorus and phosphoric acids obtained by ring-opening, and salts or esters thereof are prepared from heteroatom containing perfluoroalkyl terminated neopentyl glycols of the formula: HO[CH.sub.2 C(CH.sub.2 --X--E.sub.n --R.sub.f).sub.2 CH.sub.2 O]H by cyclization with appropriate phosphorus containing esters or acids, or hydrolysis. These compositions provide improved thermal stability, and useful low surface energy oil and water repellent coatings for textiles, glass, paper, leather and other materials.Another aspect of this invention relates to the use of the phosphite group containing products as polymer stabilizers.
    Type: Grant
    Filed: April 20, 1990
    Date of Patent: February 25, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert A. Falk, Kirtland P. Clark
  • Patent number: 5091551
    Abstract: A compound of formula: ##STR1## in which X.sup.1 is a reactive group that can react to form a covalent bond with a reactive group on the surface of a material to be rendered biocompatible, X.sup.2 is a group --0.crclbar. or a precursor of such a group, n is 2, 3 or 4, Y is a group N.sup..sym. R.sub.3 A.sup..crclbar. A wherein each R, which may be the same or different, is a C.sub.1 -C.sub.4 alkyl group and A.sup..crclbar. is an anion present when X.sup.2 is an electrically neutral group or Y is ##STR2## wherein R.sup.1 together with X.sup.2 forms a direct bond between the nitrogen and the phosphorus atoms.
    Type: Grant
    Filed: April 18, 1990
    Date of Patent: February 25, 1992
    Assignee: Biocompatibles Ltd.
    Inventors: Dennis Chapman, Aziz A. Durrani
  • Patent number: 5091552
    Abstract: A compound having the structure: ##STR1## wherein R is CH.sub.3, C.sub.2 H.sub.5, C.sub.3 H.sub.7, t--C.sub.4 H.sub.9 or C.sub.6 H.sub.5 ; R.sup.1 is NH.sub.2, NHCH.sub.3, NHC.sub.2 H.sub.5, NHC.sub.3 H.sub.7, NHC.sub.4 H.sub.9, NHCH.sub.2 CH.sub.2 Cl, NHC.sub.6 H.sub.5, N(CH.sub.3).sub.2, N(C.sub.2 H.sub.5).sub.2, N(C.sub.3 H.sub.7).sub.2, NCH.sub.3 (C.sub.2 H.sub.5), NCH.sub.3 (C.sub.3 H.sub.7), N(CH.sub.2 CH.sub.2 Cl).sub.2, NHOH, NHNHCO.sub.2 CH.sub.2 C.sub.6 H.sub.5, NHNHCO.sub.2 C(CH.sub.3).sub.3, OCH.sub.3, OC.sub.2 H.sub.5, OC.sub.3 H.sub.7, OC.sub.4 H.sub.9, OC.sub.6 H.sub.5, OC.sub.2 C.sub.6 H.sub.5, CH.sub.3, C.sub.2 H.sub.5, C.sub.3 H.sub.7, C.sub.4 H.sub.9, CH.sub.2 NO.sub.2 or CH.sub.2 NH.sub.2 ; and R.sup.2 is NHCH.sub.2 CH.sub.2 Cl or N(CH.sub.2 CH.sub.2 Cl).sub.2.These compounds may be used to eliminate occult leukemic clonogenic cells from bone marrow by contacting the bone marrow with a solution comprising levels of said compound sufficient to eliminate occult leukemic clonogenic cells.
    Type: Grant
    Filed: March 14, 1989
    Date of Patent: February 25, 1992
    Assignee: Board of Regents, The University of Texas System
    Inventor: David Farquhar
  • Patent number: 5091553
    Abstract: Process for the preparation of asymmetrically substituted ureas, carbamates, thiocarbamates or substituted isocyanates by reaction of an adduct of isocyanic acid and a tertiary amine with a primary and secondary amine, an alcohol, a thiol or a compound having one or two non-cumulated olefinic double bonds.
    Type: Grant
    Filed: July 12, 1990
    Date of Patent: February 25, 1992
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventors: Martin Mullner, Gerhard Stern, Erich Schulz, Markus Rossler
  • Patent number: 5091554
    Abstract: Hydrogen cyanide is added to isophorone for the preparation of 1,3,3-trimethyl-5-oxo-carbonitrile in the presence of lithium hydroxide in an amount in a range of 0.005 to 5 mole % at 100.degree. to 160.degree. C. The yield is higher and the space-time yield is better than was possible when using other alkaline acting alkali compounds.
    Type: Grant
    Filed: December 5, 1990
    Date of Patent: February 25, 1992
    Assignee: Degussa AG
    Inventors: Klaus Huthmacher, Hermann Schmitt
  • Patent number: 5091555
    Abstract: A process for the purification of crude cyanohydrins which contain 3 to 6 carbon atoms, especially of crude acetone cyanohydrin, by distilling off the unreacted reactants namely hydrogen cyanide and the carbonyl compound. The purification becomes very simple, and the unreacted reactants can be fed directly into the cyanohydrin synthesis, when the vacuum is generated with a liquid jet pump. The exhaust vapors arising in the distillation or desorption are led into the driving jet of the pump, the liquid jet pump is driven with crude cyanohydrin which contains basic catalyst, and the exhaust vapors absorbed in the crude cyanohydrin are reacted to completion in a cooled reaction circuit in which the liquid jet pump is incorporated.
    Type: Grant
    Filed: October 5, 1990
    Date of Patent: February 25, 1992
    Assignee: Degussa AG
    Inventors: Wolfgang Buder, Udo Rudolph
  • Patent number: 5091556
    Abstract: A process for preparing carbamates is disclosed, in which:a stoichiometric or higher-than-stoichiometric amount of an alkyl carbonate or a cycloalkyl carbonate is reacted with an aliphatic, cycloaliphatic or aromatic amine, in a first reaction step, by operating in the presence of a carbamation catalyst, in order to produce a mixture of a carbamate and an urea,the urea contained in the reaction product from the first process step is reacted with carbonate, in a second reaction step, in order to produce the corresponding carbamate, andthe reaction mixture coming from the second process step is submitted to treatments in order to recover the carbamate.The process makes it possible high yields and high values of selectivity to the useful reaction product to be obtained.
    Type: Grant
    Filed: March 28, 1990
    Date of Patent: February 25, 1992
    Assignee: Enichem Synthesis, S.p.A.
    Inventors: Carlo Calderoni, Franco Mizia, Franco Rivetti, Ugo Romano
  • Patent number: 5091557
    Abstract: A novel amino acid derivative is disclosed, which is produced using a relatively inexpensive amino acid as a starting material for an optically active moiety and shows a chiral nematic phase or a chiral smectic phase over a wide temperature range around room temperature. A process for producing the amino acid derivative is also disclosed.
    Type: Grant
    Filed: May 17, 1991
    Date of Patent: February 25, 1992
    Assignee: Showa Denko K.K.
    Inventors: Kimie Nagai, Schuichi Naijoh, Ayako Kurotaki, Koro Shirane, Chozo Inoue
  • Patent number: 5091558
    Abstract: Psoriasis in mammals is relieved by topically administering naphthalenes of the formula: ##STR1## wherein: R.sup.1 is alkoxy, alkylthio, optionally substituted phenoxy or optionally substituted phenylthio;R.sup.2 is hydrogen, lower alkyl, optionally substituted phenyl or optionally substituted phenylalkyl;R.sup.3 is lower alkyl, lower alkoxy, or halo and m is 0, 1 or 2, or R.sup.3 is optionally substituted phenyl, optionally substituted phenyl lower alkyl, optionally substituted phenyl lower alkoxy, amino, lower alkylamino, lower dialkylamino, cyano, or S(0).sub.
    Type: Grant
    Filed: March 6, 1987
    Date of Patent: February 25, 1992
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Gordon H. Jones, Michael C. Venuti, John M. Young
  • Patent number: 5091559
    Abstract: A process is disclosed for forming alkyl 4-oxobutyrates and its acetals which comprises reacting under anhydrous conditions acrolein or its acetals with carbon monoxide and an alcohol of the formula R OH wherein R is lower alkyl in the presence of a catalytically effective amount of a catalyst comprising palladium metal which is either unsupported or supported on an inert carrier and a promoting effective amount of hydrogen halide. An intermediate in the process, i.e., .beta.-halopropionaldehyde or acetal thereof can also be used in forming alkyl 4-oxobutyrates and acetals thereof by reacting under anhydrous conditions said .beta.-halopropionaldehyde or its acetals with carbon monoxide and an alcohol of the formula ROH wherein R is lower alkyl in the presence of a catalytically effective amount of a catalyst comprising palladium metal which is either unsupported or supported on an inert carrier.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: February 25, 1992
    Assignee: Quantum Chemical Corporation
    Inventors: Jawad H. Murib, William D. Baugh
  • Patent number: 5091560
    Abstract: A method for synthesizing an acyloxycarboxylic acid by providing a reaction chamber, establishing sources of an .alpha.-hydroxycarboxylic acid and an acid chloride, and repeatedly contacting substantially equal molar amounts of the .alpha.-hydroxycarboxylic acid and the acid chloride within the reaction chamber. The acyloxycarboxylic acid so synthesized is useful as a starting material for conversion to various esters which, when placed in aqueous solution with a source of hydrogen peroxide, result in a peracid and are useful for bleaching applications.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: February 25, 1992
    Assignee: The Clorox Company
    Inventor: Richard R. Rowland
  • Patent number: 5091561
    Abstract: A process for producing N-phosphonomethylglycine by the oxidation of N-phosphonomethyliminodiacetic acid using a molecualr oxygen-containing gas in the presence of a transition metal catalyst.
    Type: Grant
    Filed: June 4, 1990
    Date of Patent: February 25, 1992
    Assignee: Monsanto Company
    Inventors: Dennis P. Riley, Willie J. Rivers, Jr.
  • Patent number: 5091562
    Abstract: The present invention relates to a process for eliminating 1-phosphono-1-carboxycyclopentan-3-one (ketone) from, or reducing its content in, an aqueous solution of 2-phosphonobutane-1,2,4-tricarboxylic acid, characterized in that the solution is adjusted to a pH value of > 6 using an aqueous inorganic base, particularly sodium hydroxide, and aqueous bleaching liquor is subsequently added in a molar ratio of NaOCl to ketone of >5:1.
    Type: Grant
    Filed: March 27, 1991
    Date of Patent: February 25, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Immenkeppel, Roland Kleinstuck, Hans-Dieter Block, Hermann Sicius, Peter Schmidt
  • Patent number: 5091563
    Abstract: A process for preparing an .alpha.-phenylpropionic acid derivative wherein an .alpha.-phenylethyl alcohol derivative is reacted with carbon monoxide in the presence of a catalyst to give an .alpha.-phenylpropionic acid derivative, which comprises carrying out the reaction in either one of the following manners (I), (II) and (III):(I) effecting said reaction in the presence of a rhodium catalyst, as said catalyst, together with an iodine compound in such an amount as to give a Rh to I ratio on an atomic basis of 1:0.5 to 1:6; adjusting the concentration of water in the reaction mixture to a level of 2 mol/l or below; and employing a reaction temperature of 130.degree. C.
    Type: Grant
    Filed: December 11, 1989
    Date of Patent: February 25, 1992
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yasutaka Tanaka, Hidetaka Kojima, Yasuo Tsuji
  • Patent number: 5091564
    Abstract: Disclosed is a process for preparing a diphenyl sulfonetetracarboxylic acid, the process comprising oxidizing a tetramethyldiphenyl sulfone with oxygen or an oxygen-containing gas in an aliphatic monocarboxylic acid having 2 to 10 carbon atoms in the presence of a catalyst consisting essentially of a cobalt component, a manganese component and a bromine compound wherein the weight ratio of manganese metal to cobalt metal is in the range of approximately 0.01 to 0.5.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: February 25, 1992
    Assignee: New Japan Chemical Co., Ltd.
    Inventors: Hiroshi Manami, Mikio Nakazawa, Shigeo Miki, Akihiro Nishiuchi
  • Patent number: 5091565
    Abstract: New poly-dicarboxylic acid anhydrides, which are suitable as bio-degradable matrix materials for the controlled release of medicinal agents in humans.
    Type: Grant
    Filed: August 21, 1990
    Date of Patent: February 25, 1992
    Assignee: Sandoz Ltd.
    Inventor: Gerd Ziegast
  • Patent number: 5091566
    Abstract: The invention relates to the preparation of glyoxylic acid by oxidizing an aqueous solution of glyoxal having a pH less than 1 with molecular oxygen in the presence of nitrogen monoxide as a catalyst.This process allows the practically total conversion of the starting glyoxal with a good yield of glyoxylic acid.
    Type: Grant
    Filed: July 3, 1989
    Date of Patent: February 25, 1992
    Assignee: Societe Francaise Hoechst
    Inventors: Alain Schouteeten, Yani Christidis
  • Patent number: 5091567
    Abstract: The instant invention concerns a novel process for the preparation of 1-aminomethyl-1-cyclohexaneacetic acid (gabapentin), a known compound useful for treating certain cerebral diseases such as epilepsy and dizziness.
    Type: Grant
    Filed: August 21, 1990
    Date of Patent: February 25, 1992
    Assignee: Godecke Aktiengesellschaft
    Inventors: Wolfram Geibel, Johannes Hartenstein, Wolfgang Herrmann, Joachim Witzke
  • Patent number: 5091568
    Abstract: In the oxidation of 2-hydroxy-3,3-dimethyl-butanoic acid in solution in the presence of a ruthenium oxide catalyst to produce 2-oxo-3,3-dimethyl-butanoic acid, the improvement wherein oxidation is effected with oxygen.
    Type: Grant
    Filed: May 23, 1986
    Date of Patent: February 25, 1992
    Assignee: Mobay Corporation
    Inventor: Dennis E. Jackman
  • Patent number: 5091569
    Abstract: (Di-tert-butylhydroxyphenyl)thio substituted hydroxamic acid derivatives of the formula: ##STR1## wherein X is straight or branched C.sub.1 to C.sub.15 alkylene which may be attached to Y through phenylene, provided that X is not n-butylmethylene; Y is CO--N(OH) or N(OH)--CO; and R is hydrogen or straight or branched C.sub.1 to C.sub.9 alkyl, C.sub.3 to C.sub.9 cycloalkyl, aryl, or aralkyl, provided that R is not hydrogen when Y--R is N(OH)--CO--R; or a pharmaceutically acceptable salt thereof; useful in treating arteriosclerosis, ulcer, inflammation, allergy, or the like.
    Type: Grant
    Filed: June 19, 1990
    Date of Patent: February 25, 1992
    Assignee: Shionogi & Co., Ltd.
    Inventors: Saichi Matsumoto, Takuji Mizui, Masami Doteuchi
  • Patent number: 5091570
    Abstract: Tellurium and selenium dialkyls are prepared by reacting the corresponding tetrahalide with a Group I metal alkyl.
    Type: Grant
    Filed: July 31, 1990
    Date of Patent: February 25, 1992
    Assignee: Secretary of State for Defence in her Britannic Majesty's Gov. of the U.K.
    Inventors: John B. Mullin, David J. Cole-Hamilton, Deodatta V. Shenai-Khatkhate, Paul Webb
  • Patent number: 5091571
    Abstract: A process for preparing N, N-disubstituted urea and more particularly, to an improved process for preparing N,N'-disubstituted urea derivatives of the following formula (I) comprising ##STR1## wherein each of Ar.sup.1 and Ar.sup.2 represents unsubstituted aromatic radical or aromatic radical substituted with halogen, atom, alkyl group, or alkoxy group, and Ar.sup.1 and Ar.sup.2 are the same or different, reacting aromatic mono-nitro compound, aromatic primary amines, and carbon monoxide in the presence of the catalyst composition consisting of a palladium compound as a main catalyst and an ammonium or a phosphonium salt containing halogen atom aS a co-catalyst, and a non-polar solvent.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: February 25, 1992
    Assignee: Lucky, Ltd.
    Inventors: Chul Woo Lee, Jae Sung Lee, Sang Moo Lee
  • Patent number: 5091572
    Abstract: Liquid amine terminated polyamide addition products having an average molecular weight of about 3,000 to about 10,000 are prepared by the non-catalytic reaction of a dicarboxylic acid having a molecular weight within the range of about 130 to about 700 with a higher molecular weight polyoxypropylene diamine having an average molecular weight within the range of about 1,500 to about 6,000 and with a lower molecular weight polyoxypropylene diamine having an average molecular weight within the range of about 200 to about 700, the reaction conditions including a temperature within the range of about 150.degree. to about 280.degree. C., a pressure of about 0.1 to 20 atmospheres and a reaction time of about 2 to about 5 hours.
    Type: Grant
    Filed: December 11, 1989
    Date of Patent: February 25, 1992
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Wei-Yang Su
  • Patent number: 5091573
    Abstract: Novel thiol-terminated hydroxyamides, and processes for their preparation and use are provided. These hydroxyamide compounds may be prepared by the reaction of a mercapto-functional alkyl ester, such as methylmercaptopropionate, with a molar excess of an alcohol-substituted amine, such as a .beta.-hydroxyalkyl amine. The thiol-terminated hydroxyamides are useful as polymerization chain transfer agents, particularly when it is desirable to form polymers or oligomers containing functional hydroxyamide end groups. By chain terminating such polymers or oligomers with reactive hydroxyamide end groups the polymers or oligomers can be further reacted with acid-containing monomers or polymers to form block or graft copolymers.
    Type: Grant
    Filed: August 27, 1990
    Date of Patent: February 25, 1992
    Assignee: Rohm and Haas Company
    Inventors: Andrew W. Gross, William D. Emmons
  • Patent number: 5091574
    Abstract: Tetrafunctional amine derivatives of digyclidyl ethers of Bisphenol A that are liquid at ambient temperatures and that are useful as curing agents for epoxy resins are disclosed together with the method by which they are prepared which comprises the steps of:dissolving the diglycidyl ether in a solvent (acetone or methyl ethyl ketone) and adding a polyoxyalkylene diamine in the mole ratio of about 4 to about 5 moles of the diglycidyl ether per mole of said polyoxyalkylene diamine to provide an initial reaction mixture,heating the initial reaction mixture with agitation at a temperature of about 80.degree. to about 160.degree. C.
    Type: Grant
    Filed: February 25, 1991
    Date of Patent: February 25, 1992
    Assignee: Texaco Chemical Company
    Inventors: Jiang-Jen Lin, George P. Speranza
  • Patent number: 5091575
    Abstract: A renin inhibiting compound of the formula: ##STR1## wherein A is a substituent; W is C.dbd.O or CHOH; U is CH.sub.2 or NR.sup.2, provided that when W is CHOH then U is CH.sub.2 ; R.sub.1 is loweralkyl, cycloalkylmethyl, benzyl, 4-methoxybenzyl, halobenzyl, (1-naphthyl)methyl, (2-naphthyl)methyl, (4-imidazoyl)methyl, .alpha.,.alpha.-dimethylbenzyl, 1-benzyloxyethyl; phenethyl, phenoxy, thiophenoxy or anilino; R.sub.2 is hydrogen or loweralkyl; R.sub.3 is loweralkyl, [(alkoxy)alkoxy]alkyl, (thioalkoxy)alkyl; lowerakenyl, benzyl or heterocyclic ring substituted methyl; R.sub.4 is loweralkyl, cycloalkylmethyl or benzyl; R.sub.5 is vinyl, formyl, hydroxymethyl or hydrogen; R.sub.7 is hydrogen or loweralkyl; R.sub.8 and R.sub.9 are independently selected from OH and NH.sub.2 ; and R.sub.6 is hydrogen, loweralkyl, vinyl or arylalkyl; provided that when R.sub.5 and R.sub.7 are both hydrogen and R.sub.8 and R.sub.9 are OH, the carbon bearing R.sub.5 is of the "R" configuration and the carbon bearing R.sub.
    Type: Grant
    Filed: June 10, 1991
    Date of Patent: February 25, 1992
    Assignee: Abbott Laboratories
    Inventors: Jay R. Luly, Jacob J. Plattner, Dale J. Kempf
  • Patent number: 5091576
    Abstract: The present invention relates to anti-neoplastic and anti-psoriasis pharmaceutical compositions and methods of treatment and to insecticidal compositions and methods of controlling the growth of insects.
    Type: Grant
    Filed: June 23, 1988
    Date of Patent: February 25, 1992
    Assignee: University of Florida
    Inventor: Raymond J. Bergeron
  • Patent number: 5091577
    Abstract: N-n-propyl-N-(2,4,6-trichlorophenoxy)-ethyl amine is prepared by reacting 2-phenoxy ethanol with thionyl chloride in the presence of a catalytic amount of tetraalkyl ammonium halide optionally in the presence of a solvent to form 2-phenoxy ethyl chloride; selectively chlorinating the 2-phenoxy ethyl chloride with chlorine at a temperature from 0.degree. C. to 60.degree. C. in the presence of a catalytic amount if urea to form 2-(2,4,6-trichlorophenoxy)-ethyl chloride; reacting the 2-(2,4,6-trichlorophenoxy)-ethyl chloride with n-propyl amine at a temperature of from 20.degree. C. to 150.degree. C., optionally in the presence of water; and recovering the N-n-propyl-N-2-(2,4,6-trichlorophenoxy)-ethyl amine formed.
    Type: Grant
    Filed: June 14, 1990
    Date of Patent: February 25, 1992
    Assignee: Makhteshim Chemical Works Ltd.
    Inventors: Joseph Sharvit, Abraham A. Pereferkovich
  • Patent number: 5091578
    Abstract: N-n-propyl-N-2-(2,4,6-trichlorophenoxy)-ethylamine is prepared by selectively chlorinating 2-phenoxy ethanol by reacting it with chlorine either in the presence of hydrogen chloride at a temperature of from -10.degree. C. to 50.degree. C. or in the presence of urea at a temperature of from 20.degree. C. to 55.degree. C. in a water/carbon tetrachloride solvent mixture to form 2-(2,4,6-trichlorophenoxy)ethanol; reacting the 2-(2,4,6-trichlorophenoxy)ethanol with thionyl chloride in the presence of a catalytic amount of tetraalkyl ammonium chloride, optionally in the presence of a solvent to form 2-(2,4,6-trichlorophenoxy)ethyl chloride; and reacting the 2-(2,4,6-trichlorophenoxy) ethyl chloride with n-propylamine at a temperature of from 20.degree. C. to 150.degree. C., optionally in the presence of water to form N-n-propyl-N-2-(2,4,6-trichlorophenoxy) ethyl amine.
    Type: Grant
    Filed: June 14, 1990
    Date of Patent: February 25, 1992
    Assignee: Makhteshim Chemical Works Ltd.
    Inventors: Joseph Sharvit, Abraham A. Pereferkovich, Daniel Shohat
  • Patent number: 5091579
    Abstract: Amination of phenolic compounds by ammonia is accomplished in the presence of a gamma alumina containing a small amount of fluoride.
    Type: Grant
    Filed: July 14, 1989
    Date of Patent: February 25, 1992
    Assignee: Aristech Chemical Corporation
    Inventor: Leonard A. Cullo
  • Patent number: 5091580
    Abstract: 2,6-Difluoroaniline is prepared from 1,2,3-trichlorobenzene by partial fluorine exchange to a mixture of 2,6-difluorochlorobenzene and 2,3-difluorochlorobenzene, amination of the chloro substituents, and separation of the desired product from the isomeric 2,3-difluoroaniline. By incorporating a selective reduction into the process immediately after the partial fluorine exchange, the undesirable 2,3-difluorochlorobenzene is converted into valuable ortho-difluorobenzene and the 2,3-difluoroaniline isomer is avoided.
    Type: Grant
    Filed: March 27, 1991
    Date of Patent: February 25, 1992
    Assignee: DowElanco
    Inventors: R. Garth Pews, James A. Gall