Patents Examined by Michael Shippen
  • Patent number: 4301087
    Abstract: Carbamates, such as ethyl carbamate, are prepared by contacting an alcohol, such as ethanol, with cyanogen and water in the presence of a dipolar, aprotic solvent, such as acetonitrile, and an acid catalyst, such as hydrochloric acid.
    Type: Grant
    Filed: August 18, 1980
    Date of Patent: November 17, 1981
    Assignee: Standard Oil Company
    Inventor: Janice L. Greene
  • Patent number: 4299969
    Abstract: Lower alkyl .beta.-(S-benzylmercapto)-.beta.,.beta.-pentamethylenepropionates are prepared in improved yields by reacting lower alkyl cyclohexylideneacetates with benzylmercaptan in the presence of an alkali metal mercaptide.
    Type: Grant
    Filed: August 8, 1980
    Date of Patent: November 10, 1981
    Assignee: SmithKline Corporation
    Inventors: William F. Huffman, Nelson C. Yim
  • Patent number: 4299973
    Abstract: A novel cyclopropene-carboxylate of the formula ##STR1## wherein R is alkyl of 1 to 6 carbon atoms and their preparation and a process using the compounds of formula I to obtain cis compounds of the formula ##STR2##
    Type: Grant
    Filed: August 28, 1980
    Date of Patent: November 10, 1981
    Assignee: Roussel Uclaf
    Inventors: Michel Franck-Neumann, Michel Miesch
  • Patent number: 4299978
    Abstract: A novel separation process of an iminodiacetic acid component from an aqueous glycine solution including the same is provided. In this process, sulfuric acid is added, in the presence of sodium salt, to the aqueous glycine solution in such an amount that the pH of the aqueous glycine solution becomes 1.5 or less, whereby the iminodiacetic acid is crystallized from the solution and, then, the crystallized iminodiacetic acid component is separated from the mother liquor. Thus, glycine can be efficiently recovered without causing undesirable accumulation of the iminodiacetic acid component in the mother liquor.
    Type: Grant
    Filed: August 21, 1980
    Date of Patent: November 10, 1981
    Assignee: Showa Denko Kabushiki Kaisha
    Inventors: Kazuo Nakayasu, Osamu Furuya, Yoshihiko Hosaki
  • Patent number: 4299844
    Abstract: Anti-inflammatory naphthyl compounds, their preparation and pharmaceutical compositions containing the same. The anti-inflammatory activity has a wide spectrum coupled with low side effects such as gastrointestinal irritancy or oestrongenicity. The compounds possess a chiral center at C-2 and can exist as mixtures of optical isomers or as substantially pure optical isomers.
    Type: Grant
    Filed: July 9, 1979
    Date of Patent: November 10, 1981
    Assignee: Beecham Group Limited
    Inventor: Alexander C. Goudie
  • Patent number: 4299972
    Abstract: A process is disclosed for the preparation of an optically active or racemic cyclopropanecarboxylic acid of the formula (I) ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and each is lower alkyl or halogen;R is a member of a group which contains various cyclic structures as set forth in the specification,the .about. valency bond represents .alpha.- and/or .beta.-configuration;the -- valency bond represents .beta.-configuration,which comprises reacting an optically active or racemic cyclopropanecarboxylic acid of the formula (VII) ##STR2## with a dimethyl-methylidene-ammonium salt of the formula (VIII) ##STR3## wherein X is halogen or lower alkoxy andY.sup.- is a halide or lower alkylsulfate ion in an anhydrous, inert organic solvent, and sebsequently reacting a dimethyl-acloxy-methylidene-ammonium salt thus obtained with an optically active, inactive or racemic alcohol of the formulaR--OHwithout isolation, in the presence of an organic base.
    Type: Grant
    Filed: July 1, 1980
    Date of Patent: November 10, 1981
    Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.
    Inventors: Gabor Kovacs, Istvan Szekely, Marianne Lovasz nee Gaspar, Rudolf Soos, Joszef Dukai
  • Patent number: 4299979
    Abstract: Carboxy functional addition-polymerizable monoethylenically unsaturated monomers and their volatile amine salts are disclosed, along with addition copolymers useful in coatings prepared therefrom. Both monomers and polymers decompose on heating. The monomers are bisamides comprised of a monoethylenically unsaturated amide and malonic acid half amide joined through their amide functionalities by a divalent saturated aliphatic group having 1-4 carbon atoms.
    Type: Grant
    Filed: June 21, 1979
    Date of Patent: November 10, 1981
    Assignee: DeSoto, Inc.
    Inventor: Edward J. Murphy
  • Patent number: 4298760
    Abstract: An improved process for preparing 1-aminocyclopropane-1-carboxylic acid, which acid is a plant growth regulator.
    Type: Grant
    Filed: August 14, 1980
    Date of Patent: November 3, 1981
    Assignee: Zoecon Corporation
    Inventor: Shy-Fuh Lee
  • Patent number: 4296251
    Abstract: A process for producing (+)-cis-homocaronic acid from 2-caren-4-ol, 2-caren-4-one, 3-caren-2-ol, or mixtures thereof is disclosed. The reactants are ozonized, the ozonides produced are treated with an oxidizing agent, and the (+)-cis-homocaronic acid is recovered. The oxidizing agent can be hydrogen peroxide in either a basic or an acid medium.
    Type: Grant
    Filed: May 15, 1980
    Date of Patent: October 20, 1981
    Assignee: SCM Corporation
    Inventors: T. L. Ho, Zia U. Din, Carlos G. Cardenas
  • Patent number: 4296095
    Abstract: A composition is disclosed which is useful in preventing dental plaque and tartar from forming on the teeth. The composition includes compounds which are esters or their mono or double salts derived from lysine in combination with straight chain or branched, saturated or unsaturated, monovalent aliphatic alcohols having 4 to 20 carbon atoms.
    Type: Grant
    Filed: September 20, 1978
    Date of Patent: October 20, 1981
    Assignee: Beiersdorf Aktiengesellschaft
    Inventors: Udo Hoppe, Gerhard Sauermann, Julius Curts, Per-Olof Glantz, Bo Krasse, Kare Larsson, Borje Noren, Goran Odham, Jan Olsson
  • Patent number: 4296241
    Abstract: A process for the preparation of a 3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid or derivative of the formula ##STR1## in which R is hydrogen, alkali metal, ammonium, an equivalent of an alkaline earth metal, alkyl, or a radical customary in the alcohol part of pyrethroids,comprising reacting a 3-formyl-2,2-dimethyl-cyclopropane-1-carboxylic acid derivative of the formula ##STR2## with a dichloromethane derivative of the formula ##STR3## in which R.sup.1 and R.sup.2 each independently is alkyl, phenyl, alkoxy or phenoxy, or together are alkanediyl or alkanedioxy,in the presence of a base at a temperature between about -50.degree. and +50.degree. C. The products are intermediates for the preparation of esters of pyrethroid-like insecticidal activity.
    Type: Grant
    Filed: July 2, 1980
    Date of Patent: October 20, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hellmut Hoffmann, Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
  • Patent number: 4296242
    Abstract: This invention describes a novel process whereby D-glucose and D-mannose are converted to S-3-amino-2-hydroxypropionic acid and R-3-amino-2-hydroxypropionic acid, respectively, and their N-blocked derivatives.
    Type: Grant
    Filed: June 6, 1979
    Date of Patent: October 20, 1981
    Assignee: Schering Corporation
    Inventors: Tattanahalli L. Nagabhushan, Alan Cooper
  • Patent number: 4293569
    Abstract: Phenylguanidine derivatives are provided having the structure ##STR1## wherein R is hydrogen, lower alkyl, cycloalkyl, lower alkoxy, phenyl, phenylalkyl, phenoxy, phenylalkoxy, lower alkoxyalkyl, phenoxyalkyl, alkylamino, dialkylaminoalkyl, alkylthio, phenylthio, phenylthioalkyl, and alkylthioalkyl; R.sup.1 is lower alkyl or benzyl; R.sup.2 is hydrogen, lower alkoxy carbonyl, and lower alkanoyl; R.sup.3 is lower alkyl, cycloalkylalkyl, lower alkenyl, lower alkynyl or benzyl; and n is 0 or 1. These compounds are useful as anthelmintic agents.
    Type: Grant
    Filed: May 12, 1978
    Date of Patent: October 6, 1981
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Rudiger D. Haugwitz, Peter C. Wade, Barbara V. Maurer
  • Patent number: 4293706
    Abstract: N-Benzyloxycarbonyl aspartic acid substantially free of N-benzyloxycarbonyl aspartyl aspartic acid is prepared by introducing benzyl chloroformate gradually into an aqueous solution of the disodium salt of aspartic acid at temperatures of between 10.degree. C. and about 45.degree. C. while maintaining the pH of the aqueous solution at between 10.75 and 11.75. In a further embodiment, the mole ratio of unreacted benzyl chloroformate to the aspartic acid salt in the reaction medium is maintained preferably at no greater than 0.2. The resulting reaction mixture is acidified, e.g, with hydrochloric acid, to convert the reaction product to the free acid, which is separated from the reaction mixture, washed with water and dried to yield an essentially pure white granular product.
    Type: Grant
    Filed: June 19, 1980
    Date of Patent: October 6, 1981
    Assignee: PPG Industries, Inc.
    Inventors: Susan B. Gorman, Ralph B. Thompson, Edward E. Yonan
  • Patent number: 4290972
    Abstract: 4-Amino-2-hydroxybutyric acid or 2,4-diaminobutyric acid may be readily produced by a new process comprising reacting a propionic acid compound containing a .beta.-carboxamido substituent (-CONH.sub.2) on the carbon atom at the 3-position and optionally containing hydroxyl substituent and protected or unprotected amino substituent on the .alpha.-carbon atom thereof, with an alkanoic acid anhydride in liquid pyridine to convert the carboxamido group into a nitrile group, with occasional acylation of a .alpha.-hydroxyl group, occasionally removing the alkanoyl group from the .alpha.-acyloxyl group of the resulting nitrile intermediate, and then reducing the resultant nitrile compound with hydrogen to convert the nitrile group into an aminomethyl group, and further optionally removing the residual amino-protecting group from the resultant 4-aminobutyric acid compound.
    Type: Grant
    Filed: November 9, 1979
    Date of Patent: September 22, 1981
    Assignee: Meiji Seika Kaisha, Ltd.
    Inventors: Toshio Yoneta, Seiji Shibahara, Shigeo Seki, Shunzo Fukatsu
  • Patent number: 4291171
    Abstract: Dimethyl 2,2,2-trinitroethylmalonate, diethyl 2,2,2-trinitroethylmalonate, imethyl 2-fluoro-2,2-dinitroethylmalonate, diethyl 2-fluoro-2,2-dinitroethylmalonate, dimethyl 2,2-dinitropropylmalonate, diethyl 2,2-dinitropropylmalonate, and methods of preparing these compounds. These compounds are useful as energetic additives to propellants and explosives.
    Type: Grant
    Filed: August 20, 1980
    Date of Patent: September 22, 1981
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Kurt Baum, Allen M. Guest
  • Patent number: 4289897
    Abstract: A process is provided for production of acylhydrazones of formyl-acetic acid ester of the general formula ##STR1## wherein R.sub.1 is an alkyl group with from 1 to 6 carbon atoms and R.sub.2 is an alkoxy group or an amino group. A propiolic acid ester of the general formulaH--C.tbd.C--COOR.sub.1is contacted with hydrazine derivatives of the general formulaH.sub.2 N--NH--CO--R.sub.2in the presence of a solvent such as water or a lower alcohol. The resulting products are technically valuable starting materials for the production of biocides, for example of 1,2,3-thiadiazole derivatives.
    Type: Grant
    Filed: October 10, 1980
    Date of Patent: September 15, 1981
    Assignee: Schering Aktiengesellschaft
    Inventor: Hans-Rudolf Kruger
  • Patent number: 4289896
    Abstract: Phosphonic acids are suitable catalysts for the transesterification of alkyl esters of carboxylic acids with aliphatic or cycloaliphatic diols containing more than 3 carbon atoms.
    Type: Grant
    Filed: September 17, 1979
    Date of Patent: September 15, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Lothar Buxbaum
  • Patent number: 4288615
    Abstract: 3-Nitrobenzoic acid is recovered from a mixture of 2-, 3- and 4-nitrobenzoic acids by basifying to a pH of 8-12 and then adding an acid to reduce the pH to 1.5-3.5 to precipitate the desired compound.
    Type: Grant
    Filed: February 21, 1980
    Date of Patent: September 8, 1981
    Assignee: American Cyanamid Company
    Inventor: John H. Bright
  • Patent number: 4288610
    Abstract: Saponifiable impurities are removed from pyrethroid intermediates represented by the structure ##STR1## wherein R represents an alkyl radical having from 1 to about 30 carbon atoms and wherein X.sup.1 and X.sup.2 each represent a halogen by selectively saponifying said impurities by reaction with an aqueous base.
    Type: Grant
    Filed: February 25, 1980
    Date of Patent: September 8, 1981
    Assignee: Stauffer Chemical Company
    Inventor: Edmund J. Rumanowski