Patents Examined by Michael Shippen
  • Selective carbonylation of olefinically unsaturated hydrocarbons using palladium-arsine or -stibine catalysts
    Patent number: 4245115
    Abstract: A carbonylation process is provided for conversion of olefinically unsaturated hydrocarbons to a mixture of esters or acids with a high ratio of iso:normal ester or acid by reaction with carbon monoxide and a hydroxylic compound, said process being carried out in the absence of added hydrogen or oxygen and in the presence of a palladium salt complexed with an arsine or stibine ligand as catalyst; 2-10 additional moles of arsine or stibine ligand per mole of catalyst may be present in said process to further enhance the ratio of iso:normal product and to promote catalyst stability. The catalyst, for example, may be palladium dichloride bis(triphenylarsine) or palladium dichloride bis(tri-p-tolyl arsine).
    Type: Grant
    Filed: September 14, 1977
    Date of Patent: January 13, 1981
    Assignee: Mobil Oil Corporation
    Inventor: Stephen A. Butter
  • S-(3-Methyl-2-butenyl)cysteine
    Patent number: 4243679
    Abstract: S-(3-methyl-2-butenyl)cysteine ##STR1## or a pharmaceutically acceptable salt thereof. The compound is an expectorant and can be applied in the form of capsules or dragees, solutions, syrups or suppositories.
    Type: Grant
    Filed: April 19, 1979
    Date of Patent: January 6, 1981
    Inventors: Jorge D. Adsara, Silvano Casadio, Jose M. B. Ribalta, Leonida Bruseghini
  • Cyclopropanecarboxylic acid-phenoxy-.alpha.-vinyl-benzyl esters, processes for producing them, and their use in combating pests
    Patent number: 4238504
    Abstract: Cyclopropanecarboxylic acid-phenoxy-.alpha.-vinyl-benzyl esters of the formula ##STR1## in which Y is chlorine or bromine, and R.sub.1 is --CH.dbd.CH.sub.2 or ##STR2## processes for producing them, and their use in combating pests.
    Type: Grant
    Filed: June 22, 1979
    Date of Patent: December 9, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Jozef Drabek, Peter Ackermann, Saleem Farooq, Laurenz Gsell, Odd Kristiansen
  • Process for making glycol esters
    Patent number: 4238624
    Abstract: Ethylene glycol mono- and dialkanoates are produced by the vapor phase reaction of ethylene, molecular oxygen, and a lower alkanoic acid at about 150.degree. C.-225.degree. C. in the presence of an iodine source and a catalyst consisting essentially of bismuth-stabilized TeO.sub.2 on a carbon support.
    Type: Grant
    Filed: November 2, 1979
    Date of Patent: December 9, 1980
    Assignee: The Dow Chemical Company
    Inventors: Nancy J. Morris, George D. Shier
  • Oxidation process including recovery and recycle of catalyst
    Patent number: 4237312
    Abstract: In the oxidation of acyclic conjugated dienes, recovery and recycle of the oxidation catalyst is accomplished by distilling off the oxidation solvent, extraction of the oxidation product with a suitable solvent, and removal of the extraction solvent residue from the catalyst, and recycle of the catalyst to the oxidation step.
    Type: Grant
    Filed: April 2, 1979
    Date of Patent: December 2, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • 2-Methyl-1-(substituted)phenyl-2-propyl esters of 2-aminopropanoic acid
    Patent number: 4237311
    Abstract: A compound of the general formula ##STR1## and pharmaceutically acceptable salts thereof, in which formula the groups R.sup.o are the same or different and are selected from the group consisting of hydrogen, halogen, alkyl having 1, 2 or 3 carbon atoms, and alkoxy having 1, 2 or 3 carbon atoms; R.sup.1 is hydrogen, methyl or ethyl; R.sup.2 is methyl or ethyl; R.sup.3 and R.sup.4 are the same or different and are hydrogen or an alkyl group having 1, 2 or 3 carbon atoms; and n is 0, 1 or 2. Pharmaceutical preparations containing these compounds are useful for treatment of depressive disorders.
    Type: Grant
    Filed: August 10, 1978
    Date of Patent: December 2, 1980
    Assignee: Astra Lakemedel Aktiebolag
    Inventors: Ulf M. A. Lindberg, Svante B. Ross, Seth-Olov Thorberg, Sven O. / gren
  • Preparation of 6-amino-3-oxahexanoic acid compounds
    Patent number: 4236028
    Abstract: 3-Oxacaprolactam is prepared by a process which comprises: contacting an organic acid anhydride solution of a cyanoalkoxyalkanoate with hydrogen in the presence of a noble metal hydrogenation catalyst to prepare an amide-ester; and heating the amide-ester in excess water at a temperature above about 200.degree. C.
    Type: Grant
    Filed: March 26, 1979
    Date of Patent: November 25, 1980
    Assignee: Chevron Research Company
    Inventor: Shigeto Suzuki
  • Process for the production of aminoacid hydrochlorides/or diaminoacid dihydrochlorides
    Patent number: 4234744
    Abstract: Aminoacid hydrochlorides or diaminoacid dihydrochlorides are produced by first reacting a halocarboxylic acid ester with an alkali metal cyanate in the presence of an alcohol to form the corresponding mono- or diurethane and then saponifying this to the corresponding mono- or dihydrochloride. The new process is relatively versatile in its use and above all opens up an elegant synthesis route for lysine.
    Type: Grant
    Filed: December 17, 1979
    Date of Patent: November 18, 1980
    Assignee: Deutsche Gold- und Silber Scheideanstalt vormals Roessler
    Inventors: Franz Effenberger, Karlheinz Drauz
  • Manufacture of esters
    Patent number: 4233232
    Abstract: m-Phenoxybenzyl esters of carboxylic acids are prepared from the methyl or ethyl esters of the acids by reaction of the latter with m-phenoxybenzyl alcohol in the presence of a tetra-aryl titanate as catalyst.
    Type: Grant
    Filed: October 13, 1978
    Date of Patent: November 11, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventor: Michael S. Howarth
  • Preparation of diesters of olefinically unsaturated 1,2 and/or 1,4-diols
    Patent number: 4233455
    Abstract: Diesters of olefinically unsaturated 1,2- and/or 1,4-diols are prepared by reacting a conjugated diolefin, oxygen and a fatty acid, in the gas phase or liquid phase, over a solid catalyst which contains palladium and/or platinum and a further metal, which has an atomic number of from 21 to 30, from 39 to 48 or from 57 to 80, but is not a platinum metal, the catalyst having been obtained by reduction of compounds, applied to a carrier, of platinum and/or palladium and the further metal, and heating at 400.degree. C. or above.
    Type: Grant
    Filed: April 4, 1979
    Date of Patent: November 11, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Martin Weitz, Juergen Hartig, Laszlo Marosi
  • Process for preparing colorless methionine
    Patent number: 4233461
    Abstract: Methionine devoid of a coloring matter can be obtained from the aqueous solution of alkali salts of methionine prepared by hydrolysis of 5-(.beta.-methylmercaptoethyl)-hydantoin with an alkali by decolorizing the said solution with reducing sulfur compound and thereafter collecting methionine as colorless crystals.
    Type: Grant
    Filed: March 27, 1979
    Date of Patent: November 11, 1980
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toshio Kawabata, Toshio Ishiyama
  • Fungicidal, miticidal and ovicidal alkoxycarbonylalkyl-substituted and carbamylalkyl-substituted N-haloalkylthiosulfonamides
    Patent number: 4230875
    Abstract: Fungi, mites and mite eggs are killed by applying thereto sulfonamides of the formula ##STR1## wherein R and R.sup.1 individually are alkyl, cycloalkyl, aryl, carbamylalkyl, or alkoxycarbonylalkyl and R.sup.2 is haloalkyl, with the proviso that one R or R.sup.1 group is carbamylalkyl or alkoxycarbonylalkyl.
    Type: Grant
    Filed: July 3, 1978
    Date of Patent: October 28, 1980
    Assignee: Chevron Research Company
    Inventor: David C. K. Chan
  • 2-(2,2-Dihalovinyl)-3,3-dimethylcyclopropanecarbaldehyde dimethyl acetal
    Patent number: 4230891
    Abstract: New 2-(2,2-dihalovinyl)-3,3-dimethylcyclopropane derivatives of the formula ##STR1## wherein each Hal is a halogen atom and R is dimethoxyethyl, 2-acetyl-3-oxobutyl, 2-methoxycarbonylpropyl or 2-acetyl-2-hydroxy-3-oxobutyl, are useful chemical intermediates for the preparation of pesticidally active cyclopropanecarboxylates.
    Type: Grant
    Filed: December 5, 1978
    Date of Patent: October 28, 1980
    Assignee: Shell Oil Company
    Inventors: Pieter A. Verbrugge, Petrus A. Kramer, Johannes Van Berkel, Hendrik C. Kelderman
  • Process for the preparation of diacetoxybutene
    Patent number: 4228301
    Abstract: In a process for preparing diacetoxybutene by subjecting butadiene, acetic acid and oxygen to reaction, the discharge gas from the reaction system or purification system, containing butadiene and/or acetic acid, is treated by contacting with diacetoxybutene and/or diacetoxybutane (absorbent) to allow butadiene and/or acetic acid to be absorbed by said absorbent. A part of the diacetoxybutene separated in a distillation tower from the reaction product solution containing diacetoxybutene produced by said three-component reaction can be used as said absorbent. In this case, butadiene and/or acetic acid can be recovered from said discharge gas by supplying the absorption solution into said distillation tower. Also usable as said absorbent is diacetoxybutane obtained by hydrogenation of diacetoxybutene.
    Type: Grant
    Filed: October 11, 1978
    Date of Patent: October 14, 1980
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Yoshinori Yoshida, Hironobu Shinohara
  • N.sup.2 -Dansyl-L-arginine derivatives, and the pharmaceutically acceptable acid addition salts thereof
    Patent number: 4227006
    Abstract: N.sup.2 -dansyl-L-arginine esters and amides or the acid addition salts thereof with a pharmaceutically acceptable acid have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis.
    Type: Grant
    Filed: June 1, 1976
    Date of Patent: October 7, 1980
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Shosuke Okamoto, Ryoji Kikumoto, Yoshikuni Tamao, Shinji Tonomura, Kazuo Ohkubo
  • Process for the production of unsaturated esters
    Patent number: 4225727
    Abstract: The invention relates to a process for the production of an unsaturated glycol diester by the reaction of a conjugated diene compound, a carboxylic acid and molecular oxygen in the presence of a solid catalyst. For example, 1,4-diacetoxy-2-butene is prepared at high conversion and high selectivity by reacting butadiene, molecular oxygen and acetic acid in the presence of a solid catalyst containing palladium, tellurium and at least one element selected from the group consisting of tin, germanium and lead. The product is an intermediate for the preparation of 1,4-butanediol.
    Type: Grant
    Filed: October 5, 1979
    Date of Patent: September 30, 1980
    Assignee: Toa Nenryo Kogyo Kabushiki Kaisha
    Inventors: Setsuo Kamiyama, Kouji Shiozawa, Yoshiharu Okumura, Katsumi Kaneko
  • Tetrahaloethylcyclopropane-carboxylic acid esters
    Patent number: 4225616
    Abstract: Cyclopropanecarboxylic acid esters of the formula ##STR1## in which X.sub.1 is fluorine, chlorine or bromine, R.sub.1 and R.sub.2 are each hydrogen, fluorine, chlorine, bromine or methyl, R.sub.3 and R.sub.4 are each hydrogen, fluorine, chlorine, bromine, methyl, methoxy, nitro or dimethylamine, or together are methylenedioxy, and R.sub.5 is hydrogen or methyl, processes for producing them, and their use in controlling insect pests.
    Type: Grant
    Filed: June 21, 1979
    Date of Patent: September 30, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Ackermann, Jozef Drabek, Saleem Farooq, Laurenz Gsell, Odd Kristiansen, Rudolf Wehrli
  • Manufacture of esters
    Patent number: 4225503
    Abstract: m-Phenoxybenzyl esters of carboxylic acids are prepared from the methyl or ethyl esters of the acids by reaction of the latter with m-phenoxybenzyl alcohol in the presence of a transesterification catalyst of the formula Ti(O.CO.R).sub.2 Z.sub.2 in which R is a hydrocarbon radical and Z is a bidentate chelate compound.
    Type: Grant
    Filed: October 13, 1978
    Date of Patent: September 30, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventor: Michael S. Howarth
  • Oxidative esterification process
    Patent number: 4221916
    Abstract: Saturated vicinal esters produced by reacting olefins with carboxylic acid and anhydrides thereof in the presence of oxygen and a vanadium- or ruthenium-containing catalyst.
    Type: Grant
    Filed: August 25, 1978
    Date of Patent: September 9, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Oxidative esterification process
    Patent number: 4220800
    Abstract: Saturated vicinal esters are produced by reacting olefins with carboxylic acids and oxygen in the presence of a boron-containing catalyst component.
    Type: Grant
    Filed: September 5, 1978
    Date of Patent: September 2, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp