Patents Examined by M. C. Eakin
  • Process for producing O,O-dialkyl dithiophosphoric acid esters
    Patent number: 4283338
    Abstract: Disclosed is a method for improving the yield of dialkyl dithiophosphoric acid esters produced by the Lewis acid catalyzed reaction of an O,O-dialkyl dithiophosphoric acid and an organic chloride. More specifically, the method concerns the improvement wherein the reaction is conducted under sufficient pressure to maintain the liberated hydrogen chloride in the reaction system during the course of the reaction.
    Type: Grant
    Filed: February 22, 1980
    Date of Patent: August 11, 1981
    Assignee: Boots Hercules Agrochemicals Co.
    Inventor: James Minn
  • Process for producing dialkyl dithiophosphoric acid esters
    Patent number: 4283335
    Abstract: Disclosed is a method for improving the yield of dialkyl dithiophosphoric acid esters produced by the Lewis acid catalyzed reaction of an O,O-dialkyl dithiophosphoric acid and an organic chloride. More specifically, the method concerns the improvement wherein the reaction is carried out in the presence of from 0.1 to 1.5 moles, per mole of organic chloride, of an anhydride of a fatty acid containing 2 to 5 carbon atoms.
    Type: Grant
    Filed: February 22, 1980
    Date of Patent: August 11, 1981
    Assignee: Boots Hercules Agrochemicals Co.
    Inventor: James Minn
  • Sulfonyl ureas and pharmaceutical preparations thereof
    Patent number: 4282239
    Abstract: Sulfonylureas of the formula ##STR1## in which n, R, R.sup.1, X and Y have the indicated meanings and the physiologically acceptable salts thereof, pharmaceutical preparations on the basis of said compounds and their use in the treatment of diabetes.
    Type: Grant
    Filed: June 25, 1979
    Date of Patent: August 4, 1981
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudi Weyer, Volker Hitzel, Karl Geisen, Gunter Regitz
  • Herbicidal and plant-growth-regulating N-substituted-N-(2,5-dialkylpyrrol-1-yl) haloacetamides
    Patent number: 4282028
    Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are alkyl or halo; R.sup.3 is hydrogen or alkyl; Z is halo; and R.sup.4 is alkoxycarbonyl, alkoxy, phenyl, substituted phenyl,a group of the formula ##STR2## wherein R.sup.5 and R.sup.6 are hydrogen, alkyl, alkenyl or alkynyl; a group of the formula ##STR3## wherein R.sup.7 and R.sup.8 are hydrogen and alkyl; a five or six-membered aromatic heterocyclic ring of the formula ##STR4## wherein at least one of V, W, X or Y is an oxygen, sulfur or nitrogen atom, R.sup.9 is alkyl and n is 0, 1, 2 or 3 have herbicidal and plant-growth-regulating activity.
    Type: Grant
    Filed: July 25, 1979
    Date of Patent: August 4, 1981
    Assignee: Chevron Research Company
    Inventor: Stephen D. Ziman
  • Reactive asymmetrical dicarboxylic acid esters and reagents for the investigation of cardiac glycosides
    Patent number: 4282151
    Abstract: New reactive asymmetrical dicarboxylic acid ester compounds of the formula ##STR1## wherein R.sub.1 is an alkyl radical containing up to 3 carbon atoms or is a digoxin or digitoxin residue, R.sub.2 and R.sub.3, which may be the same or different, are alkoxy radicals containing up to 3 carbon atoms or together represent an oxygen atom, X is a cyanomethoxy, succinimide-N-oxy, N-methyl-pyridiniumoxy, 2,4-dinitrophenoxy, 2,4,5-trichlorophenoxy, pentachlorophenoxy, phenylthio, p-nitrophenoxy, n-nitrophenylthio, piperidyl-N-oxy, phthalimido-N-oxy or benztriazol-N-oxy radical and n is 2, 3, 4 or 5, are useful for the preparation of reagents for the investigation of cardiac glycosides (Digitalis glycosides).
    Type: Grant
    Filed: March 6, 1978
    Date of Patent: August 4, 1981
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans-Georg Batz, Hans-Ralf Linke, Klaus Stellner, Gunter Wiemann
  • Process for producing indoline derivative
    Patent number: 4280958
    Abstract: An indoline derivative having the formula ##STR1## is produced by a cyclization of 2-halogenophenethylamine having the formula ##STR2## wherein R.sub.1 represents a hydrogen atom or a lower alkyl, a lower alkoxyl, nitro or hydroxyl group; R.sub.2 represents a hydrogen atom or a lower alkoxyl or nitro group; and R.sub.3 represents a hydrogen atom, a lower alkyl, a substituted lower alkyl or a substituted amino group; and X represents a halogen atom in the presence of a copper type catalyst and an amine which is selected from the group consisting of (1) compounds having the formulaR.sub.3-n NH.sub.nwherein R represents a C.sub.1-16 alkyl group or C.sub.1-8 alkoxy group; n is 0 to 2 and R can be the same or different in the case of n is 1 or 0; (2) compounds having the formulaH.sub.2 N(CH.sub.2).sub.n NH andH.sub.2 N(CH.sub.2).sub.n NH(CH.sub.2).sub.n NH.sub.
    Type: Grant
    Filed: October 3, 1979
    Date of Patent: July 28, 1981
    Assignee: Ihara Chemical Industry Co., Ltd.
    Inventors: Yoshiki Nakayama, Yasushi Higuchi, Chihiro Yazawa
  • Crosslinkable bis-imidyl derivatives
    Patent number: 4280946
    Abstract: New crosslinkable bis-imidyl derivatives are described which can be produced by reaction of imidylphthalic acid derivatives, such as maleimidyl-phthalic acid anhydrides, with monomeric, oligomeric or polymeric diamines. The new crosslinkable bis-imidyl derivatives can be used for producing crosslinked polymers which are distinguished, in particular, by their stability to oxidation and to heat.
    Type: Grant
    Filed: December 3, 1979
    Date of Patent: July 28, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland Darms, Vratislav Kvita, Gerd Greber
  • Preparation of mercapto-alcohols
    Patent number: 4281202
    Abstract: A process for preparing mercapto-alcohols by reacting a molar excess of hydrogen sulfide with an alkylene, cycloalkylene, or aralkylene oxide in the presence of an alkali metal zeolite catalyst.
    Type: Grant
    Filed: April 29, 1980
    Date of Patent: July 28, 1981
    Assignee: Pennwalt Corporation
    Inventors: Bernard Buchholz, Charles B. Welsh, Henry C. Miller
  • 4-Hydroxy-2-quinolinone-3-carboxylic acids and salts thereof
    Patent number: 4281131
    Abstract: Disclosed are compounds which are 4-hydroxy-2-quinolinone-3-carboxylic acids and salts thereof, e.g., 1-allyl-6,7-dimethoxy-4-hydroxy-2-quinolinone-3-carboxylic acid, useful as anti-allergic agents, and prepared by hydrolysis of the corresponding carboxylic acid esters.
    Type: Grant
    Filed: July 16, 1979
    Date of Patent: July 28, 1981
    Assignee: Sandoz, Inc.
    Inventor: Goetz E. Hardtmann
  • Process for preparing 3-azabicyclo(3.1.0)hexane-2-carboxylic acid
    Patent number: 4279821
    Abstract: 3-Azabicyclo(3.1.0)hexane-2-carboxylic acid, a plant gametocide, is prepared by effecting reaction between cis 2-aminomethylcyclopropyl-1,1-dimethyl acetal and a cyanide in the presence of a liquid lower-alkanecarboxylic acid; treating the resulting N-alkanoyl-3-azabicyclo(2.1.0)hexane-2-carbonitrile with a strong acid; treating the resulting 3-alkanoyl-3-azabicyclo(3.1.0)hexane-2-carboxylic acid with strong acid to form the desired 3-azabicyclo(3.1.0)hexane-2-carboxylic acid.
    Type: Grant
    Filed: July 7, 1980
    Date of Patent: July 21, 1981
    Assignee: Shell Oil Company
    Inventors: Janet A. Day, Barry R. J. Devlin, Robert J. G. Searle
  • Dichloroacetylimino herbicide antagonists as plant protection agents
    Patent number: 4279636
    Abstract: New compounds which are herbicide antagonists that are useful for protection of plants from various herbicides are members of the group having the general structural formulas: ##STR1## in which R is hydrogen or C.sub.1 to C.sub.4 alkyl, alkenyl or alkynyl, branched or straight chain, R.sup.1 is C.sub.1 to C.sub.3 alkyl, alkenyl or alkynyl, branched or straight chain, with the total number of carbon atoms in R and R.sup.1 being less than six, preferably less than four, on compounds with both R and R.sup.1 substituents. The novel plant protection agents may be applied both to seeds and to the soil.
    Type: Grant
    Filed: April 4, 1980
    Date of Patent: July 21, 1981
    Assignee: Gulf Oil Corporation
    Inventors: Otto L. Hoffmann, Joel L. Kirkpatrick
  • Process for preparing phenols and thiophenols
    Patent number: 4278816
    Abstract: Phenols and thiophenols are produced by reacting the corresponding diphenyl ether compound with hydrogen sulfide in contact with an absorptive catalyst, such as charcoal, activated carbon, calcined petroleum coke, etc. Temperatures in the range of from about 300.degree. to about 900.degree. C. are employed.
    Type: Grant
    Filed: August 26, 1977
    Date of Patent: July 14, 1981
    Assignee: Stauffer Chemical Company
    Inventor: Kyung-sup Shim
  • Conversion of alkane and/or cycloalkane thiols to disulfide with catalyst system comprised of cobalt molybdate and an alkali- or alkaline earth metal hydroxide
    Patent number: 4277623
    Abstract: An alkane and/or cycloalkane thiol is converted to disulfide with oxygen or air in presence of a catalyst system comprising a cobalt molybdate-alkali metal- and/or an alkaline earth metal hydroxide. A solvent, e.g., an alcohol or an alcohol-water mixture is employed. In one embodiment, 2-methyl-2-propane thiol (tertiary-butyl mercaptan) is converted.
    Type: Grant
    Filed: August 17, 1979
    Date of Patent: July 7, 1981
    Assignee: Phillips Petroleum Company
    Inventor: Donald H. Kubicek
  • Process for the preparation of 2,2'-bisphenol sulfoxides
    Patent number: 4275240
    Abstract: 2,2'-Bisphenol sulfoxides are prepared by oxidizing 2,2'-bisphenol sulfides with hydrogen peroxide in the presence of such an organic solvent as not to form any organic peracids under reaction conditions.
    Type: Grant
    Filed: March 3, 1980
    Date of Patent: June 23, 1981
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Akihiro Yamaguchi, Keizaburo Yamaguchi, Hisamichi Murakami, Tadashi Kobayashi
  • Antihypertensive tricyclic isoindole derivatives
    Patent number: 4273773
    Abstract: Tricyclic isoindole derivatives characterized by having a 1,2,3,4,6,10b-hexahydropyrazino[2,1-a]isoindole or 1,3,4,10b-tetrahydropyrimido[6,1-a]isoindol-6(2H)-one nucleus are disclosed. The foregoing compounds are useful antihypertensive agents.
    Type: Grant
    Filed: September 24, 1979
    Date of Patent: June 16, 1981
    Assignee: American Home Products Corporation
    Inventors: Christopher A. Demerson, Leslie G. Humber, Jean-Marie Ferland
  • Method for making aromatic ether imides
    Patent number: 4273712
    Abstract: A method for making aromatic ether imides is provided by effecting the displacement of reactive radicals on a phthalimide nucleus with a mono- or bis-alkali metal phenoxide in the presence of a nonpolar solvent and a phase transfer catalyst, such as a tetra-ammonia salt. The aromatic ether imides made by the present invention are useful intermediates for making aromatic ether anhydrides and aromatic bis(ether anhydrides).
    Type: Grant
    Filed: May 9, 1979
    Date of Patent: June 16, 1981
    Assignee: General Electric Company
    Inventor: Frank J. Williams, III
  • N-Alkyl or alkoxy-N'-substituted hydrocarbyl urea
    Patent number: 4273572
    Abstract: Compounds of the formula ##STR1## wherein R is aliphatic hydrocarbyl, alicyclic hydrocarbyl or aryl suitably substituted, if desired, or a heterocyclic group, R.sup.1 is hydrogen or alkyl, R.sup.2 is alkyl or alkoxy, R.sup.3 is ##STR2## wherein a is 0 or 1, R.sup.4 is hydrogen or CW'.sub.3, the W' being hydrogen or halogen, Z is halogen and X is halogen, hydroxy, alkoxy, acetoxy, carbethoxyalkoxy, phenoxy, alkylthio, carbethoxyalkylthio, phenylthio, phosphono, dithiophosphonoxy, phosphoramido, isocyanato, isothiocyanato, alkyl- and dialkylthiocarbamoylthio, alkyl- and dialkylcarbamoyloxy, alkylsulfonyl, etc., have herbicidal activity.
    Type: Grant
    Filed: August 20, 1979
    Date of Patent: June 16, 1981
    Assignee: Chevron Research Company
    Inventor: Malcolm S. Singer
  • Polyol (allyl carbonate) synthesis utilizing solid alkali metal hydroxide
    Patent number: 4273726
    Abstract: Disclosed is a method of synthesizing a polyol (allyl carbonate) by the alkali metal hydroxide catalyzed reaction of allyl alcohol and a polyol chloroformate where a portion of the alkali metal hydroxide is anhydrous.
    Type: Grant
    Filed: November 13, 1979
    Date of Patent: June 16, 1981
    Assignee: PPG Industries, Inc.
    Inventor: Senol Altuglu
  • Arylthioureidoisoindolines and use as plant growth regulators
    Patent number: 4272284
    Abstract: A novel class of compounds which are useful as plant growth regulators has the general structural formula ##STR1## in which R is H or CH.sub.3, R' is halogen, trifluoromethyl, cyano or C.sub.1 to C.sub.3 alkyl or alkoxy and n is zero or an integer from 1 to 2.The compounds are synthesized by reacting a compound of the formula ##STR2## with an isocyanate of the formula ##STR3## under basic conditions in a non-reactive, polar organic solvent.
    Type: Grant
    Filed: March 13, 1980
    Date of Patent: June 9, 1981
    Assignee: Gulf Oil Corporation
    Inventor: Charles G. Gibbs
  • (3-Nitro-4-methyl)-phenyl chloroformate and its preparation
    Patent number: 4272450
    Abstract: The novel compound (3-nitro-4-methyl)-phenyl chloroformate is prepared by reacting (4-methyl)-phenyl chloroformate with nitric acid in the presence of sulfuric acid.The novel compound (3-nitro-4-methyl)-phenyl chloroformate is a valuable starting material for the preparation of dyes and crop protection agents and in particular is an intermediate for the preparation of 3-nitro-4-methylphenol, which is reduced to 3-amino-4-methylphenol.
    Type: Grant
    Filed: April 28, 1980
    Date of Patent: June 9, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Scheuermann, Dieter Schneider