Patents Examined by Michael Shippen
  • Patent number: 4219564
    Abstract: Vinylcyclopropanecarboxylic acid-3-phenoxy-.alpha.-vinylbenzyl esters of the formula ##STR1## in which X.sub.1 is fluorine, chlorine or bromine,X.sub.2 is hydrogen or bromine, andY is hydrogen or methyl,processes for producing them, and their use in combating pests.
    Type: Grant
    Filed: June 22, 1979
    Date of Patent: August 26, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Jozef Drabek, Peter Ackermann, Saleem Farooq, Laurenz Gsell, Odd Kristiansen
  • Patent number: 4217300
    Abstract: A process for the preparation of a dihalogenovinylcyclopropanecarboxylic acid or an ester thereof, of the formula ##STR1## in which Hal each independently is fluorine, chlorine or bromine,R.sup.1 and R.sup.2 each independently is hydrogen or C.sub.1-4 -alkyl, or R.sup.1 and R.sup.2 together with the adjacent carbon atoms form a cycloaliphatic ring with up to 7 carbon atoms, andR.sup.3 is hydrogen, C.sub.1-4 -alkyl or optionally substituted arylmethyl or hetero-arylmethyl,which comprises reacting a 3-chloro-2-(2',2'-dihalovinyl)-propanecarboxylic acid ester of the formula ##STR2## in which R.sup.4 is C.sub.1-4 -alkyl or optionally substituted arylmethylor hetero-arylmethyl,with a base. The propane carboxylic acid esters are new and may be formed in situ by reacting a 3-(2',2'-dihalovinyl)-.gamma.-butyrolactone of the formula ##STR3## with a chlorinating agent and then with an alcohol of the formula R.sup.4 --OH.
    Type: Grant
    Filed: February 21, 1978
    Date of Patent: August 12, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventor: Reinhard Lantzsch
  • Patent number: 4216238
    Abstract: Compounds of the formula ##STR1## in which R is alkylene, vinylene, methylvinylene, phenylene, cyclohexenylene, 1,2-dichlorovinylene and ethylidene, R.sup.1 and R.sup.2 are alkyl and R.sup.3 is hydrogen or alkyl or their amine salts and their use in retarding the ripening of picked fruits, vegetables and other merchantable materials of plant origin.
    Type: Grant
    Filed: February 13, 1979
    Date of Patent: August 5, 1980
    Assignee: Stauffer Chemical Company
    Inventors: Don R. Baker, Daniel L. Hyzak
  • Patent number: 4216008
    Abstract: The present invention is directed to compounds of the formula ##STR1## wherein R.sub.1 is lower alkyl and R.sub.2 is lower alkyl or aryl. Also provided are methods for preparation of these compounds. The compounds of formula I above are useful as plant growth regulants.
    Type: Grant
    Filed: May 22, 1978
    Date of Patent: August 5, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Manfred Weigele, Dennis D. Keith
  • Patent number: 4215139
    Abstract: Carbamic acid derivatives, processes for their preparation, as well as pesticidal compositions containing the carbamic acid derivatives, and methods for their use, are disclosed.
    Type: Grant
    Filed: March 6, 1979
    Date of Patent: July 29, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Ulf Fischer, Fernand Schneider, Rene Zurflueh
  • Patent number: 4214102
    Abstract: An amino-ether amphoteric surface-active compound mixture produced by reacting a glycidyl ether having the formula ##STR1## wherein R" is a member selected from the group consisting of hydrogen and methyl; R' is a member selected from the group consisting of aliphatic primary alkyl having from 8 to 22 carbon atoms, aliphatic primary alkenyl having from 12 to 20 carbon atoms and 2-alkylalkanols having from 10 to 36 carbon atoms; and p is an integer from 0 to 3; with a substantial excess of an N-hydroxy-C.sub.2-4 -alkyl-C.sub.2-6 -alkylene diamine, removing the excess diamine, reacting the resulting substituted amino-ether with an excess of an N-alkylating agent selected from the group consisting of halo-C.sub.2-4 -alkanoic acids, halo-C.sub.2-4 -alkane sulfonic acids and halo-C.sub.3-4 -hydroxyalkane sulfonic acids, under alkaline reaction conditions and recovering said amino-ether amphoteric surface-active compound mixture.
    Type: Grant
    Filed: April 14, 1978
    Date of Patent: July 22, 1980
    Assignee: Henkel Inc.
    Inventor: Peter Leenders
  • Patent number: 4214004
    Abstract: Substituted [1,1'-biphenyl]-3-ylmethyl 3-(2,2-dihaloethenyl)-2,2-dimethylcyclopropanecarboxylates, as well as processes, uses, and intermediates thereto, are disclosed. The substituted [1,1'-biphenyl]-3-ylmethyl 3-(2,2-dihaloethenyl)-2,2-dimethylcyclopropanecarboxylates control a broad spectrum of insects as well as acarids.
    Type: Grant
    Filed: December 4, 1978
    Date of Patent: July 22, 1980
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4213775
    Abstract: New diphenyl ether derivatives having one to three substituents selected from a halogen atom and a trifluoromethyl group at any optional one to three positions of the 2'-, 3'-, 4'-, 5'- and 6'-positions in one phenyl moiety and nitro group at the 4-position and unsubstituted or substituted aminosulfonyl group at the 3-position in another phenyl moiety. They have a superior herbicidal effect and can be prepared starting from a known 3-benzylmercapto compound through three steps.
    Type: Grant
    Filed: January 26, 1979
    Date of Patent: July 22, 1980
    Assignee: Ube Industries, Ltd.
    Inventors: Shigeki Nagai, Hakobu Sekioka, Mitsuaki Takenaka, Masazumi Sakata, Yosio Kawaguchi, Seiji Takamura, Minoru Nishimura
  • Patent number: 4209632
    Abstract: Sulfonyl carbazates containing at least one group of:--SO.sub.2 --NHNH--COO--wherein the oxygen and the sulfur atoms attach to various organic groups are useful as high temperature blowing agents for gas-expandable polymers. Additionally, novel polyfunctional and secondary-alkyl substituted sulfonyl carbazates have been discovered.
    Type: Grant
    Filed: December 30, 1977
    Date of Patent: June 24, 1980
    Assignee: Uniroyal, Inc.
    Inventor: Byron A. Hunter
  • Patent number: 4208534
    Abstract: Ethylene glycol esters are obtained from the oxyacylation reaction of ethylene, oxygen and a carboxylic acid in the vapor phase at an elevated temperature and at a controlled pressure in the presence of a catalytically effective amount of a catalyst comprising an oxide of uranium and at least one oxide selected from the group consisting of arsenic, antimony and bismuth oxides.
    Type: Grant
    Filed: December 26, 1978
    Date of Patent: June 17, 1980
    Assignee: National Distillers and Chemical Corporation
    Inventor: Jawad H. Murib
  • Patent number: 4205181
    Abstract: A process for preparing unsaturated esters by oxyacylation which comprises contacting a C.sub.3 or higher olefin, oxygen and a carboxylic acid in the vapor phase at an elevated temperature and at a controlled pressure in the presence of a catalytically effective amount of a catalyst comprising an oxide of uranium and at least one oxide selected from the group consisting of arsenic, antimony and bismuth oxides.
    Type: Grant
    Filed: December 26, 1978
    Date of Patent: May 27, 1980
    Assignee: National Distillers and Chemical Corporation
    Inventor: Jawad H. Murib
  • Patent number: 4205180
    Abstract: Novel cephem compounds of the formula; ##STR1## wherein R.sup.1 represents amino or hydroxyl group which may be protected, R.sup.2 represents amino or hydroxyl group or a group convertible into these groups, R.sup.3 represents hydrogen or methoxy group or a group convertible into methoxy group, R.sup.4 represents hydrogen or a residue of a nucleophilic compound and R.sup.8 represents hydrogen or a halogen, or a pharmaceutically acceptable salt or ester thereof, have strong antibiotic properties against a wide variety of microorganisms including gram-positive bacteria as well as gram-negative ones, especially by oral administration and can be used as therapeutic agent for various bacterial infections of animals including human beings.
    Type: Grant
    Filed: January 18, 1978
    Date of Patent: May 27, 1980
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Michihiko Ochiai, Taiiti Okada, Osami Aki, Akira Morimoto, Kenji Kawakita, Yoshihiro Matsushita
  • Patent number: 4201789
    Abstract: Cyclopropanecarboxylic acid naphthylmethyl ester, processes for its preparation, as well as pesticidal compositions which contain the naphthylmethyl ester as the active ingredient and methods of use of the pesticidal compositions are disclosed.
    Type: Grant
    Filed: December 13, 1978
    Date of Patent: May 6, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Milos Suchy
  • Patent number: 4197408
    Abstract: A process for the production of an optically active chrysanthemate which comprises reacting 2,5-dimethyl-2,4-hexadiene with a diazoacetate of the formula:N.sub.2 CHCOORwherein R is selected from the group consisting of (a) cycloalkyl group with or without substituent(s) whose total carbon atom number is 5-20, (b) tertiary aralkyl group whose carbon atom number is 9 to 20, and (c) tertiary alkyl group with or without alkoxy substituent(s) whose total carbon atom number is 4-20, in the presence of a copper complex coordinated with a chiral Schiff base of the formula: ##STR1## wherein C* is an asymmetric carbon atom, R.sup.1 is selected from the group consisting of (a) alkyl groups whose carbon atom number is 1-10 and (b) aralkyl groups with or without alkoxy substituent(s), whose total carbon atom number is 7-20, R.sup.2 is selected from aryl groups with alkoxy substituent(s), whose total carbon atom number is 7-30, and each of X.sup.1 and X.sup.
    Type: Grant
    Filed: October 31, 1977
    Date of Patent: April 8, 1980
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tadatoshi Aratani, Yukio Yoneyoshi, Fumio Fujita, Tsuneyuki Nagase
  • Patent number: 4197410
    Abstract: An N-[(N-nitrosoalkylamino)methyl]carbamic acid ester of the formula: ##STR1## wherein R.sup.1 is lower alkyl or aryl-substituted lower alkyl; and R.sup.2 is lower alkyl, which is an excellent diazoalkane generating agent, can be produced by reacting a carbamic acid ester with formaldehyde and a hydrohalide of alkylamine followed by the reaction with nitrous acid, an alkali nitrite or an alkyl nitrite.
    Type: Grant
    Filed: January 31, 1979
    Date of Patent: April 8, 1980
    Assignee: Wako Pure Chemical Industries, Ltd.
    Inventors: Minoru Sekiya, Keiichi Ito, Yoshiyasu Terao
  • Patent number: 4196304
    Abstract: A process for the separation of the stereoisomers of a stereoisomer mixture of a cyclic carboxylic acid of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently is hydrogen, halogen, C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.6 -alkenyl,R.sup.3 is alkyl, alkenyl or alkynyl having up to 6 carbon atoms and optionally substituted by halogen, or alkoxycarbonyl having up to 5 carbon atoms, or is aralkyl or aryl, orR.sup.1 plus R.sup.2, or R.sup.1 plus R.sup.3, together with the adjacent C atom, form a carbocyclic ring,R.sup.3 and COOH are cis or trans to one another and the COOH group is in the exo or endo position if R.sup.1 and R.sup.
    Type: Grant
    Filed: March 6, 1978
    Date of Patent: April 1, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus Naumann
  • Patent number: 4191776
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, fluorine, chlorine, bromine, methyl, methoxy, methylthio or cyano;R.sub.2 is hydrogen or fluorine;R.sub.3 is carboxyl, (alkoxy of 1 to 6 carbon atoms)-carbonyl, methoxy-(alkoxy of 1 to 6 carbon atoms)-carbonyl, (alkenyloxy of 2 to 6 carbon atoms)-carbonyl, (aralkoxy of 7 to 12 carbon atoms)-carbonyl, phenoxy-carbonyl or pyridyl-methoxy-carbonyl,A is (alkyl of 1 to 3 carbon atoms)-methylene,m is 1 or 2; andn is 0, 1, 2 or 3;and, when R.sub.3 is carboxyl, non-toxic salts thereof formed with an inorganic or organic base. The compounds as well as the salts are useful as antithrombotics, anticholesteremics and anticoagulants.
    Type: Grant
    Filed: November 18, 1977
    Date of Patent: March 4, 1980
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Josef Nickl, Erich Muller, Berthold Narr, Walter Haarmann, Wolfgang Schroter, Rudolf Kadatz
  • Patent number: 4190728
    Abstract: Lower alkyl 2-chloro-2-hydroxyiminoacetates are produced by (A) reacting chloral with a lower alkanol and a hydroxylamine salt in the presence of a Lewis acid or a metal oxide which is convertible into said Lewis acid during the course of the reaction to give a lower alkyl 2-hydroxyiminoacetate and then chlorinating the resulting product or (B) reacting chloral oxime with a lower alkanol in the presence of a base to give a lower alkyl 2-hydroxyiminoacetate and finally chlorinating the thus formed product.
    Type: Grant
    Filed: April 11, 1978
    Date of Patent: February 26, 1980
    Assignee: Shionogi & Co., Ltd.
    Inventors: Ikuo Adachi, Teruo Yamamori, Yoshiharu Hiramatsu
  • Patent number: 4188492
    Abstract: Treatment of 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acids and esters with aluminum bromide, the reaction product of aluminum and a bromoalkane, or HBr and the product of the reaction of HBr with aluminum or an aluminum salt produces the 3-(2,2-dibromovinyl)-2,2-dimethylcyclopropane analogs.
    Type: Grant
    Filed: January 3, 1979
    Date of Patent: February 12, 1980
    Assignee: FMC Corporation
    Inventors: Kiyoshi Kondo, Kiyohide Matsui
  • Patent number: 4188490
    Abstract: Ethylene and oxygen are reacted in the presence of steam in the vapor phase within the temperature range of from about 150.degree. C. to about 250.degree. C. in contact with a catalytically effective amount of palladium metal on a zinc oxide support in the presence of a sulfur modifier to provide mixtures of acetic acid and vinyl acetate.
    Type: Grant
    Filed: May 27, 1977
    Date of Patent: February 12, 1980
    Assignee: National Distillers and Chemical Corporation
    Inventors: James A. Hinnenkamp, John A. Scheben