Chalcogen Bonded Directly To Ring Carbon Of The Thiazole Ring Patents (Class 548/165)
  • Patent number: 4555513
    Abstract: Novel quinolylacetic acid compounds of the formula (I): ##STR1## wherein R.sub.1 is a member selected from the group consisting of hydrogen atom, a lower alkyl group having 1 to 4 carbon atoms, and a lower alkyl group having 1 to 4 carbon atoms substituted with an aromatic group having a substituent;R.sub.2 is a member selected from the group consisting of hydrogen atom and a lower alkyl group having 1 to 4 carbon atoms;R.sub.3 is a member selected from the group consisting of hydrogen, a halogen atom, an alkyl group having 1 to 8 carbon atoms, and an alkenyl group having 2 to 8 carbon atoms;R.sub.4 and R.sub.5, carpable of cyclization, are each a member selected from the group consisting of hydrogen atom and a lower alkyl group having 1 to 4 carbon atoms;R.sub.
    Type: Grant
    Filed: December 22, 1982
    Date of Patent: November 26, 1985
    Assignee: Nippon Zoki Pharmaceutical Co.
    Inventors: Masaaki Hamada, Kaoru Okamaoto, Teikichi Kurosaki
  • Patent number: 4554284
    Abstract: Certain aminoethyl substituted 1,3-benzthiazol- and 1,3-benzoxazol-2(3H)-ones are D.sub.2 -dopamine agonists. These compounds are prepared by reacting an appropriate o-aminophenol or thiophenol with phosgene.
    Type: Grant
    Filed: September 12, 1984
    Date of Patent: November 19, 1985
    Assignee: Smithkline Beckman Corporation
    Inventors: Orum D. Stringer, Joseph Weinstock
  • Patent number: 4531969
    Abstract: Optically active enantiomers of the formula I ##STR1## where R is a group of the formulae ##STR2## R.sub.1 and R.sub.2, among others, are halogen or CF.sub.3 and Z is a carboxyl, carboxylate, carboxylic acid ester, thioester, carbonamide, carboxylic acid anilide, carbohydrazide or thioamide group, are interesting herbicides the effect of which is considerably superior to that of the optically inactive racemates.
    Type: Grant
    Filed: December 20, 1978
    Date of Patent: July 30, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans J. Nestler, Gerhard Horlein, Reinhard Handte, Hermann Bieringer, Friedhelm Schwerdtle, Peter Langeluddeke
  • Patent number: 4522647
    Abstract: Substituted phenoxyalkanediones and intermediates therefor, and the use of said compounds for the control of weeds.
    Type: Grant
    Filed: June 29, 1983
    Date of Patent: June 11, 1985
    Assignee: Zoecon Corporation
    Inventors: Richard J. Anderson, Shy-Fuh Lee
  • Patent number: 4509971
    Abstract: Novel substituted carboxylic acid amide compound of the formula ##STR1## wherein n is an integer from 1 to 4each R is independently selected from hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, amino, alkylamino, dialkylamino, nitro, cyano and alkoxycarbonyl; and two R radicals taken together can represent methylenedioxy, dichloromethylenedioxy or difluoromethylenedioxy,R.sup.1 is hydrogen or alkyl,R.sup.2 and R.sup.3 are individually selected from hydrogen or a radical selected from alkyl, alkenyl, alkynyl, aralkyl, cycloalkyl, aryl and nitrogen-containing heterocycles, each of which radicals may be substituted and each of which radicals may, together with the nitrogen atom to which they are attached, form an optionally substituted, optionally partially unsaturated and optionally benzofused monocyclic or bicyclic radical, which may contain one or more further hetero-atoms, and X is oxygen or sulfur.
    Type: Grant
    Filed: August 19, 1983
    Date of Patent: April 9, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Wolfgang Hofer, Volker Mues, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4499272
    Abstract: 2-Hydroxy-3-halo-1-propanesulfonates are reacted with certain arylamines, preferably in the presence of a base such as KOH or NaOH in one or more of ethylene glycol, propylene glycol, 2-ethoxyethanol and the like to give 2-hydroxy-3-(arylamino)-1-propanesulfonates useful as couplers for acid dyes for polyamide fibers. The present coupler products which are derivatives of aniline, tetrahydroquinoline, and benzomorpholine, have the general formulae ##STR1## wherein the rings may be substituted with a wide variety of substituents known to the dye art;M is NH.sub.4.sup.+ or a group IA metal, preferably Na.sup.+, or K.sup.+ ; andR.sup.3 is hydrogen or a group such as alkyl, cycloalkyl and aryl, each of which may be substituted.
    Type: Grant
    Filed: August 20, 1982
    Date of Patent: February 12, 1985
    Assignee: Eastman Kodak Company
    Inventors: John A. Hyatt, Clarence A. Coates, Jr.
  • Patent number: 4482720
    Abstract: A continuous process for preparing benzothiazyl disulfide. More particularly, the invention relates to an improved continuous process for preparing benzothiazyl disulfide by oxidizing sodium mercaptobenzothiazole with chlorine under controlled conditions of pH, reactant concentrations, oxidation-reduction potential and agitation.
    Type: Grant
    Filed: January 25, 1982
    Date of Patent: November 13, 1984
    Assignee: American Cyanamid Company
    Inventors: Joel H. Kaplan, Robert C. Kinstler
  • Patent number: 4474965
    Abstract: This disclosure relates to 3-substituted aminoalkyl-2-benzothiazolinones which are useful as plant growth regulants. More specifically, this disclosure relates to 3-substituted aminoalkyl-2-benzothiazolinones and compositions containing said compounds and to the use of said compounds and compositions to regulate the growth of leguminous plants such as soybeans.
    Type: Grant
    Filed: September 1, 1982
    Date of Patent: October 2, 1984
    Assignee: Monsanto Company
    Inventor: John J. D'Amico
  • Patent number: 4468244
    Abstract: Disclosed are certain herbicidally active benzoxazolyloxy benzoate derivatives, herbicidal compositions containing these compounds and the use of such compounds to control the growth of noxious plants, i.e., weeds.
    Type: Grant
    Filed: December 8, 1982
    Date of Patent: August 28, 1984
    Assignee: PPG Industries, Inc.
    Inventors: Dennis K. Krass, Sidney B. Richter
  • Patent number: 4456466
    Abstract: Disclosed are certain herbicidally active benzoxazolyl acetophenone oxime derivatives, herbicidal compositions containing these compounds and the use of such compounds to control the growth of noxious plants, i.e., weeds.
    Type: Grant
    Filed: November 8, 1982
    Date of Patent: June 26, 1984
    Assignee: PPG Industries, Inc.
    Inventors: Dennis K. Krass, Sidney B. Richter
  • Patent number: 4451475
    Abstract: The invention relates to cyclic sulphenamides of Formula I and methods for their manufacture. Also included in the invention are compositions containing said cyclic sulphenamides and methods for the use of said compounds and compositions as lipoxygenase inhibitors.
    Type: Grant
    Filed: April 14, 1982
    Date of Patent: May 29, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolf-Dieter Busse, Edmund Krauthausen, Mithat Mardin
  • Patent number: 4449004
    Abstract: A process for preparing organic thioethers of formula R--S--R.sub.1 in which R is an aliphatic, aryl, arylaliphatic or heterocyclic radical and R.sub.1 is an aliphatic or arylaliphatic radical, from organic dithiocarbonates and organic halides or sulphonates, in the presence of an aqueous alkaline base and a phase transfer catalyst, at a temperature of between 50.degree. and 100.degree. C. for a time of 10-60 minutes.
    Type: Grant
    Filed: April 13, 1982
    Date of Patent: May 15, 1984
    Assignee: Consiglio Nazionale Delle Ricerche
    Inventors: Iacopo Degani, Rita Fochi, Valeria Regondi
  • Patent number: 4448399
    Abstract: The invention relates to compounds having the formula ##STR1## wherein R is equal to hydrogen, halogen or alkyl containing 1-5 carbon atoms; X is equal to oxygen, sulfur or --NH; n is equal to the integer 1 to 6; with the proviso when X is --NH, n may not equal 6. These compounds are useful in regulating the growth of leguminous plants.
    Type: Grant
    Filed: April 16, 1981
    Date of Patent: May 15, 1984
    Assignee: Monsanto Company
    Inventor: John J. D'Amico
  • Patent number: 4431813
    Abstract: The preparation of (optionally substituted) 2-mercaptobenzothiazole by reaction of corresponding 2-halogenoanilines with an alkali metal xanthate or alkaline earth metal xanthate or with CS.sub.2 in the presence of bases.
    Type: Grant
    Filed: March 2, 1981
    Date of Patent: February 14, 1984
    Assignee: Hoechst A.G.
    Inventors: Reinhard Handte, Lothar Willms, Ernst Blume
  • Patent number: 4429134
    Abstract: A process for the manufacture of a 2(3H)-benzothiazolone compound substituted in 3-position, or of a 2(3H)-naphthothiazolone compound substituted in 3-position which comprises treating a 2(3H)-iminobenzothiazoline compound substituted in 3-position or a 2(3H)-naphthothazoline compound substituted in 3-position with an alkali metal hydroxide or alkaline earth metal hydroxide in a solvent or diluent stable to alkalis, in the absence of water or with substantial exclusion of water, and cyclizing the alkali metal or alkaline earth metal salt of the ortho-mercapto-N-phenyl- or -naphthyl-urea compound substituted at the nitrogen atom so formed, optionally without intermediate isolation, by treatment with an acid to give the 2(3H)-benzothiazolone compound substituted in 3-position or the 2(3H)-naphthothiazolone compound substituted in 3-position. The process furnishes the final products with high yield and purity; waste water problems are excluded by this process.
    Type: Grant
    Filed: May 18, 1981
    Date of Patent: January 31, 1984
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Theodor Papenfuhs
  • Patent number: 4370483
    Abstract: A process for the manufacture of a 2-hydroxybenzothiazole compound which comprises treating a 2-aminobenzothiazole compound with an alkali metal hydroxide or alkaline earth metal hydroxide in a solvent or diluent stable to alkalis, in the absence of water or with substantial exclusion of water and cyclizing the alkali metal or alkaline earth metal salt of the ortho-mercapto-N-phenylurea compound so obtained, optionally without intermediate isolation, by treatment with an acid to give the 2-hydroxybenzothiazole compound. The process furnishes the final products with high yield and purity; waste water problems are excluded by this process.
    Type: Grant
    Filed: April 29, 1981
    Date of Patent: January 25, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Theodor Papenfuhs
  • Patent number: 4362547
    Abstract: Imides derived from 2-thioxo-3-benzothiazoline acetic and propionic have been found to be effective as herbicides and plant growth regulants.
    Type: Grant
    Filed: January 9, 1981
    Date of Patent: December 7, 1982
    Assignee: Monsanto Company
    Inventor: John J. D'Amico
  • Patent number: 4353916
    Abstract: 3,4-Disubstituted benzoxa(thia)zole-2-one derivatives of the formula: ##STR1## wherein R.sub.1 is a halogen atom or methyl group, R.sub.2 is a methyl or ethyl group and X and Y are individually an oxygen or sulfur atom, and their preparation and use as a fungicide.
    Type: Grant
    Filed: October 21, 1980
    Date of Patent: October 12, 1982
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Tamon Uematsu, Satoru Inoue, Norihisa Yamashita
  • Patent number: 4350818
    Abstract: There is disclosed a novel class of vulcanization accelerators, specifically compounds such as 2-(isopropylsulfinyl)-benzothiazole.
    Type: Grant
    Filed: January 14, 1981
    Date of Patent: September 21, 1982
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Roger J. Hopper, Budd H. Sturm, Joseph F. Geiser
  • Patent number: 4341707
    Abstract: A new carbonate compound which is N,N'-di-succinimidyl carbonate, N,N'-diphthalimidyl carbonate or N,N'-bis(5-norbornene-2,3-dicarboxyimidyl) carbonate is produced by reacting an N-hydroxy compound of the formulaR-OHwherein R is succinimido, phthalimido or 5-norbornene-2,3-dicarboximido group, with a silylating agent, followed by reacting the resultant silylated product with phosgene, or alternatively by reacting said N-hydroxy compound with trichloromethyl chloroformate either in the molten state or in the presence of a non-polar organic solvent such as xylene.
    Type: Grant
    Filed: April 18, 1980
    Date of Patent: July 27, 1982
    Assignee: Haruo Ogura
    Inventors: Haruo Ogura, Kazuyoshi Takeda
  • Patent number: 4323686
    Abstract: 2-Oxo-3-benzothiazoleethanimidamides have been found to be effective in regulating the growth of leguminous plants.
    Type: Grant
    Filed: December 10, 1980
    Date of Patent: April 6, 1982
    Assignee: Monsanto Company
    Inventors: John J. D'Amico, John T. Marvel
  • Patent number: 4302395
    Abstract: Lactone oxazoline reaction products of hydrocarbon substituted lactone carboxylic acids, for example, polybutyl lactone carboxylic acid, with 2,2-disubstituted-2-amino-1-alkanols, such as tris-(hydroxymethyl)aminomethane (THAM), and their derivatives are useful additives in oleaginous compositions, such as sludge dispersants for lubricating oil, or anti-rust agents for gasoline.
    Type: Grant
    Filed: July 11, 1980
    Date of Patent: November 24, 1981
    Assignee: Exxon Research & Engineering Co.
    Inventors: Stanley J. Brois, Antonio Gutierrez
  • Patent number: 4293702
    Abstract: A process for producing N-alkylbenzothiazolone derivatives of the formula (I), ##STR1## wherein R.sub.1 is a hydrogen, chlorine, bromine, fluorine atom or a methyl group, and R.sub.2 is an alkyl group having 1 to 5 carbon atoms, from 2-halogenobenzothiazole derivatives of the formula (II), ##STR2## wherein R.sub.1 is as defined above and X is a chlorine, bromine or fluorine atom, which is a starting material, through the intermediate of 2-alkoxybenzothiazole derivatives of the formula (III), ##STR3## wherein R.sub.1 and R.sub.2 are as defined above, or benzothiazolone derivatives of the formula (IV), ##STR4## wherein R.sub.1 is as defined above.
    Type: Grant
    Filed: June 18, 1979
    Date of Patent: October 6, 1981
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takeaki Umemura, Haruki Morino, Tetsuhiko Watanabe, Tamon Uematsu
  • Patent number: 4289886
    Abstract: Imides derived from 2-thioxo-3-benzothiazoline acetic and propionic have been found to be effective as herbicides and plant growth regulants. Imides derived from 2-thioxo-3-benzoxazoline acetic and propionic acid have been found to be effective plant growth regulants.
    Type: Grant
    Filed: July 5, 1979
    Date of Patent: September 15, 1981
    Assignee: Monsanto Company
    Inventor: John J. D'Amico
  • Patent number: 4286096
    Abstract: Azole and azoline disulfides useful as corrosion inhibitors and antiwear agents are prepared by the halogen-induced coupling of a thiol reactant e.g., hydrocarbyl mercaptans, with a metal azole thiolate, e.g. the potassium salt of 3,5-bis-mercapto 1,2,4-thiadiazole or 2,5-bis-mercapto 1,3,4-thiadiazole in a 2-phase reaction medium comprising a mixture of a hydrocarbon and water.
    Type: Grant
    Filed: December 18, 1978
    Date of Patent: August 25, 1981
    Assignee: Exxon Research & Engineering Co.
    Inventors: Stanley J. Brois, Antonio Gutierrez
  • Patent number: 4275065
    Abstract: Novel 2-substituted-3-hydroxythiazolo[2,3-b]benzo-(and azabenzo)thiazolium salts, the mesoionic didehydro derivatives thereof and related compounds are disclosed, as well as the use thereof as modulators of the immune response.
    Type: Grant
    Filed: March 31, 1980
    Date of Patent: June 23, 1981
    Assignee: American Home Products Corporation
    Inventors: Peter H. L. Wei, Francis J. Gregory
  • Patent number: 4264769
    Abstract: A novel process for the preparation of a hydroxyphenyl ether compound of the formula ##STR1## in which R represents a radical of the formula ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 are independently selected from hydrogen, halogen, haloalkyl, nitro or cyano; orR represents a heterocyclic radical which optionally carries one or more substituents selected from halogen, halogenoalkyl, alkoxy, nitro and cyano and which can contain an optionally substituted fused benzene ring,which process comprises reacting a halogen compound of the formulaR--Hal (II)in whichR is defined as above, andHal is fluorine, chlorine or bromine,with a dihydroxybenzene of the formula ##STR3## in the presence of calcium hydroxide and in the presence of a polar diluent, at a temperature of from 20.degree. C. to 200.degree. C.
    Type: Grant
    Filed: February 2, 1979
    Date of Patent: April 28, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventor: Heinz Forster
  • Patent number: 4263440
    Abstract: Heterocyclic phenyl ethers of the formula ##STR1## in which (R).sub.n is hydrogen or up to three identical or different substituents selected from halogen, CF.sub.3, NO.sub.2, CN, alkyl, alkoxy and alkylthio, and A is oxygen, sulfur or N(C.sub.1 -C.sub.4)alkyl, provided that the --OH group is not in para-position if (R).sub.n is hydrogen and A is sulfur, are useful as starting materials for the manufacture of selective herbicides.
    Type: Grant
    Filed: August 28, 1978
    Date of Patent: April 21, 1981
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Reinhard Handte
  • Patent number: 4258196
    Abstract: The disclosure herein relates to a novel process for producing tertiary 2-haloacetamides by reacting primary or secondary 2-haloacetamides with an agent capable of generating an anion of the primary or secondary 2-haloacetamide under base conditions and alkylating the anion of the 2-haloamide with an alkylating agent; said anion is generated, for example, by electrolysis or by metals, metal hydrides, fluorides, oxides, hydroxides, carbonates, phosphates, or alkoxides.
    Type: Grant
    Filed: August 2, 1979
    Date of Patent: March 24, 1981
    Assignee: Monsanto Company
    Inventors: John P. Chupp, Richard D. Goodin
  • Patent number: 4229578
    Abstract: Thioesters are prepared by the reaction of acid halides and xanthates.
    Type: Grant
    Filed: September 29, 1978
    Date of Patent: October 21, 1980
    Assignee: Monsanto Company
    Inventor: John J. D'Amico
  • Patent number: 4228292
    Abstract: N-substituted benzothiazolines and benzoxazolines having the formula ##STR1## have been found to be effective as herbicides and plant growth regulants.
    Type: Grant
    Filed: July 20, 1978
    Date of Patent: October 14, 1980
    Assignee: Monsanto Company
    Inventor: John J. D'Amico
  • Patent number: 4180663
    Abstract: A process for the preparation of a disperse methine dye containing at least one dicyanomethylidene group comprising the steps of(A) preparing an anhydrous solution of an aldehyde formed by contacting an aromatic amine, 1,2,3,4-tetrahydroquinoline or benzomorpholine compound capable of undergoing the Vilsmeier-Haack reaction with POCl.sub.3 and a N,N-di-alkylformamide wherein the alkyl moiety is 1-4 carbon atoms;(B) subsequently adding to said solution at least one equivalent of cyanoacetamide based on the equivalents of aldehyde formed in (A), thereby forming a reaction mixture of aldehyde and in situ generated malononitrile; and(C) adjusting the pH of the solution to a point sufficient for the condensation of the aldehyde and in situ generated malononitrile to occur thereby producing a disperse methine dye.
    Type: Grant
    Filed: March 12, 1979
    Date of Patent: December 25, 1979
    Assignee: Eastman Kodak Company
    Inventor: Mark D. Frishberg