Thiocyano, Isocyanate, Or Isocyanide Dihalide Group Containing Compound Utilized (i.e., -scn, -n=c=o, Or -n=cxx Containing Compound Utilized Wherein X Is Halogen) Patents (Class 558/19)
  • Patent number: 11046645
    Abstract: The present invention relates to an isothiocyanate production method using an organic primary amine and thiourea as starting materials; to a composition for transporting and storing an N-substituted O-substituted thiocarbamate that includes an N-substituted O-substituted thiocarbamate and a hydroxy compound, the equivalent weight ratio of hydroxy groups of the hydroxy compound with respect to the carbamate groups of the N-substituted O-substituted thiocarbamate being in the range of 1 to 100; to a composition for transporting and storing a compound with a thioureido group that includes a compound with a thioureido group and a hydroxy compound, the equivalent weight ratio of hydroxy groups of the hydroxy compound with respect to the thioureido groups of the compound with a thioureido group being in the range of 1 to 100; and to an isothiocyanate composition containing an isothiocyanate and a compound with a specific functional group.
    Type: Grant
    Filed: April 12, 2019
    Date of Patent: June 29, 2021
    Assignee: Asahi Kasei Chemicals Corporation
    Inventors: Masaaki Shinohata, Yuji Kosugi, Nobuhisa Miyake
  • Patent number: 10308601
    Abstract: The present invention relates to an isothiocyanate production method using an organic primary amine and thiourea as starting materials; to a composition for transporting and storing an N-substituted O-substituted thiocarbamate that includes an N-substituted O-substituted thiocarbamate and a hydroxy compound, the equivalent weight ratio of hydroxy groups of the hydroxy compound with respect to the carbamate groups of the N-substituted O-substituted thiocarbamate being in the range of 1 to 100; to a composition for transporting and storing a compound with a thioureido group that includes a compound with a thioureido group and a hydroxy compound, the equivalent weight ratio of hydroxy groups of the hydroxy compound with respect to the thioureido groups of the compound with a thioureido group being in the range of 1 to 100; and to an isothiocyanate composition containing an isothiocyanate and a compound with a specific functional group.
    Type: Grant
    Filed: February 28, 2014
    Date of Patent: June 4, 2019
    Assignee: Asahi Kasei Chemicals Corporation
    Inventors: Masaaki Shinohata, Yuji Kosugi, Nobuhisa Miyake
  • Patent number: 8933260
    Abstract: Provided herein are processes for the preparation of alkoxycarbonyl isothiocyanates from alkyl chloroformates and thiocyanates in toluene by controlling the amounts of water and catalyst.
    Type: Grant
    Filed: October 9, 2013
    Date of Patent: January 13, 2015
    Assignee: Dow AgroSciences, LLC.
    Inventors: Jason S. Fisk, Douglas C. Bland, George J. Frycek
  • Patent number: 8785673
    Abstract: A process is described for producing 2-chloroallyl isothiocyanate from 2,3-dichloro-1-propene by reacting the 2,3-dichloro-1-propene with a thiocyanate in the presence of a phase transfer catalyst, without diluent or in the presence of up to 15 percent by weight based on 2,3-dichloropropene and simultaneously in the presence of an excess of from 10 to 200 mol percent of 2,3-dichloro-1-propene based on the thiocyanate. A process starting from 1,2,3-trichloropropane is also described.
    Type: Grant
    Filed: April 24, 2012
    Date of Patent: July 22, 2014
    Assignee: Bayer Intellectual Property GmbH
    Inventors: Thomas Himmler, Matthias Decker, Ralf Dunkel, Peter Gerdes, Martin Littmann, Norbert Lui, Albert Schnatterer
  • Publication number: 20140107367
    Abstract: A process is described for producing 2-chloroallyl isothiocyanate from 2,3-dichloro-1-propene by reacting the 2,3-dichloro-1-propene with a thiocyanate in the presence of a phase transfer catalyst, without diluent or in the presence of up to 15 percent by weight based on 2,3-dichloropropene and simultaneously in the presence of an excess of from 10 to 200 mol percent of 2,3-dichloro-1-propene based on the thiocyanate. A process starting from 1,2,3-trichloropropane is also described.
    Type: Application
    Filed: April 24, 2012
    Publication date: April 17, 2014
    Applicant: BAYER INTELLECTUAL PROPERTY GMBH
    Inventors: Thomas Himmler, Matthias Decker, Ralf Dunkel, Peter Gerdes, Martin Littmann, Norbert Lui, Albert Schnatterer
  • Publication number: 20140100381
    Abstract: Provided herein are processes for the preparation of alkoxycarbonyl isothiocyanates from alkyl chloroformates and thiocyanates in toluene by controlling the amounts of water and catalyst.
    Type: Application
    Filed: October 9, 2013
    Publication date: April 10, 2014
    Applicant: Dow AgroSciences LLC
    Inventors: Jason S. Fisk, Douglas C. Bland, George J. Frycek
  • Publication number: 20130143962
    Abstract: The present invention relates to adamantyl derivatives and their anti-cancer activity. Compounds of formulae I and II are provided as well as related methods of treatment and methods of synthesis.
    Type: Application
    Filed: December 6, 2012
    Publication date: June 6, 2013
    Applicant: WOMEN & INFANTS' HOSPITAL OF RHODE ISLAND
    Inventor: Women & Infants' Hospital of Rhode Island
  • Publication number: 20100331564
    Abstract: The object of the invention is to provide a process for preparing urethanes by reacting aromatic amines with a dialkyl carbonate, wherein the alkyl radical of the organic dialkyl carbonate comprises from 2 to 18 carbon atoms, and the reaction is carried out in the presence of a base.
    Type: Application
    Filed: March 18, 2009
    Publication date: December 30, 2010
    Applicant: BASF SE
    Inventors: Andreas Leitner, Robert Baumann, Wolfgang Siegel
  • Patent number: 6420556
    Abstract: The subject invention involves novel acyl isothiocyanate resins of formula (I) and processes for making them: (a) starting with a phenyl carboxy resin, treating the resin with any reagent that converts the carboxy to an acyl halide, followed by treatment with tetranikylammonium thiocyanate or an alkali metal salt thereof, to provide the acyl isothiocyanate resin. The subject invention also involves processes for making guanidine compounds and related cyclized compounds using an acyl isothiocyanate resin, comprising the following steps: (b) reacting the acyl isothiocyanate resin with a primary amine; (c) reacting the product from Step (b) with a sulfur activating agent and ammonia or a primary or secondary amine; (d) treating the product from Step (c) with a strong base or medium strength acid to cleave product from the resin, providing the guanidine compound or/and the related cyclized compound.
    Type: Grant
    Filed: June 12, 2001
    Date of Patent: July 16, 2002
    Assignee: The Procter & Gamble Company
    Inventor: Lawrence Joseph Wilson
  • Patent number: 6245927
    Abstract: According to the present invention, provided are (1) a process for the preparation of 2-chloro-5-chloromethyl-1,3-thiazole, by reacting 3- chloro-1-isothiocyanato-1-propene with a chlorinating agent, (2) a process for the preparation of 3-chloro-1-isocyanato-1-propene, by rearranging 3-chloro-1-thiocyanato-2-propene in the presence of a salt of one or more than one metal selected from the group consisting of metals belonging to Group 2A, Group 7A, Group 8 and Group 1B of the long-form periodic table, and (3) a process for the preparation of 3-chloro-1-thiocyanato-2-propene, by reacting 1,3-dichloropropene and a thiocyanate salt (a) in the presence of water, (b) in the presence of an organic solvent which is water-soluble and has a boiling point of 150° C. or lower, or (c) in an organic solvent in the presence of a phase transfer catalyst.
    Type: Grant
    Filed: April 11, 2000
    Date of Patent: June 12, 2001
    Assignee: Kuraray Co., Ltd.
    Inventors: Hideki Matsuda, Goro Asanuma, Manzo Shiono
  • Patent number: 6184412
    Abstract: The present invention provides a process for making N-alkoxy(or aryloxy)carbonyl isothiocyanate derivatives by reacting a chloroformate with a thiocyanate, in the presence of an aqueous solvent and a catalytic amount of a N,N-dialkylarylamine, to produce a N-alkoxy(or aryloxy)carbonyl isothiocyanate intermediate product, wherein the intermediate product is converted to a N-alkoxy(or aryloxy)carbonyl isothiocyanate derivative in high yield and purity.
    Type: Grant
    Filed: June 10, 1999
    Date of Patent: February 6, 2001
    Assignee: Bayer Corporation
    Inventors: Shekhar V. Kulkarni, Vijay C. Desai
  • Patent number: 5894073
    Abstract: According to the present invention, provided are(1) a process for the preparation of 2-chloro-5-chloromethyl-1,3-thiazole, by reacting 3-chloro-1-isothiocyanato-1-propene with a chlorinating agent,(2) a process for the preparation of 3-chloro-1-isocyanato-1-propene, by rearranging 3-chloro-1-thiocyanato-2-propene in the presence of a salt of one or more than one metal selected from the group consisting of metals belonging to Group 2A, Group 7A, Group 8 and Group 1B of the long-form periodic table, and(3) a process for the preparation of 3-chloro-1-thiocyanato-2-propene, by reacting 1,3-dichloropropene and a thiocyanate salt(a) in the presence of water,(b) in the presence of an organic solvent which is water-soluble and has a boiling point of 150.degree. C. or lower, or(c) in an organic solvent in the presence of a phase transfer catalyst.
    Type: Grant
    Filed: February 21, 1997
    Date of Patent: April 13, 1999
    Assignee: Kuraray Co., Ltd.
    Inventors: Hideki Matsuda, Goro Asanuma, Manzo Shiono
  • Patent number: 5852212
    Abstract: Optically active .alpha.-bromo- or .alpha.-chlorocarboxylic compounds of the formula ##STR1## wherein X is bromine or chlorine;M is hydrogen, NR.sub.4.sup.+1 or a cation of an alkali or alkaline earth metal;R.sup.1 is hydrogen or lower alkyl;n is 0 or 1;R is hydrogen, C.sub.1 -C.sub.20 alkyl, or C.sub.1 -C.sub.20 alkyl substituted in the terminal position with --NR.sup.2.sub.2, --COOR.sup.2, --OR.sup.3, a free or protected --CHO group or a ring A;R.sup.2 is hydrogen or a lower alkyl;R.sup.3 is hydrogen or a protecting group;ring A is an unsubstituted or substituted ring; and* is a center of chirality,are prepared by enantioselectively hydrogenating, in the presence of a ruthenium complex of an optically active diphosphine ligand, a (Z)-.alpha.,.beta.-unsaturated compound of the general formula ##STR2## wherein R, n, X and M are as defined above.
    Type: Grant
    Filed: June 12, 1996
    Date of Patent: December 22, 1998
    Assignee: Rolic AG
    Inventors: Emil Albin Broger, Richard Buchecker, Yvo Crameri, Teodor Lukac
  • Patent number: 4997967
    Abstract: There is disclosed a process for the preparation of isothiocyanates of formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other C.sub.1 -C.sub.6 alkyl and R.sub.3, R.sub.4 and R.sub.5 are each independently of the other hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, trifluoromethyl or nitro, which process comprises an amine of formula ##STR2## with ammonium thiocyanate or an alkali metal thiocyanate, in the presence of acid and an inert solvent, to the thiourea of formula ##STR3## and cleaving said thiourea by heating. The essential feature of this process consists in carrying out the reaction of the amine of the above formula with ammonium thiocyanate or an alkali metal thiocyanate in the presence of 0.5-5% by weight of water, based on the total weight of the reaction mixture.The isothiocyanates of the above formula are intermediates for the synthesis of pesticidal compounds.
    Type: Grant
    Filed: December 28, 1989
    Date of Patent: March 5, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Robert Hassig
  • Patent number: 4849130
    Abstract: Liquid crystalline ethane derivatives by the described method in order to form liquid crystalline compositions with known liquid crystalline compounds have a general formula I: ##STR1## wherein, if ring A idicates a 1,4-substituted benzene ring, then ring B indicates 1.4-substituted benzene ring or 1.4-trans-substituted cyclohexane ring or 1.4-substituted bicyclo[2,2,2]octane ring or 2.5-substituted pyrimidine ring or 2.5-substituted 1.3- dioxane ring, or if ring B indicates a 1.4-substituted benzene ring, then A indicates 1.4-trans-substituted cyclohexane ring or 1.4-substituted bicylo[2,2,2]octane ring or 2.5-substituted pyrimidine ring or 2.5-substituted 1.3-dioxane ring, and R indicates a normal alkyl chain C.sub.n H.sub.2n+1 or a non-branched alkoxy group C.sub.n H.sub.2n+1 O or an alkylcarboxylic group C.sub.n H.sub.2n+1 COO or an alkyl carbonato group C.sub.n H.sub.2n+1 OCOO or a branched alkyl chain CH.sub.3 --CH.sub.2 --CH(CH.sub.3)--(CH.sub.2).sub.k -- or a branched alkoxy group CH.sub.3 --CH.sub.
    Type: Grant
    Filed: March 31, 1988
    Date of Patent: July 18, 1989
    Assignees: Wojskowa Akademia Techniczna, Zaklady Kineskopowe "Unitra-Polkolor" Zaklady Kineskopow Kolorowych
    Inventors: Roman Dabrowski, Jerzy Dziaduszek, Tomasz Szczucinnski, Witold Drzewinski, Zofia Stolarz, Jozef Zmija, Janusz Parka, Bozena Sosnowska
  • Patent number: 4780557
    Abstract: A one-step process for the preparation of (substituted-thio)alkyl isothiocyanates in high yield comprising contacting a haloalkyl sulfide with a thiocyanate salt in the absence of a catalyst under reaction conditions sufficient to produce the desired (substituted-thio)alkyl isothiocyanate is disclosed. Examples of compounds produced by this process include CH.sub.3 SCH.sub.2 CH.sub.2 NCS and n-C.sub.6 H.sub.13 SCH.sub.2 CH.sub.2 NCS.The compounds produced by this process are useful as intermediates in the synthesis or ore flotation chemicals such as substituted thiocarbamates or thioureas.
    Type: Grant
    Filed: August 26, 1987
    Date of Patent: October 25, 1988
    Assignee: The Dow Chemical Company
    Inventors: George W. Sutherland, Stephen J. Kuhn
  • Patent number: 4659853
    Abstract: Derivatives of alkoxy, aryloxy and alkene isothiocyanates are produced by the reaction of a haloformate, an alkali, alkaline earth metal, lead or ammonium thiocyanate and a compound having the formula R.sup.1 YH wherein R.sup.1 is alkyl, aryl or alkoxy, Y is oxygen, sulfur or NR.sup.2 and R.sup.2 is hydrogen or R.sup.1, in the presence of a solvent or water and a catalyst.
    Type: Grant
    Filed: January 22, 1986
    Date of Patent: April 21, 1987
    Assignee: American Cyanamid Company
    Inventors: Yun-Lung Fu, Peter J. Strydom