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)
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Patent number: 11046645Abstract: 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: GrantFiled: April 12, 2019Date of Patent: June 29, 2021Assignee: Asahi Kasei Chemicals CorporationInventors: Masaaki Shinohata, Yuji Kosugi, Nobuhisa Miyake
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Patent number: 10308601Abstract: 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: GrantFiled: February 28, 2014Date of Patent: June 4, 2019Assignee: Asahi Kasei Chemicals CorporationInventors: Masaaki Shinohata, Yuji Kosugi, Nobuhisa Miyake
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Patent number: 8933260Abstract: 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: GrantFiled: October 9, 2013Date of Patent: January 13, 2015Assignee: Dow AgroSciences, LLC.Inventors: Jason S. Fisk, Douglas C. Bland, George J. Frycek
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Patent number: 8785673Abstract: 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: GrantFiled: April 24, 2012Date of Patent: July 22, 2014Assignee: Bayer Intellectual Property GmbHInventors: Thomas Himmler, Matthias Decker, Ralf Dunkel, Peter Gerdes, Martin Littmann, Norbert Lui, Albert Schnatterer
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Publication number: 20140107367Abstract: 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: ApplicationFiled: April 24, 2012Publication date: April 17, 2014Applicant: BAYER INTELLECTUAL PROPERTY GMBHInventors: Thomas Himmler, Matthias Decker, Ralf Dunkel, Peter Gerdes, Martin Littmann, Norbert Lui, Albert Schnatterer
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Publication number: 20140100381Abstract: 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: ApplicationFiled: October 9, 2013Publication date: April 10, 2014Applicant: Dow AgroSciences LLCInventors: Jason S. Fisk, Douglas C. Bland, George J. Frycek
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Publication number: 20130143962Abstract: 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: ApplicationFiled: December 6, 2012Publication date: June 6, 2013Applicant: WOMEN & INFANTS' HOSPITAL OF RHODE ISLANDInventor: Women & Infants' Hospital of Rhode Island
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Publication number: 20100331564Abstract: 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: ApplicationFiled: March 18, 2009Publication date: December 30, 2010Applicant: BASF SEInventors: Andreas Leitner, Robert Baumann, Wolfgang Siegel
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Patent number: 6420556Abstract: 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: GrantFiled: June 12, 2001Date of Patent: July 16, 2002Assignee: The Procter & Gamble CompanyInventor: Lawrence Joseph Wilson
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Patent number: 6245927Abstract: 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: GrantFiled: April 11, 2000Date of Patent: June 12, 2001Assignee: Kuraray Co., Ltd.Inventors: Hideki Matsuda, Goro Asanuma, Manzo Shiono
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Patent number: 6184412Abstract: 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: GrantFiled: June 10, 1999Date of Patent: February 6, 2001Assignee: Bayer CorporationInventors: Shekhar V. Kulkarni, Vijay C. Desai
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Patent number: 5894073Abstract: 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: GrantFiled: February 21, 1997Date of Patent: April 13, 1999Assignee: Kuraray Co., Ltd.Inventors: Hideki Matsuda, Goro Asanuma, Manzo Shiono
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Patent number: 5852212Abstract: 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: GrantFiled: June 12, 1996Date of Patent: December 22, 1998Assignee: Rolic AGInventors: Emil Albin Broger, Richard Buchecker, Yvo Crameri, Teodor Lukac
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Patent number: 4997967Abstract: 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: GrantFiled: December 28, 1989Date of Patent: March 5, 1991Assignee: Ciba-Geigy CorporationInventor: Robert Hassig
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Patent number: 4849130Abstract: 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: GrantFiled: March 31, 1988Date of Patent: July 18, 1989Assignees: Wojskowa Akademia Techniczna, Zaklady Kineskopowe "Unitra-Polkolor" Zaklady Kineskopow KolorowychInventors: Roman Dabrowski, Jerzy Dziaduszek, Tomasz Szczucinnski, Witold Drzewinski, Zofia Stolarz, Jozef Zmija, Janusz Parka, Bozena Sosnowska
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Patent number: 4780557Abstract: 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: GrantFiled: August 26, 1987Date of Patent: October 25, 1988Assignee: The Dow Chemical CompanyInventors: George W. Sutherland, Stephen J. Kuhn
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Patent number: 4659853Abstract: 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: GrantFiled: January 22, 1986Date of Patent: April 21, 1987Assignee: American Cyanamid CompanyInventors: Yun-Lung Fu, Peter J. Strydom