Patents by Inventor Koji Hagiya
Koji Hagiya has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Publication number: 20230257408Abstract: An object of the present invention is to provide a further more effective process for preparing a certain optically active compound including an optically active 1-acetyl-2,2,4-trimethyl-1,2,3,4-tetrahydroquinoline. The present invention provides a process for an optically active compound represented by formula (3) (wherein R5 represents a hydrogen atom etc., R6 and R7 each independently represents a hydrogen atom, etc., R8 represents a C1-C6 alkyl group, and R9, R10 and R11 each independently represents a hydrogen atom, etc. The carbon atom with a symbol of the asterisked “*” represents an asymmetric carbon atom), which comprises a reacting a compound represented by formula (2) (wherein R5, R6, R7, R8, R9, R10, and R11 has the same meanings as the above) with hydrogen in the presence of asymmetric cobalt complex.Type: ApplicationFiled: July 6, 2021Publication date: August 17, 2023Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Leopold Mpaka LUTETE, Koji HAGIYA
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Patent number: 11028056Abstract: The present invention provides a method for industrially producing: a pyrimidine compound having pest control efficacy; 2-[4-(trifluoromethyl)phenyl]ethylamine which is a production intermediate of the pyrimidine compound; a phenylethylamine compound useful as a pharmaceutical and agrochemical intermediate; and further a 3-arylpropionamide compound and a 3-arylpropionic acid ester compound useful as production intermediates of the phenylethylamine compound. The 3-arylpropionamide compound or the 3-arylpropionic acid ester compound can be efficiently and industrially produced in a single step by reacting a compound represented by formula (1) (wherein X represents a chlorine atom or a bromine atom; and Y represents an alkyl group optionally substituted with fluorine atom(s), a hydrogen atom, a fluorine atom, a cyano group, an alkylcarbonyl group, a dialkylamino group, or the like) with acrylamide or an acrylic acid ester in the presence of a metal catalyst and a reducing agent.Type: GrantFiled: May 30, 2018Date of Patent: June 8, 2021Assignee: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Shun Tanimura, Masaya Tanimoto, Koji Hagiya
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Publication number: 20200385361Abstract: The present invention provides an intermediate compound for preparing a 2-substituted-3-ethylsulfonylpyridine compound, and a novel process for preparing the 2-substituted-3-ethylsulfonylpyridine compound. The present invention provides also a process for preparing a compound represented by formula (2), which comprises a step (a): a step of reacting of 3-ethylsulfonylpyridine N-oxide with a compound represented by formula (1) (wherein X represents a chlorine atom etc., Q represents a C1-3 alkoxy group optionally substituted with one or more fluorine atoms, etc.) in the presence of one or more compounds selected from Group P, a carboxylic acid or a carboxylate salt, a base, and a palladium compound or a nickel compound in a solvent to obtain a compound represented by formula (2), Group P: a group consisting of the following compounds: a compound represented by formula (4): R3P (wherein R represents an alkyl group having 1 to 6 carbon atoms, etc.), etc.Type: ApplicationFiled: December 4, 2018Publication date: December 10, 2020Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Koji HAGIYA, Junichi ISHIKAWA
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Publication number: 20200165209Abstract: The present invention provides a method for industrially producing: a pyrimidine compound having pest control efficacy; 2-[4-(trifluoromethyl)phenyl]ethylamine which is a production intermediate of the pyrimidine compound; a phenylethylamine compound useful as a pharmaceutical and agrochemical intermediate; and further a 3-arylpropionamide compound and a 3-arylpropionic acid ester compound useful as production intermediates of the phenylethylamine compound. The 3-arylpropionamide compound or the 3-arylpropionic acid ester compound can be efficiently and industrially produced in a single step by reacting a compound represented by formula (1) (wherein X represents a chlorine atom or a bromine atom; and Y represents an alkyl group optionally substituted with fluorine atom(s), a hydrogen atom, a fluorine atom, a cyano group, an alkylcarbonyl group, a dialkylamino group, or the like) with acrylamide or an acrylic acid ester in the presence of a metal catalyst and a reducing agent.Type: ApplicationFiled: May 30, 2018Publication date: May 28, 2020Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Shun TANIMURA, Masaya TANIMOTO, Koji HAGIYA
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Patent number: 10246445Abstract: A method is provided for producing a compound represented by formula (3), wherein n is 1, 2, 3 or 4, by mixing a compound represented by formula (2), a tri(C1-C3 alkyl)silyl(C1-C4 perfluoroalkane) and a fluoride. A method for producing the compound represented by formula (3) contains a step for producing the compound represented by formula (2) by an intramolecular dehydration condensation of a compound represented by formula (1) and by a step for mixing the compound represented by formula (2), a tri(C1-C3 alkyl)silyl(C1-C4 perfluoroalkane) and a fluoride.Type: GrantFiled: December 6, 2016Date of Patent: April 2, 2019Assignee: SUMITOMO CHEMICAL COMPANY, LIMITEDInventor: Koji Hagiya
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Publication number: 20190040049Abstract: A method is provided for producing a compound represented by formula (3), wherein n is 1, 2, 3 or 4, by mixing a compound represented by formula (2), a tri(C1-C3 alkyl)silyl(C1-C4 perfluoroalkane) and a fluoride. A method for producing the compound represented by formula (3) contains a step for producing the compound represented by formula (2) by an intramolecular dehydration condensation of a compound represented by formula (1) and by a step for mixing the compound represented by formula (2), a tri(C1-C3 alkyl)silyl(C1-C4 perfluoroalkane) and a fluoride.Type: ApplicationFiled: December 6, 2016Publication date: February 7, 2019Applicant: Sumitomo Chemical Company, LimitedInventor: Koji HAGIYA
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Patent number: 10160722Abstract: A compound represented by formula (3): (wherein R1 represents a C1-C6 perfluoroalkyl group, R2 represents a C1-C6 alkyl group, and m represents an integer of 0 to 3) or a salt thereof, which is useful as a production intermediate of pharmaceuticals and agrochemicals, can be produced by reacting an alkali metal salt or zinc salt of a C1-C6 perfluoroalkanesulfinic acid with 2-aminophenol optionally substituted by 1 to 3 C1-C6 alkyl groups or a salt thereof in the presence of an oxidizing agent.Type: GrantFiled: June 1, 2016Date of Patent: December 25, 2018Assignee: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Junichi Ishikawa, Koji Hagiya, Mitsunobu Kawamura
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Publication number: 20180290970Abstract: A compound represented by formula (3): (wherein R1 represents a C1-C6 perfluoroalkyl group, R2 represents a C1-C6 alkyl group, and m represents an integer of 0 to 3) or a salt thereof, which is useful as a production intermediate of pharmaceuticals and agrochemicals, can be produced by reacting an alkali metal salt or zinc salt of a C1-C6 perfluoroalkanesulfinic acid with 2-aminophenol optionally substituted by 1 to 3 C1-C6 alkyl groups or a salt thereof in the presence of an oxidizing agent.Type: ApplicationFiled: June 1, 2016Publication date: October 11, 2018Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Junichi ISHIKAWA, Koji HAGIYA, Mitsunobu KAWAMURA
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Publication number: 20140235867Abstract: The present invention relates to a specific thiazolium salt used for producing an ?-hydroxy ketone compound, and a method for producing an ?-hydroxy ketone compound by carrying out a coupling reaction of an aldehyde compound in the presence of a base compound and the specific thiazolium salt.Type: ApplicationFiled: August 27, 2012Publication date: August 21, 2014Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Koji Hagiya, Akio Tanaka, Toshihiro Hodai
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Patent number: 8779222Abstract: A production method of 1,1,3-trichloro-1-propene comprising the following steps A and B; Step A: 1,1,1,3-tetrachloropropane is dehydrochlorinated at a temperature between 30° C. and 50° C. in the presence of at least one base selected from the group consisting of alkali metal hydroxides and alkaline earth metal hydroxides, and a phase transfer catalyst, Step B: 3,3,3-trichloro-1-propene obtained in the step A is isomerized into 1,1,3-trichloro-1-propene in the presence of a metal catalyst.Type: GrantFiled: August 27, 2010Date of Patent: July 15, 2014Assignee: Sumitomo Chemical Company, LimitedInventors: Hiroshi Souda, Koji Hagiya
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Patent number: 8779190Abstract: According to the present invention, a new process for producing a sulfur-containing amino acid without using of hydrogen cyanide or sodium azide which requires careful handling as a raw material can be provided. The present invention relates to a process for producing a sulfur-containing amino acid represented by the following formula (1) or a salt thereof: wherein R1 is an alkyl group having 1 to 12 carbon atoms and optionally having substituents or a cycloalkyl group having 3 to 12 carbon atoms and optionally having substituents, and n is an integral number of from 1 to 4, comprising a step of reacting a sulfur-containing 2-ketocarboxylic acid represented by the formula (2) or a salt thereof: wherein R1 and n mean the same as defined above, with ammonia and hydrogen in the presence of a transition metal catalyst.Type: GrantFiled: March 24, 2011Date of Patent: July 15, 2014Assignee: Sumitomo Chemical Company, LimitedInventors: Kazuyasu Tani, Taro Hirose, Koji Hagiya
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Patent number: 8604221Abstract: Disclosed is a method for producing a halogen-substituted phthalide, which includes a reaction step of reacting a halogen-substituted phthalic anhydride with sodium borohydride.Type: GrantFiled: May 19, 2010Date of Patent: December 10, 2013Assignee: Sumitomo Chemical Company, LimitedInventors: Koji Hagiya, Yasutaka Aoyagi
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Publication number: 20130281709Abstract: An object of the present invention is to produce an ?-hydroxyketone compound easily and effectively. Provided is a process for producing an ?-hydroxyketone compound comprising a stirring step of stirring one or more aldehyde compounds or polymers thereof in the presence of a base and an imidazolinium salt represented by the formula (1): wherein R1 and R2 each independently represent a hydrogen atom, an alkyl group optionally having a substituent or an aryl group optionally having a substituent, or R1 and R2 are bound to each other to form a ring together with carbon atoms to which they bind, R3 and R4 each independently represent an aryl group having one or more electron withdrawing groups, and X? represents an anion.Type: ApplicationFiled: January 27, 2012Publication date: October 24, 2013Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventor: Koji Hagiya
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Publication number: 20130150611Abstract: The present invention relates to a process for producing a carboxylic acid ester, comprising a step of oxidizing an aldehyde by mixing an alcohol, carbon dioxide, the aldehyde and at least one compound selected from the group consisting of compounds represented by the formulae (2-1) and (2-2): wherein R2 represents an alkyl group optionally having a substituent or the like; R3 and R4 each independently represents an alkyl group optionally having a substituent or the like or R3 and R4 are linked together to form a divalent hydrocarbon group optionally having a substituent or the like; Y represents a group of —S— or a group of —N(R5)—, wherein R5 represents an alkyl group optionally having a substituent or the like, or R5 is linked to R4 to form a divalent hydrocarbon group optionally having a substituent; and R8 represents an alkyl group.Type: ApplicationFiled: August 25, 2011Publication date: June 13, 2013Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventor: Koji Hagiya
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Publication number: 20130143279Abstract: The present invention relates to a process for producing methionine, comprising a first step of reacting 2-amino-3-buten-1-ol with methanethiol, and a second step of oxidizing 2-amino-4-methylthio-1-butanol obtained in the first step. The present invention also relates to a process for producing 2-amino-4-methylthio-1-butanol, comprising a step of reacting 2-amino-3-buten-1-ol with methanethiol.Type: ApplicationFiled: May 30, 2011Publication date: June 6, 2013Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Koji Hagiya, Hiroyuki Asako
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Publication number: 20130137896Abstract: The present invention provides a novel process for preparing a sulfur-containing 2-ketocarboxylate compound without using any enzyme. The process comprises a step of oxidizing a hydroxyacetate compound having an optionally-substituted sulfur-containing hydrocarbon group at 2-position in the presence of ruthenium metal or a ruthenium compound. Preferably, the step is carried out under pressurized condition, and more preferably, in the presence of at least one typical metal selected from the group consisting of an alkali metal compound and an alkaline earth metal compound.Type: ApplicationFiled: August 26, 2011Publication date: May 30, 2013Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Kazuyasu Tani, Taro Hirose, Koji Hagiya
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Publication number: 20130137897Abstract: The present invention provides a novel process for preparing a sulfur-containing 2-ketocarboxylate compound without using any enzyme. The process comprises a step of oxidizing a hydroxyacetate compound having an optionally-substituted sulfur-containing hydrocarbon group at 2-position in the presence of a vanadium compound. Preferably, the step is carried out further in the presence of oxygen, and more preferably, in the presence of an organic solvent.Type: ApplicationFiled: August 26, 2011Publication date: May 30, 2013Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Kazuyasu Tani, Taro Hirose, Koji Hagiya
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Publication number: 20130109884Abstract: The present invention relates to a process for producing an ?-ketocarboxylic acid, comprising a step of oxidizing an ?-ketoaldehyde by mixing a base, carbon dioxide, the ?-ketoaldehyde and a compound represented by formula (2-1).Type: ApplicationFiled: June 21, 2011Publication date: May 2, 2013Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventor: Koji Hagiya
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Publication number: 20130072713Abstract: A novel method for producing methionine without using hydrogen cyanide as a raw material has been demanded. A method for producing methionine including a step A of oxidizing 4-methylthio-2-oxo-1-butanal in the presence of an alcohol; a step B of hydrolyzing a 4-methylthio-2-oxo-butanoic acid ester obtained in the step A; and a step C of subjecting 4-methylthio-2-oxo-butanoic acid obtained in the step B to reductive amination.Type: ApplicationFiled: September 14, 2012Publication date: March 21, 2013Inventors: Koji HAGIYA, Kazuyasu TANI
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Patent number: 8399710Abstract: An alkali metal fluoride dispersion of an alkali metal fluoride and an aprotic organic solvent is obtainable by (A) separating a liquid phase from an alkali metal fluoride dispersion comprising an alcohol solvent and an alkali metal fluoride, and mixing the separated liquid phase with an aprotic organic solvent having a boiling point of 85° C. or higher at normal pressure; (B) obtaining a mixture containing the alkali metal fluoride by (b1) concentrating the mixture containing the alkali metal fluoride to obtain a concentrated fraction and a concentrated residue; (b2) mixing a residue of the alkali metal fluoride dispersion with the concentrated fraction obtained in (b1); and (b3) separating a liquid phase from the mixture containing an alkali metal fluoride obtained in (b2) and mixing the separated liquid phase with the concentrated residue; and (C) removing the alcohol solvent from the mixture containing the alkali metal fluoride.Type: GrantFiled: August 27, 2008Date of Patent: March 19, 2013Assignee: Sumitomo Chemical Company, LimitedInventor: Koji Hagiya