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).

  • Publication number: 20230257408
    Abstract: 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: Application
    Filed: July 6, 2021
    Publication date: August 17, 2023
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Leopold Mpaka LUTETE, Koji HAGIYA
  • Patent number: 11028056
    Abstract: 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: Grant
    Filed: May 30, 2018
    Date of Patent: June 8, 2021
    Assignee: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Shun Tanimura, Masaya Tanimoto, Koji Hagiya
  • Publication number: 20200385361
    Abstract: 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: Application
    Filed: December 4, 2018
    Publication date: December 10, 2020
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Koji HAGIYA, Junichi ISHIKAWA
  • Publication number: 20200165209
    Abstract: 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: Application
    Filed: May 30, 2018
    Publication date: May 28, 2020
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Shun TANIMURA, Masaya TANIMOTO, Koji HAGIYA
  • Patent number: 10246445
    Abstract: 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: Grant
    Filed: December 6, 2016
    Date of Patent: April 2, 2019
    Assignee: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventor: Koji Hagiya
  • Publication number: 20190040049
    Abstract: 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: Application
    Filed: December 6, 2016
    Publication date: February 7, 2019
    Applicant: Sumitomo Chemical Company, Limited
    Inventor: Koji HAGIYA
  • Patent number: 10160722
    Abstract: 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: Grant
    Filed: June 1, 2016
    Date of Patent: December 25, 2018
    Assignee: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Junichi Ishikawa, Koji Hagiya, Mitsunobu Kawamura
  • Publication number: 20180290970
    Abstract: 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: Application
    Filed: June 1, 2016
    Publication date: October 11, 2018
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Junichi ISHIKAWA, Koji HAGIYA, Mitsunobu KAWAMURA
  • Publication number: 20140235867
    Abstract: 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: Application
    Filed: August 27, 2012
    Publication date: August 21, 2014
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Koji Hagiya, Akio Tanaka, Toshihiro Hodai
  • Patent number: 8779222
    Abstract: 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: Grant
    Filed: August 27, 2010
    Date of Patent: July 15, 2014
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hiroshi Souda, Koji Hagiya
  • Patent number: 8779190
    Abstract: 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: Grant
    Filed: March 24, 2011
    Date of Patent: July 15, 2014
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kazuyasu Tani, Taro Hirose, Koji Hagiya
  • Patent number: 8604221
    Abstract: 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: Grant
    Filed: May 19, 2010
    Date of Patent: December 10, 2013
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Koji Hagiya, Yasutaka Aoyagi
  • Publication number: 20130281709
    Abstract: 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: Application
    Filed: January 27, 2012
    Publication date: October 24, 2013
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventor: Koji Hagiya
  • Publication number: 20130150611
    Abstract: 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: Application
    Filed: August 25, 2011
    Publication date: June 13, 2013
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventor: Koji Hagiya
  • Publication number: 20130143279
    Abstract: 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: Application
    Filed: May 30, 2011
    Publication date: June 6, 2013
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Koji Hagiya, Hiroyuki Asako
  • Publication number: 20130137896
    Abstract: 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: Application
    Filed: August 26, 2011
    Publication date: May 30, 2013
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Kazuyasu Tani, Taro Hirose, Koji Hagiya
  • Publication number: 20130137897
    Abstract: 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: Application
    Filed: August 26, 2011
    Publication date: May 30, 2013
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Kazuyasu Tani, Taro Hirose, Koji Hagiya
  • Publication number: 20130109884
    Abstract: 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: Application
    Filed: June 21, 2011
    Publication date: May 2, 2013
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventor: Koji Hagiya
  • Publication number: 20130072713
    Abstract: 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: Application
    Filed: September 14, 2012
    Publication date: March 21, 2013
    Inventors: Koji HAGIYA, Kazuyasu TANI
  • Patent number: 8399710
    Abstract: 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: Grant
    Filed: August 27, 2008
    Date of Patent: March 19, 2013
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Koji Hagiya