Patents by Inventor Masaji Hirota

Masaji Hirota 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).

  • Patent number: 10457632
    Abstract: The present invention provides a process for producing an isocyanate compound such as 3-methyl-2-methoxymethyl-1-isocyanate benzene and the like. By reacting 3-Methyl-2-methoxymethyl aniline and the like with phosgene in the presence of a tertiary amine at 10° C. to 14° C. in one or more solvents selected from the group consisting of toluene and xylene, isocyanate compounds such as 3-methyl-2-methoxymethyl-1-isocyanate benzene and the like can be produced at high yield.
    Type: Grant
    Filed: December 14, 2016
    Date of Patent: October 29, 2019
    Assignee: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Takashi Miyamoto, Yuta Nagashima, Masaji Hirota
  • Publication number: 20180354894
    Abstract: The present invention provides a process for producing an isocyanate compound such as 3-methyl-2-methoxymethyl-1-isocyanate benzene and the like. By reacting 3-Methyl-2-methoxymethyl aniline and the like with phosgene in the presence of a tertiary amine at 10° C. to 14° C. in one or more solvents selected from the group consisting of toluene and xylene, isocyanate compounds such as 3-methyl-2-methoxymethyl-1-isocyanate benzene and the like can be produced at high yield.
    Type: Application
    Filed: December 14, 2016
    Publication date: December 13, 2018
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Takashi MIYAMOTO, Yuta NAGASHIMA, Masaji HIROTA
  • Patent number: 10053419
    Abstract: By reacting 3-methyl-2-methoxymethylaniline, etc. with a phosgene compound in the presence of a tertiary amine at 10° C. to 14° C. in at least one kind of solvent selected from a group consisting of chlorobenzene and ortho-dichlorobenzene, an isocyanate compound such as 3-methyl-2-methoxymethyl-1-isocyanatobenzene can be manufactured with good yields.
    Type: Grant
    Filed: November 27, 2015
    Date of Patent: August 21, 2018
    Assignee: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yuya Yoshimoto, Masaji Hirota
  • Publication number: 20170342023
    Abstract: By reacting 3-methyl-2-methoxymethylaniline, etc. with a phosgene compound in the presence of a tertiary amine at 10° C. to 14° C. in at least one kind of solvent selected from a group consisting of chlorobenzene and ortho-dichlorobenzene, an isocyanate compound such as 3-methyl-2-methoxymethyl-1-isocyanatobenzene can be manufactured with good yields.
    Type: Application
    Filed: November 27, 2015
    Publication date: November 30, 2017
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yuya YOSHIMOTO, Masaji HIROTA
  • Patent number: 8937200
    Abstract: A new process capable of producing a 2-(aryloxymethyl)benzaldehyde compound is provided. More particularly, a process for producing a 2-(aryloxymethyl)benzaldehyde compound represented by formula (2) comprising a step of hydrolyzing a compound represented by following formula (1); wherein X1 and X2 each represent independently a chlorine atom, a bromine atom or an iodine atom, Q1, Q2, Q3 and Q4 each represent independently a hydrogen atom or a halogen atom, and Ar represents a phenyl group optionally having a substituent.
    Type: Grant
    Filed: June 27, 2012
    Date of Patent: January 20, 2015
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masaji Hirota, Masashi Takimoto, Tomonori Yamaoka, Yoshio Onogawa
  • Publication number: 20140221695
    Abstract: A new process capable of producing a 2-(aryloxymethyl)benzaldehyde compound is provided. More particularly, a process for producing a 2-(aryloxymethyl)benzaldehyde compound represented by formula (2) comprising a step of hydrolyzing a compound represented by following formula (1); wherein X1 and X2 each represent independently a chlorine atom, a bromine atom or an iodine atom, Q1, Q2, Q3 and Q4 each represent independently a hydrogen atom or a halogen atom, and Ar represents a phenyl group optionally having a substituent.
    Type: Application
    Filed: June 27, 2012
    Publication date: August 7, 2014
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Masaji Hirota, Masashi Takimoto, Tomonori Yamaoka, Yoshio Onogawa
  • Patent number: 8624062
    Abstract: A method for producing a phenylacetamide compound represented by formula (1): wherein Q represents a hydrogen atom or a halogen atom, R2 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R4 represents an alkyl group having 1 to 4 carbon atoms, Ar represents an unsubstituted or substituted phenyl group, R5 represents R4 when R2 is a hydrogen atom, and R5 represents a hydrogen atom when R2 is an alkyl group having 1 to 4 carbon atoms; including reacting a phenylacetamide compound represented by formula (2): wherein Q, R2 and Ar have the same meanings as defined above; with a dialkyl sulfate represented by formula (3): wherein R4 has the same meaning as defined above; in the presence of a base.
    Type: Grant
    Filed: February 12, 2010
    Date of Patent: January 7, 2014
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hajime Ishida, Masaji Hirota, Yoko Miyanaga, Yuya Mizushima
  • Patent number: 8338625
    Abstract: A method of producing a corresponding acetal compound which comprises reacting a benzal halide compound represented by formula (1) (wherein, Q represents a hydrogen atom or a halogen atom, X represents a halogen atom, and Ar represents a phenyl group optionally substituted with at least one group selected from the group consisting of alkyl groups having 1 to 4 carbon atoms and halogen atoms.) and an alcohol compound in the presence of at least one alkaline earth metal compound selected from the group consisting of alkaline earth metal oxides, alkaline earth metal hydroxides and alkaline earth metal carbonates.
    Type: Grant
    Filed: June 9, 2009
    Date of Patent: December 25, 2012
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshio Onogawa, Kazuyoshi Yamanaka, Masaji Hirota
  • Publication number: 20120310003
    Abstract: A method for producing a salt of an amine with a cyanoalkenylcyclopropanecarboxylic acid, the method comprising a first step of mixing a carboxylic acid compound represented by formula (2C) and at least one amine selected from the group consisting of primary amines and secondary amines in an organic solvent; a second step of depositing a salt of the amine with a cyanoalkenylcyclopropanecarboxylic acid represented by formula (2) from the mixture obtained in the first step; and a third step of recovering the salt deposited in the second step; wherein, R represents an alkyl group optionally having a substituent or a halogen atom.
    Type: Application
    Filed: February 10, 2011
    Publication date: December 6, 2012
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Ichiro Komoto, Toshio Somyo, Masaji Hirota
  • Patent number: 8309752
    Abstract: A method for producing a compound represented by the following formula (2) (wherein, X, R1 and m represent respectively the same meaning as described below) which comprises reacting a compound represented by the following formula (1) (wherein, X represents an optionally substituted alkyl group or the like. R1 represents an optionally substituted alkyl group or the like. m represents an integer of 0 to 4. When m represents an integer of 2 to 4, R1s may be the same or different from each other) with hydrogen cyanide in an amount of 1.2 to 5 mol with respect to 1 mol of the compound, in the presence of an organic base, in an organic solvent.
    Type: Grant
    Filed: June 24, 2009
    Date of Patent: November 13, 2012
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hajime Ishida, Masaji Hirota
  • Patent number: 8299288
    Abstract: Disclosed is a method for producing a compound represented by Formula (4), the method including Step I of adding a solution in which hydrogen chloride is dissolved in an alcohol, to a mixture containing an organic solvent and a compound represented by Formula (1), and Step II of mixing a compound obtained in Step I, represented by Formula (3), with water.
    Type: Grant
    Filed: August 24, 2009
    Date of Patent: October 30, 2012
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hajime Ishida, Masaji Hirota
  • Publication number: 20120101294
    Abstract: Disclosed is a process for producing a (fluoroalkylthio)acetic acid ester represented by the formula (3) wherein R, R1 and R2 have the same meanings as defined below, which comprises reacting a thioglycolic acid ester represented by the formula (1) wherein R represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and R1 represents an alkyl group having 1 to 4 carbon atoms, with fluoroolefin represented by the formula (2) wherein R2 represents a fluoroalkyl group having 1 to 5 carbon atoms, in the presence of a radical generator.
    Type: Application
    Filed: August 6, 2010
    Publication date: April 26, 2012
    Inventors: Masaji Hirota, Hiroyuki Miyazaki, Tadayoshi Itoh
  • Publication number: 20110295035
    Abstract: A method for producing a phenylacetamide compound represented by formula (1): wherein Q represents a hydrogen atom or a halogen atom, R2 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R4 represents an alkyl group having 1 to 4 carbon atoms, Ar represents an unsubstituted or substituted phenyl group, R5 represents R4 when R2 is a hydrogen atom, and R5 represents a hydrogen atom when R2 is an alkyl group having 1 to 4 carbon atoms; including reacting a phenylacetamide compound represented by formula (2): wherein Q, R2 and Ar have the same meanings as defined above; with a dialkyl sulfate represented by formula (3): wherein R4 has the same meaning as defined above; in the presence of a base.
    Type: Application
    Filed: February 12, 2010
    Publication date: December 1, 2011
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Hajime Ishida, Masaji Hirota, Yoko Miyanaga, Yuya Mizushima
  • Publication number: 20110118498
    Abstract: A method for producing a compound represented by the following formula (2) (wherein, X, R1 and m represent respectively the same meaning as described below) which comprises reacting a compound represented by the following formula (1) (wherein, X represents an optionally substituted alkyl group or the like. R1 represents an optionally substituted alkyl group or the like. m represents an integer of 0 to 4. When m represents an integer of 2 to 4, R1s may be the same or different from each other) with hydrogen cyanide in an amount of 1.2 to 5 mol with respect to 1 mol of the compound, in the presence of an organic base, in an organic solvent.
    Type: Application
    Filed: June 24, 2009
    Publication date: May 19, 2011
    Inventors: Hajime Ishida, Masaji Hirota
  • Publication number: 20110098489
    Abstract: A method of producing a corresponding acetal compound which comprises reacting a benzal halide compound represented by formula (1) (wherein, Q represents a hydrogen atom or a halogen atom, X represents a halogen atom, and Ar represents a phenyl group optionally substituted with at least one group selected from the group consisting of alkyl groups having 1 to 4 carbon atoms and halogen atoms.) and an alcohol compound in the presence of at least one alkaline earth metal compound selected from the group consisting of alkaline earth metal oxides, alkaline earth metal hydroxides and alkaline earth metal carbonates.
    Type: Application
    Filed: June 9, 2009
    Publication date: April 28, 2011
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yoshio Onogawa, Kazuyoshi Yamanaka, Masaji Hirota
  • Patent number: 7880038
    Abstract: A metal catalyst obtained by contacting (A) at least one metal or metal compound selected from i) tungsten compounds composed of tungsten and an element of group IIIb, IVb, Vb, or VIb, ii) molybdenum compounds composed of molybdenum and an element of group IIIb, IVb, Vb, or VIb, and iii) tungsten metal and molybdenum metal; (B) at least one compound selected from tertiary amine compounds, tertiary amine oxide compounds, nitrogen-containing aromatic compounds and nitrogen-containing aromatic N-oxide compounds; (C) hydrogen peroxide; and (D) a phosphate compound, is provided.
    Type: Grant
    Filed: April 14, 2004
    Date of Patent: February 1, 2011
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masaji Hirota, Koji Hagiya
  • Patent number: 7491845
    Abstract: It is provided to a process for producing adipic acid which comprises making a wastewater containing hydroxycaproic acid and discharged from the step of oxidizing cyclohexane with molecular oxygen in a liquid phase react with hydrogen peroxide in the presence of a tungsten catalyst in the pH range of 0 to 6.
    Type: Grant
    Filed: May 18, 2004
    Date of Patent: February 17, 2009
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masaji Hirota, Koji Hagiya
  • Publication number: 20080039653
    Abstract: It is provided to a process for producing adipic acid which comprises making a wastewater containing hydroxycaproic acid and discharged from the step of oxidizing cyclohexane with molecular oxygen in a liquid phase react with hydrogen peroxide in the presence of a tungsten catalyst in the pH range of 0 to 6.
    Type: Application
    Filed: May 18, 2004
    Publication date: February 14, 2008
    Inventors: Masaji Hirota, Koji Hagiya
  • Publication number: 20070078273
    Abstract: A process for preparing 5-methyl-2-furfural in a high yield by reacting 2-methylfuran, phosgene and N,N-dimethylformamide in a reaction medium comprising a hydrocarbon at a temperature of at least 45° C. and hydrolyzing a reaction mixture.
    Type: Application
    Filed: September 28, 2006
    Publication date: April 5, 2007
    Inventor: Masaji Hirota
  • Publication number: 20060211891
    Abstract: A metal catalyst obtained by contacting (A) at least one metal or metal compound selected from i) tungsten compounds composed of tungsten and an element of group IIIb, IVb, Vb, or VIb, ii) molybdenum compounds composed of molybdenum and an element of group IIIb, IVb, Vb, or VIb, and iii) tungsten metal and molybdenum metal; (B) at least one compound selected from tertiary amine compounds, tertiary amine oxide compounds, nitrogen-containing aromatic compounds and nitrogen-containing aromatic N-oxide compounds; (C) hydrogen peroxide; and (D) a phosphate compound, is provided.
    Type: Application
    Filed: April 14, 2004
    Publication date: September 21, 2006
    Inventors: Masaji Hirota, Koji Hagiya