Patents Assigned to Ihara Chemical Industry Co., Ltd.
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Patent number: 8748605Abstract: Disclosed is a method for producing 4,6-dialkoxy-2-cyanomethylpyrimidine and also disclosed is a synthetic intermediate thereof. More specifically disclosed is a method for producing 4,6-dialkoxy-2-cyanomethylpyrimidine represented by general formula (2) (wherein R represents an alkyl group), comprising reacting a t-butyl cyanoacetate derivative represented by general formula (1) (wherein R has the same meaning as described above) in the presence of an acid, and also disclosed is a t-butyl cyanoacetate derivative represented by general formula (1) (wherein R represents an alkylgroup).Type: GrantFiled: August 4, 2010Date of Patent: June 10, 2014Assignee: Ihara Chemical Industry Co., Ltd.Inventor: Kentaro Kawazoe
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Patent number: 8741803Abstract: To provide a pesticidal composition which controls a pest undesirable for cultivation of a useful crop plant or a useful plant. A pesticidal composition comprising the following (component A) and the following (component B) as active ingredients: (component A): one or more compounds selected from 3-arylphenyl sulfide derivatives represented by the formula [I]: (component A): wherein R is a C2-C6 alkyl group which may be substituted, or the like, each of B0, B1, B2 and B3 which are independent of one another, is a hydrogen atom, a halogen atom or a haloalkyl group, n is an integer of from 0 to 2, and Ar is a phenyl group, a pyrazolyl group or a triazolyl group, (component B): one or more compounds selected from the group consisting of triazamate, butocarboxim, butoxycarboxim, chromafenozide, halofenozide, cyflumetofen, prallethrin, acetoprole, ethiprole, methamidophos, flonicamid, pyridalyl, flufenerim, flubendiamide, tebufenozide, fenazaquin and cyenopyrafen.Type: GrantFiled: July 31, 2008Date of Patent: June 3, 2014Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Yoshihiro Ito, Yuki Nakano
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Patent number: 8729116Abstract: To provide a triazole compound which has remarkably excellent pesticidal activities.Type: GrantFiled: May 27, 2011Date of Patent: May 20, 2014Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Keiji Toriyabe, Jun Inoue, Masaaki Komatsu
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Patent number: 8648075Abstract: The present invention is to provide an oxopyrazine derivative having an excellent herbicidal activity and besides exhibiting high safety for useful crops and the like, or a salt thereof, and a herbicide containing the same. The present invention relates to an oxopyrazine derivative represented by formula [I]: wherein X1 represents an oxygen atom or a sulfur atom; X2 represents CH or N(O)m; m represents an integer of 0 or 1; R1 represents a hydrogen atom, a C1-C12 alkyl group and the like; R2 represents a halogen atom, a cyano group and the like; R3 is a hydroxyl group, a halogen atom and the like; A1 represents C(R4R5); A2 represents C(R6R7) or C?O; A3 represents C(R8R9); R4 to R9 represent a hydrogen atom or an alkyl group, or a salt thereof, and a herbicide containing these compounds.Type: GrantFiled: January 17, 2013Date of Patent: February 11, 2014Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Ryuji Tamai, Minoru Ito, Masami Kobayashi, Takashi Mitsunari, Yuki Nakano
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Patent number: 8648207Abstract: A process for production of a (1H-1,2,4-triazol-1-yl)benzene compound represented the general formula (5) [wherein R is a C1 to C6 alkyl group or a cyclic C1 to C6 alkyl group; A1 is a hydrogen atom, an amino group, a mono(C1 to C6 alkyl)amino group or a di(C1 to C6 alkyl)amino group; and A2 is a halogen atom, a C1 to C6 alkyl group or a cyclic C1 to C6 alkyl group], which comprises reacting a triazole compound represented by the general formula (2) (wherein A1 has the same definition as given above) with a phenylboronic acid compound represented by the general formula (3) (wherein R and A2 have the same definitions as given above) or a phenylboroxine compound represented by the general formula (4) (wherein R and A2 have the same definitions as given above) in the presence of a copper catalyst.Type: GrantFiled: September 21, 2012Date of Patent: February 11, 2014Assignee: Ihara Chemical Industry Co., Ltd.Inventor: Kentaro Kawazoe
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Patent number: 8563745Abstract: A process for producing 3,4-dichloro-5-cyanoisothiazole represented by a general formula (3): the process comprising: reacting a nitrile compound represented by a general formula (1): (wherein “n” denotes an integer of 0 to 2), with sulfur chloride represented by a general formula (2): SmCl2??(2) (wherein “m” represents an integer of 1 to 2), or a mixture thereof in an aprotic polar solvent. There is provided a process for producing 3,4-dichloro-5-cyanoisothiazole, which is capable of suppressing by-production of a waste, without using a raw material having a strong toxicity; and is capable of providing a product having a higher purity in a high yield and efficiency in an industrial scale, in a simple manner.Type: GrantFiled: April 30, 2010Date of Patent: October 22, 2013Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Takayuki Nakamura, Hironobu Kumagai, Mahito Ogawa
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Publication number: 20130137577Abstract: The present invention is to provide an oxopyrazine derivative having an excellent herbicidal activity and besides exhibiting high safety for useful crops and the like, or a salt thereof, and a herbicide containing the same. The present invention relates to an oxopyrazine derivative represented by formula [I]: wherein X1 represents an oxygen atom or a sulfur atom; X2 represents CH or N(O)m; m represents an integer of 0 or 1; R1 represents a hydrogen atom, a C1-C12 alkyl group and the like; R2 represents a halogen atom, a cyano group and the like; R3 is a hydroxyl group, a halogen atom and the like; A1 represents C(R4R5); A2 represents C(R6R7) or C?O; A3 represents C(R8R9); R4 to R9 represent a hydrogen atom or an alkyl group, or a salt thereof, and a herbicide containing these compounds.Type: ApplicationFiled: January 17, 2013Publication date: May 30, 2013Applicants: IHARA CHEMICAL INDUSTRY CO., LTD., KUMIAI CHEMICAL INDUSTRY CO., LTD.Inventors: KUMIAI CHEMICAL INDUSTRY CO., LTD., IHARA CHEMICAL INDUSTRY CO., LTD.
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Patent number: 8440838Abstract: An aryl (1H-1,2,4-triazol-1-yl) compound is useful for producing a 3-(1H-1,2,4-triazol-1-yl)phenylsulfide compound (useful, e.g., as an insecticide). Also disclosed is a process for producing the compound. The aryl (1H-1,2,4-triazol-1-yl) compound is represented by the general formula (1), below, wherein R represents a C1-C6 alkyl group or a cyclic C3-C6 alkyl group; A1 represents a hydrogen atom, an amino group, a mono(C1-C6 alkyl amino group or a di (C1-C6 alkyl) amino group; A2 represents a halogen atom, a C1-C6 alkyl group or a cyclic C3-C6 alkyl group; and Z represents a hydrogen atom, a halo-sulfonyl group or a mercapto group.Type: GrantFiled: November 28, 2008Date of Patent: May 14, 2013Assignee: Ihara Chemical Industry Co., Ltd.Inventor: Kentaro Kawazoe
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Publication number: 20130102568Abstract: [PROBLEMS] The present invention provides a novel alkoxyimino derivative or a salt thereof, as well as to a pest control agent containing the derivative or salt thereof as an active ingredient, which shows an excellent pest control effect on a wide range of pests in the agricultural and horticultural field and is also capable of controlling resistant pests. [MEANS FOR SOLVING PROBLEMS] The novel alkoxyimino derivative is characterized by being represented by general formula [I] (in the formula, X, R1, R2 and Q are as defined in the specification) and the post control agent is characterized by containing as an active ingredient the alkoxyimino derivative or a salt thereof.Type: ApplicationFiled: June 21, 2011Publication date: April 25, 2013Applicant: Kumiai Chemical Industry Co., Ltd. and Ihara Chemical Industry Co., Ltd.Inventors: Shunichirou Fukumoto, Daisuke Shikama, Keiji Toriyabe, Toshihiro Nagata, Masaaki Komatsu, Takeshi Matsuda, Yuki Nakano
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Publication number: 20130102468Abstract: Disclosed are compounds exhibiting sufficient herbicidal activity at low application dosage when they are applied to soils and foliage, and an agrochemical composition using the same, in particular herbicides. The compounds are triazine derivatives represented by following Formula 1 or salts thereof, and the herbicides containing them: [Chem. 28] wherein in the formula, R1 represents a hydrogen atom; a C1-C12 alkyl group; a C2-C6 alkenyl group, etc., R2 represents a C1-C12 alkyl group, etc., Y and Z represent an oxygen atom or a sulfur atom, and A represents a 5- or 6-membered cyclic group which may contain a nitrogen atom, an oxygen atom, or a sulfur atom.Type: ApplicationFiled: May 26, 2011Publication date: April 25, 2013Applicants: IHARA CHEMICAL INDUSTRY CO., LTD., KUMIAI CHEMICAL INDUSTRY CO., LTD.Inventors: Atsushi Shibayama, Ryu Kajiki, Masami Kobayashi, Takashi Mitsunari, Atsushi Nagamatsu
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Patent number: 8389523Abstract: The present invention is to provide an oxopyrazine derivative having an excellent herbicidal activity and besides exhibiting high safety for useful crops and the like, or a salt thereof, and a herbicide containing the same. The present invention relates to an oxopyrazine derivative represented by formula [I]: wherein X1 represents an oxygen atom or a sulfur atom; X2 represents CH or N(O)m; m represents an integer of 0 or 1; R1 represents a hydrogen atom, a C1-C12 alkyl group and the like; R2 represents a halogen atom, a cyano group and the like; R3 is a hydroxyl group, a halogen atom and the like; A1 represents C(R4R5); A2 represents C(R6R7) or C?O; A3 represents C(R8R9); R4 to R9 represent a hydrogen atom or an alkyl group, or a salt thereof, and a herbicide containing these compounds.Type: GrantFiled: July 31, 2008Date of Patent: March 5, 2013Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Ryuji Tamai, Minoru Ito, Masami Kobayashi, Takashi Mitsunari, Yuki Nakano
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Publication number: 20130046002Abstract: To provide a triazole compound which has remarkably excellent pesticidal activities.Type: ApplicationFiled: May 27, 2011Publication date: February 21, 2013Applicants: Ihara Chemical Industry Co., Ltd., Kumai Chemical Industry Co., Ltd.Inventors: Keiji Toriyabe, Jun Inoue, Masaaki Komatsu
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Publication number: 20130023666Abstract: A process for production of a (1H-1,2,4-triazol-1-yl)benzene compound represented the general formula (5) [wherein R is a C1 to C6 alkyl group or a cyclic C1 to C6 alkyl group; A1 is a hydrogen atom, an amino group, a mono(C1 to C6 alkyl)amino group or a di(C1 to C6 alkyl)amino group; and A2 is a halogen atom, a C1 to C6 alkyl group or a cyclic C1 to C6 alkyl group], which comprises reacting a triazole compound represented by the general formula (2) (wherein A1 has the same definition as given above) with a phenylboronic acid compound represented by the general formula (3) (wherein R and A2 have the same definitions as given above) or a phenylboroxine compound represented by the general formula (4) (wherein R and A2 have the same definitions as given above) in the presence of a copper catalyst.Type: ApplicationFiled: September 21, 2012Publication date: January 24, 2013Applicant: IHARA CHEMICAL INDUSTRY CO., LTD.Inventor: IHARA CHEMICAL INDUSTRY CO., LTD.
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Patent number: 8334410Abstract: A method for producing a 3-mercaptoaniline compound, which is a known intermediate for a 3-(1H-1,2,4-triazol-1-yl)phenylsulfide derivative, useful as a pesticide, and a method for producing a compound which can be used as a starting material in producing the 3-mercaptoaniline compound are disclosed. In one embodiment the nitro group and the chlorosulfonyl group of a 3-nitrobenzenesulfonyl chloride compound represented by general formula (1): are reduced in the presence of an acid catalyst to produce a compound of general formula (2): In the above general formulas (1) and (2), R represents an alkyl group or a cyclic alkyl group, and X represents a halogen atom.Type: GrantFiled: November 28, 2008Date of Patent: December 18, 2012Assignee: Ihara Chemical Industry Co., Ltd.Inventor: Kentaro Kawazoe
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Patent number: 8334236Abstract: Provided are 2-pyridone derivatives which have excellent herbicidal activity and exhibit high safety to useful crops and so on; salts thereof; and herbicides containing same. In more detail, 2-pyridone derivatives represented by general formula [I] or agrochemically acceptable salts thereof, and herbicides containing these compounds are provided. In general formula [I], X1 is an oxygen atom or a sulfur atom; X2, X3, and X4 are to each CH or N(O)m; m is an integer of 0 or 1; R1 is a hydrogen atom, a C1-12 alkyl group, or the like; R2 is a halogen atom, a cyano group, or the like; n is an integer of 0 to 4; R3 is a hydroxyl group, a halogen atom, or the like; A1 is C(R11R12); A2 is C(R13R14) or C?O; A3 is C(R15R16); and R11, R12, R13, R14, R15, and R16 are each independently a hydrogen atom or a C1-6 alkyl group.Type: GrantFiled: February 2, 2010Date of Patent: December 18, 2012Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Fumiaki Takabe, Yuuki Hirano, Akira Funyu, Masami Kobayashi, Takashi Mitsunari
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Publication number: 20120190851Abstract: Disclosed is a method for producing 4,6-dialkoxy-2-cyanomethylpyrimidine and also disclosed is a synthetic intermediate thereof. More specifically disclosed is a method for producing 4,6-dialkoxy-2-cyanomethylpyrimidine represented by general formula (2) (wherein R represents an alkyl group), comprising reacting a t-butyl cyanoacetate derivative represented by general formula (1) (wherein R has the same meaning as described above) in the presence of an acid, and also disclosed is a t-butyl cyanoacetate derivative represented by general formula (1) (wherein R represents an alkylgroup).Type: ApplicationFiled: August 4, 2010Publication date: July 26, 2012Applicant: Ihara Chemical Industry Co., Ltd.Inventor: Kentaro Kawazoe
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Publication number: 20120178931Abstract: Provided is a process by which pyrimidinylacetonitrile derivatives can be prepared easily and efficiently from industrially available raw materials. Also provided are intermediates for the synthesis of the derivatives. A process for the preparation of pyrimidinylacetonitrile derivatives represented by general formula (3) [wherein X is a halogen atom, and R is an alkoxymethyl group], characterized by reacting a 2,4-dihalogeno-6-nitrobenzene derivative represented by general formula (1) [wherein X and R are each as defined above] with 4,6-dimethoxy-2-cyanomethylpyrimidine represented by general formula (2) [wherein Me represents a methyl group] in the presence of a base; and intermediates for the synthesis of the pyrimidinylacetonitrile derivatives.Type: ApplicationFiled: August 23, 2010Publication date: July 12, 2012Applicant: IHARA CHEMICAL INDUSTRY CO., LTDInventor: Kentaro Kawazoe
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Patent number: 8193295Abstract: A novel amide group-containing siloxane amine compound, which is useful as a diamine component of a polybenzimidazole resin, a polybenzoxazole resin, and particularly a polyimide resin, which is derived from an amine monomer, has a chemical structure represented by the formula (1). In the formula (1), R1 and R2 each independently represent an optionally substituted alkylene group; p denotes an integer of 0 to 3; q denotes an integer of 0 to 3; m denotes an integer of 1 to 30; and n denotes an integer of 0 to 20; provided that p and q are not 0 at the same time.Type: GrantFiled: July 28, 2008Date of Patent: June 5, 2012Assignees: Sony Chemical & Information Device Corporation, Ihara Chemical Industry Co., Ltd.Inventors: Tomoyasu Sunaga, Junichi Ishii, Etsuchi Nishikawa
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Publication number: 20120046473Abstract: A process for producing 3,4-dichloro-5-cyanoisothiazole represented by a general formula (3): the process comprising: reacting a nitrile compound represented by a general formula (1): (wherein “n” denotes an integer of 0 to 2), with sulfur chloride represented by a general formula (2): [Chemical Formula 18] SmCl2 ??(2) (wherein “m” represents an integer of 1 to 2), or a mixture thereof in an aprotic polar solvent. There is provided a process for producing 3,4-dichloro-5-cyanoisothiazole, which is capable of suppressing by-production of a waste, without using a raw material having a having a strong toxicity; and is capable of providing a product having a higher purity in a high yield and efficiency in an industrial scale, in a simple manner.Type: ApplicationFiled: April 30, 2010Publication date: February 23, 2012Applicant: IHARA CHEMICAL INDUSTRY CO., LTD.Inventors: Takayuki Nakamura, Hironobu Kumagai, Mahito Ogawa
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Publication number: 20120004443Abstract: Disclosed is a process for the production of ketomalonic acid compounds or hydrates thereof by reacting a malonic acid compound with one or more chlorous acid compounds selected from among chlorous acid and chlorites and thus oxidizing the methylene group of the malonic acid compound. The process does not necessitate highly toxic reagents, lowly safe reagents, special reactants, special reaction equipment, expensive reagents, expensive catalysts, or transition metals such as noble metals, and permits the selection of mild reaction conditions and simple operation, thus enabling efficient and easy production of ketomalonic acid compounds such as ketomalonic diesters under simple and easy conditions suitable for industrialization.Type: ApplicationFiled: June 25, 2010Publication date: January 5, 2012Applicant: IHARA CHEMICAL INDUSTRY CO., LTD.Inventor: Shinki Tani