Patents Assigned to IHARA CHEMICAL INDUSTRY CO.
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Publication number: 20070213533Abstract: The present invention provides a process for producing a substituted aniline compound represented by the following general formula (6): (in the formula, R1, R2 and R3 are each independently an alkyl group, an alkoxy group, an alkoxyalkyl group, a haloalkyl group, a carboxyl group, an alkoxycarbonyl group, an alkylcarboxamide group, a nitro group, an aryl group, an arylalkyl group, an aryloxy group, a halogen atom or a hydrogen atom; and X and Y are each independently a hydrogen atom, an alkyl group, an alkoxy group, an alkoxyalkyl group, a haloalkyl group, a carboxyl group, an alkoxycarbonyl group or a halogen atom), characterized by oxidizing a substituted indole compound represented by the following general formula (3): (in the formula, R1, R2, R3, X and Y have the same definitions as given above) to give rise to the ring opening of indole ring to produce an acetanilide compound represented by the following general formula (4): (in the formula, R1, R2, R3, X and Y have the same definitions as gType: ApplicationFiled: April 30, 2007Publication date: September 13, 2007Applicant: Ihara Chemical Industry Co., Ltd.Inventors: Hidetaka Hiyoshi, Mahito Ogawa
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Publication number: 20070213561Abstract: The present invention provides a process for producing a substituted aniline compound represented by the following general formula (6): (in the formula, R1, R2 and R3 are each independently an alkyl group, an alkoxy group, an alkoxyalkyl group, a haloalkyl group, a carboxyl group, an alkoxycarbonyl group, an alkyl-carboxamide group, a nitro group, an aryl group, an arylalkyl group, an aryloxy group, a halogen atom or a hydrogen atom; and X and Y are each independently a hydrogen atom, an alkyl group, an alkoxy group, an alkoxyalkyl group, a haloalkyl group, a carboxyl group, an alkoxycarbonyl group or a halogen atom), characterized by oxidizing a substituted indole compound represented by the following general formula (3): (in the formula, R1, R2, R3, X and Y have the same definitions as given above) to give rise to the ring opening of indole ring to produce an acetanilide compound represented by the following general formula (4): (in the formula, R1, R2, R3, X and Y have the same definitions asType: ApplicationFiled: April 30, 2007Publication date: September 13, 2007Applicant: Ihara Chemical Industry Co., Ltd.Inventors: Hidetaka Hiyoshi, Mahito Ogawa
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Publication number: 20070213532Abstract: The present invention provides a process for producing a substituted aniline compound represented by the following general formula (6): (in the formula, R1, R2 and R3 are each independently an alkyl group, an alkoxy group, an alkoxyalkyl group, a haloalkyl group, a carboxyl group, an alkoxycarbonyl group, an alkyl-carboxamide group, a nitro group, an aryl group, an arylalkyl group, an aryloxy group, a halogen atom or a hydrogen atom; and X and Y are each independently a hydrogen atom, an alkyl group, an alkoxy group, an alkoxyalkyl group, a haloalkyl group, a carboxyl group, an alkoxycarbonyl group or a halogen atom), characterized by oxidizing a substituted indole compound represented by the following general formula (3): (in the formula, R1, R2, R3, X and Y have the same definitions as given above) to give rise to the ring opening of indole ring to produce an acetanilide compound represented by the following general formula (4): (in the formula, R1, R2, R3, X and Y have the same definitions asType: ApplicationFiled: April 30, 2007Publication date: September 13, 2007Applicant: Ihara Chemical Industry Co., Ltd.Inventors: Hidetaka Hiyoshi, Mahito Ogawa
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Patent number: 7262316Abstract: A novel process for industrially producing an aromatic nitrile compound represented by the following general formula (3): characterized in that one of an aromatic hydroxymethyl compound, an aromatic alkoxymethyl compound and an aromatic aldehyde compound, all represented by the following general formula (1): or a mixture thereof is reacted with an oxidized bromine compound represented by the general formula (2) MBrOm ??(2) in the presence of an acid catalyst and either ammonia or an ammonium sat.Type: GrantFiled: October 20, 2003Date of Patent: August 28, 2007Assignee: Ihara Chemical Industry Co., Ltd.Inventor: Kentaro Kawazoe
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Patent number: 7256298Abstract: The present invention provides pyrazole derivatives useful as production intermediates for isoxazoline derivatives having an excellent herbicidal effect and selectivity between crops and weeds as well as processes for producing the same.Type: GrantFiled: July 31, 2003Date of Patent: August 14, 2007Assignees: Ihara Chemical Industry Co., Ltd., Kumiai Chemical Industry Co., Ltd.Inventors: Masao Nakatani, Minoru Ito, Masahiro Miyazaki
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Patent number: 7255779Abstract: The present invention provides a novel indole carboxylic ester trimer which is characterized by being represented by the following general formula (1): wherein R represents a straight or branched chain alkyl group having 1-6 carbon atoms; n is an integer of 1-4; Xa? represents at least one anion selected from a group of anions having a valency of 1-3 consisting of chloride ion, bromide ion, iodide ion, fluoride ion, nitrate ion, sulfate ion, hydrogen sulfate ion, phosphate ion, borofluoride ion, perchlorate ion, thiocyanate ion, acetic acid ion, propionic acid ion, methanesulfonic acid ion, p-toluenesulfonic acid ion, trifluoroacetic acid ion and trifluoromethanesulfonic acid ion; a represents the ionic valence number of X and is an integer of 1-3; and m is 0-0.5.Type: GrantFiled: December 20, 2004Date of Patent: August 14, 2007Assignees: Ihara Chemical Industry Co., Ltd., NEC Tokin CorporationInventors: Hideo Ooi, Naoto Yazawa, Masaya Mitani, Tomoki Nobuta, Toshihiko Nishiyama, Tetuya Yoshinari, Naoki Takahashi
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Patent number: 7238689Abstract: An isoxazoline derivative represented by the following general formula [I]: wherein R1 and R2 may be the same or different and are each an alkyl group; R3, R4, R5 and R6 are each a hydrogen atom; Y is an optionally substituted 5- to 6-membered aromatic heterocyclic group or fused aromatic heterocyclic group having a hetero atom selected from a nitrogen atom, a oxygen atom and a sulfur atom; and n is an integer: of 0 to 2. The isoxazoline derivative has an excellent herbicidal effect and an excellent selectivity between crop and weed.Type: GrantFiled: February 7, 2002Date of Patent: July 3, 2007Assignees: Ihara Chemical Industry Co., Ltd., Japan and Kumiai Chemical IndustryInventors: Masao Nakatani, Ryotaro Kugo, Masahiro Miyazaki, Koichiro Kaku, Makoto Fujinami, Ryohei Ueno, Satoru Takahashi
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Publication number: 20070108416Abstract: The present invention provides a method by which the discoloration of methylenebisaniline compounds can be inhibited even when they are stored at high temperatures for many hours.Type: ApplicationFiled: December 20, 2004Publication date: May 17, 2007Applicant: IHARA CHEMICAL INDUSTRY CO., LTD.Inventors: Mato Nagasawa, Naoya Atsumi, Hirofumi Ichikawa
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Publication number: 20060287375Abstract: A plant disease control agent for agricultural or horticultural use and a pest control agent for agricultural or horticultural use, which contain a benzisothiazoline derivative or a salt thereof as an active ingredient and have the following marked effects. They are highly effective in controlling agricultural or horticultural plant diseases and are highly effective in controlling a wide range of pests. They are effective also in controlling pests having resistance. Furthermore, they are excellent in residual activity and rain resistance without causing chemical damage to crops. The benzisothiazoline derivative of the present invention is represented by the following general formula [I]. The symbols in the formula are defined in the Description.Type: ApplicationFiled: August 23, 2004Publication date: December 21, 2006Applicants: Kumiai Chemical INDUSTRY Co., Ltd., Ihara Chemical Industry Co., Ltd., Yoshinori ITSUKI c/o K. I Chemical Research Institute Co., Ltd.Inventors: Yoshinori Itsuki, Masaru Shibata, Ryu Kajiki, Shunichirou Fukumoto, Katsumi Furuse, Kouji Yamaji, Satoru Takahashi, Yoshihiro Itou
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Publication number: 20060281765Abstract: The present invention provides a process for producing a substituted aniline compound represented by the following general formula (6): (in the formula, R1, R2 and R3 are each independently an alkyl group, an alkoxy group, an alkoxyalkyl group, a haloalkyl group, a carboxyl group, an alkoxycarbonyl group, an alkyl-carboxamide group, a nitro group, an aryl group, an arylalkyl group, an aryloxy group, a halogen atom or a hydrogen atom; and X and Y are each independently a hydrogen atom, an alkyl group, an alkoxy group, an alkoxyalkyl group, a haloalkyl group, a carboxyl group, an alkoxycarbonyl group or a halogen atom), characterized by oxidizing a substituted indole compound represented by the following general formula (3): (in the formula, R1, R2, R3, X and Y have the same definitions as given above) to give rise to the ring opening of indole ring to produce an acetanilide compound represented by the following general formula (4): (in the formula, R1, R2, R3, X and Y have the same definitions asType: ApplicationFiled: May 31, 2006Publication date: December 14, 2006Applicant: Ihara Chemical Industry Co., Ltd.Inventors: Hidetaka Hiyoshi, Mahito Ogawa
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Patent number: 7145007Abstract: A process for the preparation, of (pyrimidin-2-yl)methyl ketones of the general formula (I), in which R1 is in each case a C1-10-alkyl group, a C3-8-cycloalkyl group, an allyl group or an aryl-C1-4-alkyl group, and R2 is a C1-10-alkyl group or aryl group. For this, a malondiimidate of the general formula (II), in which R1 has the meaning given above, is reacted with a ?-keto ester of the general formula (III), in which R2 has the meaning given above, and R3 is a C1-10-alkyl group. The compounds which can be prepared according to the invention are intermediates for the synthesis of agrochemical active ingredients.Type: GrantFiled: October 9, 2002Date of Patent: December 5, 2006Assignees: Lonza Ltd., Ihara Chemical Industry Co. Ltd.Inventors: Gareth J. Griffiths, Hidetaka Hiyoshi
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Patent number: 7141670Abstract: A process for the preparation of 1-(pyrimidin-2-yl)propan-2-ones of general formula (I), in which R is in each case a C1-10-alkyl group, a C3-8-cycloalkyl group, an alkyl group or an aryl-C1-4-alkyl group. For this, a malondiimidate of the general formula (II), in which R has the meaning given above, is reacted with diketene. The compounds which can be prepared according to the invention are intermediates for the synthesis of agrochemical active ingredients.Type: GrantFiled: October 9, 2002Date of Patent: November 28, 2006Assignees: Lonza Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Francis Djojo, Gareth J. Griffiths, Yves Guggisberg, Hidetaka Hiyoshi
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Patent number: 7037930Abstract: 3-Arylphenyl sulfide derivatives represented by general formula (I): ? (wherein R is a C2-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group or the like, B0 to B2 and B3 are hydrogen atoms, halogen atoms, cyano groups, C1-C4 haloalkyl groups or the like, n is 0, 1 or 2, and Ar is a phenyl ring, a pyridine ring, a thiophene ring, a pyrazole ring or the like), and insecticides and miticides containing the 3-arylphenyl sulfide derivatives as an active ingredient.Type: GrantFiled: November 5, 2004Date of Patent: May 2, 2006Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Keiji Toriyabe, Nobuo Takefuji, Minoru Itou, Tetsuya Hirade, Kiyotoshi Nishiyama, Mitsuharu Asahida, Yasunobu Maeda, Nobuhide Wada, Toyokazu Fujisawa, Hiroyuki Yano, Masaaki Komatsu, Osamu Tada
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Publication number: 20050171097Abstract: 3-Arylphenyl sulfide derivatives represented by general formula (I): (wherein R is a C2-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group or the like, B0 to B2 and B3 are hydrogen atoms, halogen atoms, cyano groups, C1-C4 haloalkyl groups or the like, n is 0, 1 or 2, and Ar is a phenyl ring, a pyridine ring, a thiophene ring, a pyrazole ring or the like), and insecticides and miticides containing the 3-arylphenyl sulfide derivatives as an active ingredient.Type: ApplicationFiled: April 5, 2005Publication date: August 4, 2005Applicants: KUMIAI CHEMICAL INDUSTRY CO., LTD., IHARA CHEMICAL INDUSTRY CO., LTD.Inventors: Keiji Toriyabe, Nobuo Takefuji, Minoru Itou, Tetsuya Hirade, Kiyotoshi Nishiyama, Mitsuharu Asahida, Yasunobu Maeda, Nobuhide Wada, Toyokazu Fujisawa, Hiroyuki Yano, Masaaki Komatsu, Osamu Tada
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Publication number: 20050107383Abstract: 3-Arylphenyl sulfide derivatives represented by general formula (I): (wherein R is a C2-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group or the like, B0 to B2 and B3 are hydrogen atoms, halogen atoms, cyano groups, C1-C4 haloalkyl groups or the like, n is 0, 1 or 2, and Ar is a phenyl ring, a pyridine ring, a thiophene ring, a pyrazole ring or the like), and insecticides and miticides containing the 3-arylphenyl sulfide derivatives as an active ingredient.Type: ApplicationFiled: November 5, 2004Publication date: May 19, 2005Applicants: KUMIAI CHEMICAL INDUSTRY CO., LTD., IHARA CHEMICAL INDUSTRY CO., LTD.Inventors: Keiji Toriyabe, Nobuo Takefuji, Minoru Itou, Tetsuya Hirade, Kiyotoshi Nishiyama, Mitsuharu Asahida, Yasunobu Maeda, Nobuhide Wada, Toyokazu Fujisawa, Hiroyuki Yano, Masaaki Komatsu, Osamu Tada
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Patent number: 6872729Abstract: A pyrimidinylbenzimidazole or triazinylbenzimidazole derivative represented by the general formula (I): wherein A is N or CR3, and R1, R2, R3, X, Y and n are as defined in the disclosure.Type: GrantFiled: March 10, 2003Date of Patent: March 29, 2005Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Masaru Shibata, Kiyoshi Kawai, Takechi Makihara, Norihisa Yonekura, Takehiro Kawashima, Junetsu Sakai, Norimichi Muramatsu
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Patent number: 6858639Abstract: 3-Arylphenyl sulfide derivatives represented by general formula (I): ? (wherein R is a C2-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group or the like, B0 to B2 and B3 are hydrogen atoms, halogen atoms, cyano groups, C1-C4 haloalkyl groups or the like, n is 0, 1 or 2, and Ar is a phenyl ring, a pyridine ring, a thiophene ring, a pyrazole ring or the like), and insecticides and miticides containing the 3-arylphenyl sulfide derivatives as an active ingredient.Type: GrantFiled: April 15, 2002Date of Patent: February 22, 2005Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Keiji Toriyabe, Nobuo Takefuji, Minoru Itou, Tetsuya Hirade, Kiyotoshi Nishiyama, Mitsuharu Asahida, Yasunobu Maeda, Nobuhide Wada, Toyokazu Fujisawa, Hiroyuki Yano, Masaaki Komatsu, Osamu Tada
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Patent number: 6841519Abstract: The isoxazoline derivative of the present invention is represented by the following general formula [I]: [wherein Q is a group represented by —S(O)n—(CR5R6)m- (wherein n is an integer of 0 to 2, m is an integer of 1 to 3, and R5 and R6 are a hydrogen atom, a cyano group, an alkoxycarbonyl group, if an alkyl group or the like); R1 and R2 are a hydrogen atom, all optionally substituted alkyl group, an alkoxycarbonyl group, an optionally substituted phenyl group or the like; R3 and R4 are a hydrogen atom, an optionally substituted alkyl group, a cycloalkyl group or the like; Y is a hydrogen atom, an alkoxycarbonyl group, a carboxyl group, an alkenyl group, an optionally substituted alkyl group or an optionally substituted phenyl group]. The herbicide of the present invention contains the above isoxazoline derivative as the active ingredient.Type: GrantFiled: August 9, 2000Date of Patent: January 11, 2005Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Masao Nakatani, Kouichirou Kaku, Takumi Yoshimura, Masatoshi Tamaru, Hiroshi Kawasaki, Kazunori Kobayashi, Takeshige Miyazawa
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Patent number: 6812229Abstract: It is to provide a novel fungicide having high controlling effects on plant diseases particularly on wheat powdery mildew and cucumber gray mold, without ill effects on crops. A carbamate derivative represented by the general formula [I] {wherein X is a halogen atom, a C1-C6 alkyl group or the like, n is 0 or an integer of from 1 to 4, R1 is a C1-C6 alkyl group, R2 is a hydrogen atom, a C1-C6 alkyl group or the like, R3 is a hydrogen atom or a C1-C6 alkyl group, G is an oxygen atom, a sulfur atom or the like, Y is a hydrogen atom, a C1-C10 alkyl group, C2-C10 alkenyl group or the like, and Q is a hydrogen atom, a C1-C6 haloalkyl group, a phenyl group or the like} and an agricultural/horticultural fungicide containing the same as the active ingredient.Type: GrantFiled: February 5, 2002Date of Patent: November 2, 2004Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Masami Ozaki, Shunichiro Fukumoto, Ryuji Tamai, Kazuhiro Ikegaya, Norihisa Yonekura, Takahiro Kawashima, Junetsu Sakai, Norimichi Muramatsu, Makikazu Takagaki, Kouzou Nagayama
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Patent number: 6806230Abstract: Pyrimidine derivatives having excellent herbicidal activities for crop plants and selectivity between crop plants and weeds, are presented. Pyrimidine derivatives represented by the following formula (I): wherein R1 is a hydrogen atom, an alkyl group, a haloalkyl group or the like; R2 is an alkyl group, a phenyl group which may be substituted, or the like; R3 is a hydrogen atom, an alkyl group, an alkynyl group or the like; R7 is a hydrogen atom, a halogen atom, an alkyl group or the like; R8 is a hydrogen atom, an alkyl group or the like, W is a —C(═Q) Z— group or a —SO2— group; Q is O or S; Z is O, S, a —C(R4)R5—, a —NR6 group or the like; each of R4 and R5 is a hydrogen atom, an alkyl group, an alkoxy group or the like; R6 is a hydrogen atom or an alkyl group; and Ar is a phenyl group which may be substituted, a pyridyl group which may be substituted, or the like, and herbicides containing such pyrimidine derivatives as active ingredients.Type: GrantFiled: March 11, 2002Date of Patent: October 19, 2004Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Atsushi Yasuda, Fumiaki Takabe, Ikumi Urushibata, Mikio Yamaguchi, Yoshihiro Yamaji, Makoto Fujinami, Takeshige Miyazawa