Patents by Inventor Isao Yokomichi
Isao Yokomichi 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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Patent number: 4563529Abstract: A trifluoromethylpyridine selected from the group consisting of .alpha.-trifluoromethylpyridine, .gamma.-trifluoromethylpyridine, a bis(trifluoromethyl)pyridine and chlorides thereof which have 1 to 3 chlorine atoms in its pyridine nucleus is produced by reacting a pyridine derivative selected from the group consisting of .alpha.-picoline, .gamma.-picoline and a lutidine with chlorine and anhydrous hydrogen fluoride at a temperature of 300.degree. to 600.degree. C. in a vapor phase in the presence of a diluent and a catalyst comprising a fluoride of a metallic element selected from the group consisting of aluminum, chromium, iron, nickel, manganese, cobalt and copper.Type: GrantFiled: June 4, 1981Date of Patent: January 7, 1986Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Yasuhiro Tsujii, Shigeyuki Nishimura
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Patent number: 4546191Abstract: A trifluoromethyl-2-(thio)pyridone compound having the formula: ##STR1## wherein X represents a hydrogen atom or a halogen atom, Y.sub.1 and Y.sub.2 each represents a hydrogen atom, a halogen atom or a trifluoromethyl group, and Z represents an oxygen atom or a sulfur atom, in which either Y.sub.1 or Y.sub.2 represents a trifluoromethyl group, and when X and Y.sub.2, or X and Y.sub.1 represent a hydrogen atom at the same time, then Z represents a sulfur atom,and a process for preparing the same.Type: GrantFiled: March 19, 1980Date of Patent: October 8, 1985Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Takahiro Haga, Kuniaki Nagatani, Kouji Hayashi
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Patent number: 4420618Abstract: 5,6-Dichloro-.beta.-trifluoromethylpyridine or 2,5,6-trichloro-.beta.-trifluoromethylpyridine is produced by reacting 6-chloro-.beta.-trifluoromethylpyridine or 2,6-dichloro-.beta.-trifluoromethylpyridine with chlorine gas to chlorinate the 5-position of pyridine nucleus thereof:(1) at a temperature of 100.degree. C. to 250.degree. C. and at least sufficient amount of chlorine for the reaction;(2) in the presence of the catalyst of amount of at least 40% by weight (based on the 6-chloro or/and 2,6-dichloro-.beta.-trifluoromethylpyridine), the catalyst being chlorides a metallic element selected from the group consisting of iron, tungsten, molybdenum, titanium, and antimony.Type: GrantFiled: July 26, 1982Date of Patent: December 13, 1983Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Isao Yokomichi, Takahiro Haga, Rikuo Nasu, Kuniaki Nagatani, Toshio Nakajima
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Patent number: 4417055Abstract: A pyridine derivative having the formula ##STR1## wherein X.sup.2 and Y.sup.2 represents hydrogen atom or chlorine atom is produced by reacting a pyridine compound having the formula ##STR2## wherein X.sup.1 and Y.sup.1 represent hydrogen atom or chlorine atom, with chlorine and anhydrous hydrogen fluoride by a vapor phase reaction in the presence of a catalyst at a temperature of 250.degree. to 600.degree. C. using as the catalyst a fluoride of a metal selected from the group consisting of copper, vanadium, tin, bismuth, zirconium, magnesium, barium, zinc, calcium, potassium and sodium.Type: GrantFiled: March 9, 1982Date of Patent: November 22, 1983Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Yasuhiro Tsujii, Shigeyuki Nishimura
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Patent number: 4399143Abstract: A phenoxybutyltriazole compound represented by the following formula (I): ##STR1## wherein X is a halogen atom, a phenyl group or a 5-trifluoromethylpyridine-2-yloxy group; Y is a halogen atom or a trifluoromethyl group; Q is a >C.dbd.O group or a >CH--OH group; A is a >CH-- group or a nitrogen atom; and m and n are each an integer of 0 to 2, or a salt thereof, which is useful as an active ingredient for agricultural and horticultural fungicides, is disclosed. A process for producing the compound of the formula (I) is also disclosed.Type: GrantFiled: September 25, 1981Date of Patent: August 16, 1983Assignee: Ishihara Sangyo Kaisha, Ltd.Inventors: Isao Yokomichi, Takahiro Haga, Terumasa Komyoji, Toshio Nakajima, Norifusa Matsuo
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Patent number: 4380670Abstract: An aminobenzene is produced by reacting a chlorobenzene with ammonia in the presence of a copper type catalyst, namely by reacting ammonia with 3,5-diaminochlorobenzene to produce 1,3,5-triaminobenzene at a temperature of 150.degree. to 250.degree. C. at a molar ratio of ammonia of 2 to 10 to 3,5-diaminochlorobenzene in the presence of a copper compound catalyst.Type: GrantFiled: April 3, 1981Date of Patent: April 19, 1983Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Itaru Shigehara, Mikio Miyaji
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Patent number: 4368340Abstract: 1,3,5,-Trichlorobenzene is produced by chlorinating 1,3,5-trihalobenzene having 1 to 3 bromine atom and 2 to 0 chlorine atom. The gaseous 1,3,5-halobenzene having 1 to 3 bromine atom and 2 to 0 chlorine atom is brought into contact with chlorine gas at a molar ratio of 0.5 to 3.0 of the stoichiometric amount of chlorine required for said conversion, in a vapor phase at a temperature of 280.degree. to 500.degree. C.Type: GrantFiled: December 4, 1980Date of Patent: January 11, 1983Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Itaru Shigehara, Mikio Miyaji
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Patent number: 4367336Abstract: A 2-substituted-5-trifluoromethylpyridine compound represented by Formula (I): ##STR1## wherein X is a hydrogen atom or a halogen atom, and Y is a cyano group or a carboxy group, provided that Y is a cyano group, then X is a halogen atom, or a salt thereof, and a process for the production of the same. This compound is useful as an intermediate for the production of various fine chemicals.Type: GrantFiled: February 23, 1981Date of Patent: January 4, 1983Assignee: Ishihara Sangyo Kaisha, Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Takahiro Haga, Toru Koyanagi
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Patent number: 4349681Abstract: A novel compound, 2-amino-trifluoromethyl-halogenopyridine, is provided, which is prepared by amination of a 2-halogeno-trifluoromethyl-halogenopyridine or by halogenation of 2-amino-trifluoromethylpyridine. This compound is useful as an intermediate for synthesis of agricultural chemicals and medicines.Type: GrantFiled: December 22, 1980Date of Patent: September 14, 1982Assignee: Ishihara Sangyo Kaisha, Ltd.Inventors: Isao Yokomichi, Takahiro Haga, Kuniaki Nagatani, Toshio Nakajima
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Patent number: 4347390Abstract: 1-Bromo-3,5-dichlorobenzene is produced in high efficiency by a special isomerization of monobromodichlorobenzene in the presence of an aluminum halide and separating the object product and recycling a residue.1-Bromo-3,5-dichlorobenzene is useful intermediates for various agricultural chemicals, dyes and medicines.Type: GrantFiled: November 13, 1980Date of Patent: August 31, 1982Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Yasuhiro Tsujii, Itaru Shigehara, Kuniaki Nagatani, Shigeyuki Nishimura
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Patent number: 4332961Abstract: .alpha.-[4-(4-Trifluoromethylphenoxy)phenoxy]alkanecarboxylic acids (the "4-trifluoromethylphenoxy group" of which may contain one chlorine atom as a substituent) and derivatives thereof useful as a herbicide, a herbicidal composition containing the compound, methods of controlling weeds and production thereof.Type: GrantFiled: April 15, 1977Date of Patent: June 1, 1982Assignee: Ishihara Sangyo Kaisha, Ltd.Inventors: Ryohei Takahashi, Kanichi Fujikawa, Isao Yokomichi, Sinzo Someya, Nobuyuki Sakashita
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Patent number: 4324665Abstract: This is a process for recovering bromine from a waste liquid formed in the production of an aniline derivative by ammonolysis of a nuclear substituted bromobenzene derivative with a halogen atom or a functional group. The waste liquid is first subjected to chlorine treatment in alkaline region to remove most part of ammonia and aniline derivatives, and then it is subjected to chlorine treatment in acidic region to recover bromine. The process does not involve danger of explosion accidents and can be smoothly operated.Type: GrantFiled: November 5, 1980Date of Patent: April 13, 1982Assignees: Ishihara Sangyo Kaisha, Ltd., Nissan Chemical Industries, Ltd.Inventors: Isao Yokomichi, Takeo Yamada, Akio Mohri, Kiyoshi Ota, Minoru Ikeda
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Patent number: 4314069Abstract: .alpha.-[4-(4-Trifluoromethylphenoxy)phenoxy]alkanecarboxylic acids (the "4-trifluoromethylphenoxy group" of which may contain one chlorine atom as a substituent) and derivatives thereof useful as a herbicide, a herbicidal composition containing the compound, methods of controlling weeds and production thereof.Type: GrantFiled: April 15, 1977Date of Patent: February 2, 1982Assignee: Ishihara Sangyo Kaisha, Ltd.Inventors: Ryohei Takahashi, Kanichi Fujikawa, Isao Yokomichi, Sinzo Someya, Nobuyuki Sakashita
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Patent number: 4309562Abstract: .alpha.[4-(4-Trifluoromethylphenoxy)phenoxy]alkanecarboxylic acids (the "4-trifluoromethylphenoxy group" of which may contain one chlorine atom as a substituent) and derivatives thereof useful as a herbicide, a herbicidal composition containing the compound, methods of controlling weeds and production thereof.Type: GrantFiled: April 15, 1977Date of Patent: January 5, 1982Assignee: Ishihara Sangyo Kaisha, Ltd.Inventors: Ryohei Takahashi, Kanichi Fujikawa, Isao Yokomichi, Sinzo Someya, Nobuyuki Sakashita
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Process for producing pyridine derivatives having a trifluoromethyl group at .beta.-position thereof
Patent number: 4288599Abstract: Pyridine derivatives having a trifluoromethyl group at .beta.-position thereof are produced by reacting .beta.-picoline with chlorine and hydrogen fluoride in a vapor phase at high temperature for a short time. The reaction condition can be mild and the yield of the object compound is increased by reacting them in the presence of a specific metal fluodie. The pyridine derivatives useful as starting materials for agricultural chemicals and medicines can be continuously obtained by a simple reaction at high yield.Type: GrantFiled: February 26, 1980Date of Patent: September 8, 1981Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Yasuhiro Tsujii, Shigeyuki Nishimura -
Patent number: 4270948Abstract: .alpha.-[4-(4-Trifluoromethylphenoxy)phenoxy]alkanecarboxylic acids (the "4-trifluoromethylphenoxy group" of which may contain one chlorine atom as a substituent) and derivatives thereof useful as a herbicide, a herbicidal composition containing the compound, methods of controlling weeds and production thereof.Type: GrantFiled: October 17, 1979Date of Patent: June 2, 1981Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryohei Takahashi, Kanichi Fujikawa, Isao Yokomichi, Sinzo Someya, Nobuyuki Sakashita
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Patent number: 4266064Abstract: A chloro .beta.-trifluoromethylpyridine is produced by reacting a chloro .beta.-trichloromethylpyridine with hydrogen fluoride in the presence of a specific metal fluoride in a vapor phase at high temperature for a short time. The chloro .beta.-trifluoromethylpyridines which are useful as intermediates for agricultural chemicals and medicines can be obtained at high yield.Type: GrantFiled: March 5, 1980Date of Patent: May 5, 1981Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Yasuhiro Tsujii, Shigeyuki Nishimura
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Patent number: 4241213Abstract: 2-Chloro-5-trichloromethyl pyridine is produced by reacting .beta.-picoline with chlorine in a gaseous phase at 300.degree. to 500.degree. C. in the presence of an inert diluent of nitrogen, a halogenated methane, a halogenated ethane a halogenated ethylene or a mixture thereof. 2-Chloro-5-trichloromethyl pyridine is useful as an intermediate for medicines, agricultural chemicals, dyes especially herbicides.Type: GrantFiled: September 13, 1979Date of Patent: December 23, 1980Assignee: Ishihara Sangyo Kaisha LimitedInventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Rikuo Nasu, Takao Awazu, Junichi Kawashima
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Patent number: 4203758Abstract: A herbicide which comprises a compound as an active ingredient having the formula ##STR1## wherein X represents --H or --Cl; Y represents halogen atom or cyano group; Z.sub.1 represents --H or methyl group; Z.sub.2 represents --H, methyl or ethyl group; Z.sub.3 represents cyano group or ##STR2## group; R represents hydroxy group, --O-- cation group, C.sub.1 -C.sub.4 alkylthio group, C.sub.2 -C.sub.4 alkenylthio group, C.sub.2 -C.sub.4 alkynylthio group, C.sub.1 -C.sub.4 alkoxy group, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkoxy group, C.sub.2 -C.sub.4 alkenyloxy group, C.sub.2 -C.sub.4 alkynyloxy group, amino group, C.sub.1 -C.sub.4 alkylamino group, di-C.sub.1 -C.sub.4 alkylamino group or anilino group which can be substituted with halogen atom or C.sub.1 -C.sub.4 alkyl group.Type: GrantFiled: September 29, 1977Date of Patent: May 20, 1980Assignee: Ishihara Sangyo Kaisha LimitedInventors: Ryuzo Nishiyama, Ryohei Takahashi, Kanichi Fujikawa, Isao Yokomichi, Itaru Shigehara, Nobuyuki Sakashita
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Patent number: 4140520Abstract: Phenoxy malonic acids and derivatives thereof represented by the general formula (I): ##STR1## wherein X is a 4-trifluoromethylphenoxy group or a 3,5-dichloropyridyl-2-oxy group; and R is a hydroxy group, an --O-- cation group or a (C.sub.1 - C.sub.4)alkoxy group, useful as a herbicide; a herbicidal composition containing the compound; and methods of controlling weeds using such materials.Type: GrantFiled: April 8, 1977Date of Patent: February 20, 1979Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Rikuo Nasu, Nobuyuki Sakashita