Patents by Inventor Kanichi Fujikawa
Kanichi Fujikawa 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: 4490534Abstract: A process for producing a 3-chloro-5-trifluoromethylpyridine derivative comprises reacting a 5-trifluoromethylpyridine derivative having a hydrogen atom at 3-position with chlorine. The process is characterized by reacting said 5-trifluoromethylpyridine derivative with chlorine in a vapor phase in the presence of a catalyst selected from the group consisting of activated carbon and a chloride of a metal element selected from the group consisting of iron, antimony, copper and zinc.Type: GrantFiled: October 14, 1982Date of Patent: December 25, 1984Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Kanichi Fujikawa, Yasuhiro Tsujii, Itaru Shigehara, Tatsuo Isogai, Hiroshi Yoshizawa, Mikio Miyaji
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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: 4406841Abstract: A process for producing 2,6-difluorobenzonitrile comprises reducing a chloro fluorobenzonitrile selected from 3-chloro-2,6-difluorobenzonitrile, 3,5-dichloro-2,6-difluorobenzonitrile or a mixture thereof by hydrogen gas in the presence of a palladium or platinum catalyst at a temperature of 0.degree. to 200.degree. C.Type: GrantFiled: August 17, 1982Date of Patent: September 27, 1983Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Yasuhiro Tsujii, Shigeo Murai, Hisayoshi Jyonishi
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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: 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: 4331670Abstract: A novel compound for combatting insect, mite, fungus or bacterium is a pyridylaniline represented by the following formula (I) ##STR1## wherein X is a trifluoromethyl group, a halogen atom, a lower alkyl group or a lower alkoxy group; n is an integer of 0 to 4; R is a hydrogen atom or an acetyl group; Y is a hydrogen atom, a halogen atom a lower alkoxy group, a lower alkylthio group, a hydroxy group, an azido group or a phenoxy group of which the phenyl ring may be substituted by a hydroxy group; Z.sub.1, Z.sub.2 and Z.sub.3 are a trifluoromethyl group or a nitro group, provided that at least one of X is a trifluoromethyl group or a lower alkyl group when n is an integer of 3 or 4.Type: GrantFiled: December 3, 1980Date of Patent: May 25, 1982Assignee: Ishihara Sangyo Kaisha, Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Takahiro Haga, Tadaaki Toki, Kuniaki Nagatani, Osamu Imai
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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: 4267336Abstract: 4-(Pyridyl-2-oxy)phenoxyalkanecarboxylic acid derivative is produced by reacting 2-phenoxypyridine derivative with 4-hydroxyphenoxyalkanecarboxylic acid derivative. The products which are effective as an active ingredient of a herbicide can be obtained at high yield by an interphenoxylation.Type: GrantFiled: April 7, 1980Date of Patent: May 12, 1981Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Rikuo Nasu, Itaru Shigehara
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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: 4235621Abstract: 2-Substituted phenoxy-3-chloro-5-trifluoromethyl pyridine having the formula (I): ##STR1## wherein X is a hydrogen atom; a (C.sub.1 -C.sub.4)alkyl group; a (C.sub.1 -C.sub.4)alkoxy group; a --COOR.sub.1 group wherein R.sub.1 is a hydrogen atom, a cation or a (C.sub.1 -C.sub.4)alkyl group; or an ##STR2## group wherein R.sub.2 is a hydrogen atom, a cation, a (C.sub.1 -C.sub.4)alkyl group or a benzyl group; and Y is a halogen atom, a nitro group or a cyano group, useful as a herbicide.Type: GrantFiled: May 30, 1979Date of Patent: November 25, 1980Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Takahiro Haga, Tadaaki Toki, Terumasa Komyoji, Nobuyuki Sakashita, Kazuyuki Maeda
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Patent number: 4231787Abstract: Phenoxypropane compounds represented by the general formula (I): ##STR1## wherein X is a 4-halophenoxy group, a 2,4-dihalophenoxy group, a 4-trifluoromethylphenoxy group, a 2-halo-4-trifluoromethylphenoxy group, a 5-halopyridyl-2-oxy group or a 3,5-dihalopyridyl-2-oxy group; and Y is a halogen atom, a hydroxy group, a (C.sub.1 -C.sub.4)-alkoxy group in which the alkyl moiety thereof may be substituted with a hydroxy group(s), a (C.sub.1 -C.sub.4)alkylcarbonyloxy group or a phenylcarbonyloxy group in which the phenyl moiety thereof may be substituted with a halogen atoms(s), useful as a herbicide; a herbicidal composition containing the compound; and methods of controlling weeds using such materials.Type: GrantFiled: June 21, 1978Date of Patent: November 4, 1980Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Ryohei Takahashi, Kanichi Fujikawa, Rikuo Nasu, Nobuyuki Sakashita