Patents by Inventor Toshio Nishioka
Toshio Nishioka 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: 5698742Abstract: The present invention relates to a method for producing optically active alcohol derivatives, which are useful as fungicides, herbicides or plant growth regulators, represented by the formula, ##STR1## by carrying out the asymmetric reduction of a ketone compound represented by the formula, ##STR2## with a boron hydride-reducing agent modified with an optically active amino alcohol represented by the formula, ##STR3## and also relates to the boron hydride type compound obtained by reacting the above optically active amino alcohol with a boron hydride compound and its production method.Type: GrantFiled: July 8, 1993Date of Patent: December 16, 1997Assignee: Sumitomo Chemical Company, LimitedInventors: Yukio Yoneyoshi, Gohfu Suzukamo, Yoji Sakito, Toshio Nishioka
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Patent number: 5510519Abstract: Disclosed are optically active secondary amine compounds and salts thereof having the general formula (I): ##STR1## a process for the preparation of the optically active secondary amine compounds and salts thereof, and the use of such compounds. Such compounds exhibit a high resolution power and hence are useful agents for optical resolution.Type: GrantFiled: December 13, 1993Date of Patent: April 23, 1996Assignee: Sumitomo Chemical Company, LimitedInventors: Yukio Yoneyoshi, Junko Kudo, Toshio Nishioka
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Patent number: 5298660Abstract: Disclosed are optically active secondary amine compounds and salts thereof having the general formula (I): ##STR1## a process for the preparation of the optically active secondary amine compounds and salts thereof, and the use of such compounds. Such compounds exhibit a high resolution power and hence are useful agents for optical resolution.Type: GrantFiled: April 6, 1992Date of Patent: March 29, 1994Assignee: Sumitomo Chemical Company, LimitedInventors: Yukio Yoneyoshi, Junko Kudo, Toshio Nishioka
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Patent number: 5144071Abstract: Alkenecarboxylic esters of the formula I ##STR1## where R.sup.1 is alkyl of 1 to 6 carbon atoms, R.sub.2 is hydrogen or alkyl or 1 to 4 carbon atoms, the substituents being identical or different, and n is 1, 2 or 3 are prepared by reacting lactones of the formula II ##STR2## where R.sup.2 has the same meanings as in the formula I, R.sub.3 is hydrogen or methyl and m is 0, 1 or 2, with the proviso that n and m differ by 1 when R.sub.3 is hydrogen and by 2 when R.sub.3 is methyl, with alkanols having 1 to 6 carbon atoms at from 50.degree. to 450.degree. C. in the presence of zeolites and/or phosphates as catalysts.Type: GrantFiled: December 22, 1989Date of Patent: September 1, 1992Assignee: Sumitomo Chemical Company, LimitedInventors: Yukio Yoneyoshi, Gohfu Suzukamo, Yoji Sakito, Toshio Nishioka
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Patent number: 5041651Abstract: The present invention relates to an asymmetrically modified borohydride type compound obtained by reacting an optically active amino alcohol represented by the formula, ##STR1## or its salt with an acid with a borohydride compound; its production method; and a method for producing an optically active alcohol derivative useful as fungicides, herbicides or plant growth regulators and represented by the formula, ##STR2## which comprises asymmetrically reducing a ketone compound represented by the formula, ##STR3## with the asymmetrically modified borohydride type compound.Type: GrantFiled: May 2, 1988Date of Patent: August 20, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Yukio Yoneyoshi, Gohfu Suzukamo, Kazuhiko Hamada, Toshio Nishioka
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Patent number: 4923999Abstract: The present invention relates to an optically active borane complex represented by the general formula, ##STR1## wherein R.sup.1 represents an aryl group, R.sup.2 represents an alkyl group and a mark * means an asymmetric carbon, and a method for producing optically active alcohol derivatives by the reduction of prochiral ketones with said borane complex. The optically active alcohol derivative is useful for fungicides, herbicides or plant growth regulators.Type: GrantFiled: March 16, 1988Date of Patent: May 8, 1990Assignee: Sumitomo Chemical Company, LimitedInventors: Yukio Yoneyoshi, Gohfu Suzukamo, Kazuhiko Hamada, Toshio Nishioka
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Patent number: 4908455Abstract: The present invention relates to a method for producing optically active alcohol derivatives, which are useful as fungicides, herbicides or plant growth regulators, represented by the formula, ##STR1## by carrying out the asymmetric reduction of a ketone compound represented by the formula, ##STR2## with a boron hydride-reducing agent modified with an optically active amino alcohol represented by the formula, ##STR3## and also relates to the boron hydride type compound obtained by reacting the above optically active amino alcohol with a boron hydride compound and its production method.Type: GrantFiled: February 19, 1988Date of Patent: March 13, 1990Assignee: Sumitomo Chemical Company, LimitedInventors: Yukio Yoneyoshi, Gohfu Suzukamo, Yoji Sakito, Toshio Nishioka
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Patent number: 4760149Abstract: The present invention relates to an asymmetrically modified borohydride type compound obtained by reacting an optically active amino alcohol represented by the formula, ##STR1## or its salt with an acid with a borohydride compound; its production method; and a method for producing an optically active alcohol derivative useful as fungicides, herbicides or plant growth regulators and represented by the formula, ##STR2## which comprises asymmetrically reducing a ketone compound represented by the formula, ##STR3## with the asymmetrically modified borohydride type compound.Type: GrantFiled: September 30, 1985Date of Patent: July 26, 1988Assignee: Sumitomo Chemical Company, LimitedInventors: Yukio Yoneyoshi, Gohfu Suzukamo, Kazuhiko Hamada, Toshio Nishioka
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Patent number: 4749809Abstract: The present invention relates to an optically active borane complex represented by the general formula, ##STR1## wherein R.sup.1 represents an aryl group, R.sup.2 represents an alkyl group and a mark * means an asymmetric carbon, and a method for producing optically active alcohol derivatives by the reduction of prochiral ketones with said borane complex. The optically active alcohol derivative is useful for fungicides, herbicides or plant growth regulators.Type: GrantFiled: July 1, 1985Date of Patent: June 7, 1988Assignee: Sumitomo Chemical Company, LimitedInventors: Yukio Yoneyoshi, Gohfu Suzukamo, Kazuhiko Hamada, Toshio Nishioka
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Patent number: 4343953Abstract: The present invention relates to a novel method for producing cyclopentenolone of the formula (I), ##STR1## which is a useful intermediate for producing agricultural chemicals, which comprises reacting an acetonedicarboxylic ester of the formula (VII), ##STR2## wherein R is a C.sub.1 -C.sub.6 alkyl group, with 2-propynyl chloride in the presence of magnesium alkoxide and in the presence of alkali iodide to obtain novel mono-(2-propynyl)-substituted acetonedicarboxylic ester of the formula (VI), ##STR3## wherein R is as defined above; hydrolyzing the mono-(2-propynyl)-substituted acetonedicarboxylic ester of the formula (VI) under alkaline conditions with an alkali and then reacting the hydrolyzed product with methylglyoxal of the formula, ##STR4## to obtain novel .gamma.-diketone of the formula (V), ##STR5## and ring-closing the .gamma.-diketone of the formula (V) under alkaline condition.Type: GrantFiled: June 16, 1980Date of Patent: August 10, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Noritada Matsuo, Nobushige Itaya, Kohichi Aketa, Osamu Magara, Toshio Nishioka
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Patent number: 4309439Abstract: A novel substituted-arylacetic acid ester of the formula, ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen or a halogen atom, a C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.1 -C.sub.4 alkoxy, cyano, nitro, methylthio, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 alkanoyloxy, or C.sub.1 -C.sub.4 alkoxycarbonyl group, or R.sub.1 and R.sub.2, taken together, may form methylenedioxy, a C.sub.3 -C.sub.5 alkylene or butadienylene (--CH.dbd.CH--CH.dbd.CH--) ring; R.sub.3 is a C.sub.2 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, propargyl, C.sub.3 -C.sub.6 cycloalkyl or cyclopropylmethyl group; R.sub.4 is hydrogen or a halogen atom, methyl or ethyl group; R.sub.5 is allyl, propargyl, 3-butenyl, 3-butynyl, phenyl or benzyl group; and A is oxygen or sulfur atom or --CH.dbd.CH-- group, which possesses various useful insecticidal and acaricidal activities and can be prepared by reacting a substituted-arylacetic acid of the formula: ##STR2## wherein R.sub.1, R.sub.2, R.sub.Type: GrantFiled: February 28, 1978Date of Patent: January 5, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Nobuo Ohno, Isao Ohno, Toshio Nishioka, Hisami Takeda, Kiyoshi Kasamatsu
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Patent number: 4091111Abstract: A novel substituted-arylacetic acid ester of the formula, ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen or a halogen atom, a C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.1 -C.sub.4 alkoxy, cyano, nitro, methylthio, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 alkanoyloxy, or C.sub.1 -C.sub.4 alkoxycarbonyl group, or R.sub.1 and R.sub.2, taken together, may form methylenedioxy, a C.sub.3 -C.sub.5 alkylene or butadienylene (--CH.dbd.CH--CH.dbd.CH--) ring; R.sub.3 is a C.sub.2 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, propargyl, C.sub.3 -C.sub.6 cycloalkyl or cyclopropylmethyl group; R.sub.4 is hydrogen or a halogen atom, methyl or ethyl group; R.sub.5 is allyl, propargyl, 3-butenyl, 3-butynyl, phenyl or benzyl group; and A is oxygen or sulfur atom or --CH.dbd.CH-- group, which possesses various useful insecticidal and acaricidal activities and can be prepared by reacting a substituted-arylacetic acid of the formula; ##STR2## wherein R.sub.1, R.sub.2, R.sub.Type: GrantFiled: October 1, 1976Date of Patent: May 23, 1978Assignee: Sumitomo Chemical Company LimitedInventors: Nobuo Ohno, Isao Ohno, Toshio Nishioka, Hisami Takeda, Kiyoshi Kasamatsu
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Patent number: 4053625Abstract: A cyclopropanecarboxylic acid ester of the formula (I), ##STR1## wherein R.sub.1 is a hydrogen atom, methyl group or a fluorine, chlorine or bromine atom, R.sub.2 is a fluorine, chlorine or bromine atom, and each of R.sub.3 and R.sub.4 is independently a hydrogen atom, a C.sub.1 -C.sub.3 alkyl, C.sub.2 -C.sub.3 alkenyl or C.sub.2 -C.sub.3 alkynyl group, an alkyl- or halogen-substituted aryl, unsubstituted aryl group or an aralkyl group, which possesses various useful insecticidal and acaricidal activities and can be prepared by reacting an alcohol, halide or arylsulfonate compound of the formula (II), ##STR2## wherein R.sub.3 and R.sub.4 have the same meanings as defined above and A is a hydroxyl group, a halogen atom or an arylsulfoxy group, with a cyclopropanecarboxylic acid of the formula (III), ##STR3## wherein R.sub.1 and R.sub.2 have the same meanings as defined above, or its reactive derivative.Type: GrantFiled: November 24, 1975Date of Patent: October 11, 1977Assignee: Sumitomo Chemical Company, LimitedInventors: Isao Ono, Yoshitoshi Okuno, Toshio Nishioka, Nobushige Itaya
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Patent number: 3981903Abstract: A new pyrethroidal pesticide containing as an active ingredient a pesticidally effective amount of novel cyclopropanecarboxylic acid esters represented by the formula, ##EQU1## wherein R is a hydrogen atom, a halogen atom, a methyl or a methoxy group, and R.sub.1 and R.sub.2 are hydrogen atom, methyl group or a halogen atom, which have a low toxicity to mammals, excellent pesticidal effect on injurious pests in cereal storage, agriculture and forestry and a wide range of uses for prevention of epidemics.Type: GrantFiled: July 25, 1974Date of Patent: September 21, 1976Assignee: Sumitomo Chemical Company, LimitedInventors: Masachika Hirano, Isao Ohno, Yoshitoshi Okuno, Osamu Magara, Nobushige Itaya, Toshio Nishioka, Toshio Mizutani, Nobuo Ohno, Takashi Matsuo, Hisami Takeda
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Patent number: 3973036Abstract: A novel cyclopropanecarboxylic acid ester of the formula, ##SPC1##Wherein R.sub.1 is a hydrogen atom, a cyano or ethynyl group, and X is a chlorine, bromine or fluorine atom, which possesses various useful insecticidal and acaricidal activities and can be prepared by reacting a compound of the formula, ##SPC2##Wherein R.sub.1 is as defined above and R.sub.2 is hydroxyl, a halogen atom or an arylsulfoxy group, with a cyclopropanecarboxylic acid of the formula, ##EQU1## wherein X is as defined above, or its reactive derivative.Type: GrantFiled: October 6, 1975Date of Patent: August 3, 1976Assignee: Sumitomo Chemical Company, LimitedInventors: Masachika Hirano, Takashi Matsuo, Hisami Takeda, Toshio Nishioka
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Patent number: 3932459Abstract: A new cyclopropanecarboxylic acid ester represented by the formula, ##SPC1##Wherein R.sub.1 is alkyl having up to four carbon atoms, alkenyl having up to five carbon atoms, cycloalkenyl having up to six carbon atoms, alkenyl having up to five carbon atoms, benzyl, phenoxy or halogen; R.sub.2 and R.sub.3 are hydrogen, halogen or methyl; and any adjacent two of R.sub.1, R.sub.2 and R.sub.3 may combine to form polymethylene, which is useful as insecticides and acaricides having a strong insecticidal activity but a low toxicity to mammals, in agriculture, horticulture as well as public health.Type: GrantFiled: July 25, 1974Date of Patent: January 13, 1976Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshitoshi Okuno, Masachika Hirano, Isao Ohno, Hisami Takeda, Osamu Magara, Nobushige Itaya, Toshio Nishioka, Toshio Mizutani, Nobuo Ohno, Takashi Matsuo