Patents by Inventor Yoshiaki Omura
Yoshiaki Omura 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: 4315029Abstract: Racemic modifications each consisting of specific isomers of .alpha.-cyano-3-phenoxybenzyl cis- or trans-2,2-dimethyl-3-(2,2,2-trichloroethyl)cyclopropanecarboxylate with the absolute configurations [.alpha.S, 1R] an [.alpha.R, 1S] with respect to the asymmetric carbon atoms in the alcohol and acid moieties, a method of producing the same and pesticidal compositions containing the same as active ingredient are provided. .alpha.-Cyano-3-phenoxybenzyl cis- or trans-2,2-dimethyl-3-(2,2,2-trichloroethyl)cyclopropanecarboxylate has higher pesticidal activities than those pesticides that are in general use and consequently selective production of the above specific racemic modification as defined by the combinations of the absolute configuration with respect to the asymmetric carbon atom at the position in the alcohol moiety and the absolute configuration with respect to the asymmetric carbon atom in the acid moiety provides compounds having still higher pesticidal activities.Type: GrantFiled: March 10, 1980Date of Patent: February 9, 1982Assignee: Kuraray Co., Ltd.Inventors: Fumio Mori, Yoshiaki Omura, Yoshiji Fujita, Takashi Nishida, Takeo Hosogai, Fumio Wada, Sukeji Aihara, Yoshin Tamai, Kazuo Itoi
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Patent number: 4303588Abstract: Novel farnesylacetic acid amide compounds represented by general formula ##STR1## wherein A is alkylene of at least 2 carbon atoms, R.sup.1 is H or lower alkyl, and R.sup.2 and R.sup.3 are each independently H, alkyl, cycloalkyl, alkenyl, aryl or aralkyl, or either one of R.sup.2 and R.sup.3 is such a group that forms, together with A, a piperidine or pyrrolidine ring which contains as constituent thereof the nitrogen atom lying therebetween, or R.sup.2 and R.sup.3 combinedly represent a group which forms, together with the nitrogen atom to which they are bonded, a piperidine, pyrrolidine or piperazine ring; and salts thereof have antiulcerogenic and antibacterial activities.Type: GrantFiled: March 21, 1980Date of Patent: December 1, 1981Assignee: Kuraray Co., Ltd.Inventors: Susumu Okabe, Yoshiaki Omura, Yoichi Ninagawa, Yoshiji Fujita
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Patent number: 4299839Abstract: Novel pesticidal compositions are comprised of a 2,2-dimethyl-3-(substituted ethyl)cyclopropanecarboxylic acid ester as the active ingredient, said cyclopropanecarboxylate having the structural formula: ##STR1## wherein X, Y and Z are the same or different and at least two of same are chlorine or bromine, with the remaining one being hyrogen, methyl, chlorine or bromine; R is an alcohol residue represented by one of the following structural formulae (II), (III), (IV) and (V): ##STR2## where A represents hydrogen, cyano, ethynyl or thiocarbamoyl; Q is hydrogen, chlorine, bromine, fluorine, methyl or trifluoromethyl; R.sup.1 is propargyl or benzyl; R.sup.2 represents 2-halogeno-3-phenyl-1-propen-1-yl, (dihalogenovinyloxy)phenyl, benzylphenyl, phthalimido, thiophthalimido, di- or tetrahydrophthalimido or dialkylmaleido; R.sup.3 represents allyl, 2,4-pentadienyl, propargyl or benzyl.Type: GrantFiled: September 26, 1979Date of Patent: November 10, 1981Assignee: Kuraray Co., Ltd.Inventors: Yoshiaki Omura, Fumio Mori, Yoshiji Fujita, Takashi Nishida, Takeo Hosogai, Sukeji Aihara, Yoshin Tamai, Fumio Wada, Kazuo Itoi
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Patent number: 4289786Abstract: Novel farnesylacetic acid ester derivatives containing an amine nitrogen in the alcohol residue thereof and represented by the following general formula exhibit high levels of antiulcerogenic activity and very low levels of toxicity: ##STR1## wherein A is an alkylene radical containing at least 2 carbon atoms; R.sup.1 is H, alkyl, cycloalkyl, aryl, aralkyl or alkenyl; R.sup.2 and R.sup.3 are independently H, alkyl, aryl, aralkyl or alkenyl or one of R.sup.2 and R.sup.3 forms, together with A, a piperidine, pyrrolidine, tetrahydropyrimidine or piperazine ring which contains the nitrogen atom lying therebetween or R.sup.2 and R.sup.3 combine to form, together with the adjacent nitrogen atom, a piperazine ring; provided that the total number of carbon atoms contained in A, R.sup.1, R.sup.2 and R.sup.3 is at least 5.Type: GrantFiled: November 21, 1979Date of Patent: September 15, 1981Assignee: Kuraray Co., Ltd.Inventors: Susumu Okabe, Yoshiaki Omura, Yoichi Ninagawa, Yoshiji Fujita
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Patent number: 4252726Abstract: dl-.alpha.-Tocopherol is prepared by condensing trimethylhydroquinone with phytyl halide in a chlorinated lower aliphatic hydrocarbon solvent, in the presence of metallic tin and a Friedel-Crafts catalyst.Type: GrantFiled: January 12, 1979Date of Patent: February 24, 1981Assignee: Kuraray Co., Ltd.Inventors: Manzo Shiono, Yoichi Ninagawa, Yoshiaki Omura
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Patent number: 4222963Abstract: Novel substituted propargyl alcohols of the formula: ##STR1## novel allylic alcohols of the formula: ##STR2## and; .delta.,.epsilon.-unsaturated ketones of the formula: ##STR3## are provided. In the above formulas, R represents a group of the formula: ##STR4## wherein X.sub.1 and X.sub.2 are both hydrogen atoms or wherein one of X.sub.1 and X.sub.2 is a hydrogen atom, the other jointly with Z represents a bond; Z jointly with X.sub.1 or X.sub.2 represents a bond or separately represent a hydrogen atom, a hydroxyl group or a lower alkoxy group; R.sub.1 and R.sub.2 are the same or different and represents hydrogen atoms or lower alkyl groups; n is 1 or 2; and when n is 2, X.sub.1, X.sub.2, X, R.sub.1 and R.sub.2 may be the same or different. These novel compounds are easily produced and are useful as perfumes and as interrelated intermediates for the production of terpenoid compounds.Type: GrantFiled: February 28, 1979Date of Patent: September 16, 1980Assignee: Kuraray Co., Ltd.Inventors: Yoshiji Fujita, Fumio Wada, Takashi Ohnishi, Takashi Nishida, Yoshiaki Omura, Fumio Mori, Takeo Hosogai, Sukeji Aihara
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Patent number: 4190730Abstract: A 1,1,1-trihalogeno-4-methyl-3-penten-2-ol is prepared by thermally isomerizing 1,1,1-trihalogeno-4-methyl-4-penten-2-ol. The isomerization reaction may be catalyzed by an acid or a transition metal of Group 6B, 7B or 8 of the Periodic Table of Elements, or a compound thereof. The 1,1,1-trihalogeno-4-methyl-3-penten-2-ol thus prepared is useful as a synergist for herbicides or a physiologically active compound, and, additionally, is useful as a starting material for the synthesis of 2,2-dimethyl-3-(2',2'-dihalogenovinyl)-cyclopropane carboxylic esters which are active ingredients of insecticides.Type: GrantFiled: March 28, 1978Date of Patent: February 26, 1980Assignee: Kuraray Co., Ltd.Inventors: Fumio Mori, Yoshiaki Omura, Takashi Nishida, Kazuo Itoi
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Patent number: 4179579Abstract: Novel substituted propargyl alcohols of the formula: ##STR1## novel allylic alcohols of the formula: ##STR2## .delta.,.epsilon.-unsaturated ketones of the formula: ##STR3## are provided. In the above formulas, R represents a group of the formula: ##STR4## wherein X.sub.1 and X.sub.2 are both hydrogen atoms or wherein one of X.sub.1 and X.sub.2 is a hydrogen atom, the other jointly with Z represents a bond; Z jointly with X.sub.1 or X.sub.2 represents a bond or separately represent a hydrogen atom, a hydroxyl group or a lower alkoxy group; R.sub.1 and R.sub.2 are the same or different and represents hydrogen atoms or lower alkyl groups; n is 1 or 2; and when n is 2, X.sub.1, X.sub.2, X, R.sub.1 and R.sub.2 may be the same or different. These novel compounds are easily produced and are useful as perfumes and as interrelated intermediates for the production of terpenoid compounds.Type: GrantFiled: July 25, 1977Date of Patent: December 18, 1979Assignee: Kuraray Co., Ltd.Inventors: Yoshiji Fujita, Fumio Wada, Takashi Ohnishi, Takashi Nishida, Yoshiaki Omura, Fumio Mori, Takeo Hosogai, Sukeji Aihara
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Patent number: 4122119Abstract: There is disclosed a process for preparing unsaturated ketones especially terpenoid ketones, by subjecting a substituted propargyl alcohol of formula (II) ##STR1## wherein R is a group containing 1 or 2 substituted or unsubstituted alkyl- or alkylene units containing 4 carbon atoms each to a thermal treatment sufficient to rearrange its structure in order to obtain structurally isomeric unsaturated ketones of formula I ##STR2## wherein one of the substituents X.sub.3 and X.sub.4 is hydrogen and the other and Z.sub.2 together form a bond. The process can be effected in the presence of an isomerization catalyst, which leads to high percentage of .alpha...beta.,.gamma...delta.-unsaturated ketones. The ketones of formula I are useful as perfumes and as intermediates for the production of terpenoid compounds.Type: GrantFiled: February 11, 1977Date of Patent: October 24, 1978Assignee: Kuraray Co., Ltd.Inventors: Takashi Ohnishi, Yoshiji Fujita, Fumio Wada, Takashi Nishida, Yoshiaki Omura, Fumio Mori, Takeo Hosogai, Sukeji Aihara
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Patent number: 4117247Abstract: A 1,1,1-trihalogeno-4-methyl-3-penten-2-ol is prepared by thermally isomerizing 1,1,1-trihalogeno-4-methyl-4-penten-2-ol. The isomerization reaction may be catalyzed by an acid or a transition metal of Group 6B, 7B or 8 of the Periodic Table of Elements, or a compound thereof. The 1,1,1-trihalogeno-4-methyl-3-penten-2-ol thus prepared is useful as a synergist for herbicides or a physiologically active compound, and, additionally, is useful as a starting material for the synthesis of 2,2-dimethyl-3-(2',2'-dihalogenovinyl)-cyclopropane carboxylic esters which are active ingredients of insecticides.Type: GrantFiled: April 11, 1977Date of Patent: September 26, 1978Assignee: Kuraray Co., Ltd.Inventors: Fumio Mori, Yoshiaki Omura, Takashi Nishida, Kazuo Itoi
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Patent number: 4113968Abstract: When 1-halogeno-3-alkene-2-ol is reacted with an ortho-carboxylic ester and/or a ketene acetal, a .gamma.-halogeno-.delta.-unsaturated-carboxylic ester is obtained as a main reaction product. When this intermediate is treated with a basic substance, a substituted cyclopropane-carboxylic ester is formed. This ester can be used as an insecticide or an agricultural chemical as it is or after the alcohol residue of the ester has been converted to other alcohol residue.Type: GrantFiled: September 26, 1975Date of Patent: September 12, 1978Assignee: Kuraray Co., Ltd.Inventors: Fumio Mori, Yoshiaki Omura, Takashi Nishida, Kazuo Itoi
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Patent number: 4105700Abstract: A process for obtaining a stereospecific nerolidol at the .DELTA..sup.6 -position thereof by rectifying a mixture of .DELTA..sup.6 -cis-nerolidol and .DELTA..sup.6 -trans-nerolidol in rectification column having from 10 to 100 theoretical plates with a reflux ratio of from 2 to 200 at a temperature below 230.degree. C. under reduced pressure to separate each stereospecific nerolidol from said mixture.Type: GrantFiled: March 17, 1977Date of Patent: August 8, 1978Assignee: Kuraray Company, Ltd.Inventors: Yoshiji Fujita, Yoshiaki Omura, Takashi Nishida, Kazuo Itoi
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Patent number: 4053380Abstract: 1,1,1-Trihalogeno-4-methyl pentenes and 1,1-dihalogeno-4-methyl-1,3-pentadienes are produced. These compounds are of value as intermediates for the production of pyrethrin analogs which are of use as insecticides or agricultural chemicals.Type: GrantFiled: April 13, 1976Date of Patent: October 11, 1977Assignee: Kurraray Co., Ltd.Inventors: Yoshiji Fujita, Yoshiaki Omura, Fumio Mori, Kazuo Itoi, Takashi Nishida, Yoshin Tamai, Sukeji Aihara, Takeo Hosogai, Fumio Wada
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Patent number: 4028385Abstract: A process for preparing stereospecific farnesylacetic acid and ester thereof by rectifying a mixture of .DELTA..sup.4,8 -trans- and .DELTA..sup.4 -cis-.DELTA..sup.8 -trans-farnesylacetic acids or esters thereof or .DELTA..sup.4,8 -trans- and .DELTA..sup.4 -cis-.DELTA..sup.8 -trans-farnesylacetic acid or esters thereof or a mixture of four isomers of the said farnesylacetic acids or esters thereof.Type: GrantFiled: August 18, 1975Date of Patent: June 7, 1977Assignee: Kuraray Co., Ltd.Inventors: Yoshiji Fujita, Yoshiaki Omura, Takashi Nishida, Kazuo Itoi
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Patent number: 4026960Abstract: 2,7,10,15,18,23-Hexamethyltetracosane is a novel compound. This compound is prepared [1] by hydrogenating 2,7,10,15,18,23-hexamethyltetracosa-1,6,18,23-tetraene-11,13-diyne-10,15-d iol [itself a novel compound] or 2,7,10,15,18,23-hexamethyltetracosa-11,13-diyne-10,15-diol, dehydrating the hydrogenated intermediates, and thence hydrogenating the dehydrated precursors, or [2] by selectively, partially hydrogenating the said 10,15-diol compounds and thence hydrogenolyzing the precursor diols, or [3] by hydrogenolyzing the said 10,15-diol compounds, or [4] by hydrogenolyzing the hydrogenated intermediates of the reaction [1]. The compound, 3,6,11-trimethyl-undeca-6,11-dien-1-yl-3-ol, a starting material intermediate, is also a novel compound.Type: GrantFiled: July 9, 1974Date of Patent: May 31, 1977Assignee: Kuraray Co., Ltd.Inventors: Takashi Nishida, Yoichi Ninagawa, Kazuo Itoi, Yoshiaki Omura, Yoshin Tamai, Takeo Hosogai, Yoshiji Fujita
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Patent number: 4025539Abstract: 2-Substituted or unsubstituted geranyl actic acid esters represented by the general formula [I], ##STR1## wherein R.sub.1 represents a hydrogen atom or a hydrocarbon and R.sub.5 is the same as R.sub.2, R.sub.3 or R.sub.4 hereinafter defined, are prepared by reacting linalool (II) with 2-substituted or unsubstituted ortho acetic acid ester derivatives represented by the general formula [III] ##STR2## wherein R.sub.2, R.sub.3 and R.sub.4, which are the same or different, each represents an alkyl group or a cycloalkyl group, in the presence of an acidic catalyst.Type: GrantFiled: November 20, 1975Date of Patent: May 24, 1977Assignee: Kuraray Co., Ltd.Inventors: Yoshiji Fujita, Yoshiaki Omura, Takashi Nishida, Kazuo Itoi
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Patent number: 3984475Abstract: Process for producing substituted ketones from the reaction between organic halides and ketones having replaceable active hydrogen atoms on the carbon atom(s) alpha to the carbonyl group, in the presence of an alkali metal hydroxide unitilizing phosphonium salts as the catalyst, which salts have the following formula: ##EQU1## wherein said R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are the same or different and are branched or straight chain alkyl of 1-30 carbon atoms, cycloalkyl of 6-10 carbon atoms, aryl of 6-10 carbon atoms aralkyl or alkaryl wherein the aryl and alkyl are as above defined and X.sup.- is an inorganic or organic anion.Type: GrantFiled: May 29, 1975Date of Patent: October 5, 1976Assignee: Kuraray Co., Ltd.Inventors: Yoshin Tamai, Takashi Nishida, Fumio Mori, Yoshiaki Omura, Masahisa Tanomura, Takeo Hosogai, Yoichi Ninagawa, Kazuo Itoi
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Patent number: 3983175Abstract: A process for producing substituted ketones is disclosed comprising reacting an organic halide with a ketone which has a replaceable hydrogen atom on the carbon atom in the .alpha.-position to the carbonyl group, in the presence of an aqueous alkali metal hydroxide and at least one basic nitrogen catalyst such as certain primary amines, secondary amines, tertiary amines, quaternary ammonium salts or betaine-type quaternary ammonium salts.Type: GrantFiled: May 29, 1975Date of Patent: September 28, 1976Assignee: Kuraray Co., Ltd.Inventors: Yoshin Tamai, Takashi Nishida, Fumio Mori, Yoshiaki Omura, Masahisa Tanomura, Takeo Hosogai, Yoichi Ninagawa, Kazuo Itoi
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Patent number: 3981930Abstract: Novel 2,6,10,15,19,23-hexamethyltetracosa-11,13-diin-10,15-diol derivatives. Such derivatives are prepared by oxydative coupling of 3,7,11-trimethyldodeca-1-in-3-ol derivatives or by ethynylation of 6,10-dimethylundecan-2-on derivatives with diacetylene and used as starting materials for preparing squalane.Type: GrantFiled: May 1, 1975Date of Patent: September 21, 1976Assignee: Kuraray Co., Ltd.Inventors: Takashi Nishida, Yoichi Ninagawa, Yoshiaki Omura, Fumio Mori, Yoshin Tamai, Takeo Hosogai, Yoshiji Fujita, Kazuo Itoi
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Patent number: 3978100Abstract: Allenic esters of the formula: ##EQU1## (specific examples of R, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are given) and a process for the preparation thereof which comprises reacting propargyl alcohol derivatives with 2-substituted ortho-acetic acid esters in the presence of an acidic catalyst. These allenic esters are rearranged in the presence of an alkali catalyst to form .alpha., .beta., .gamma., .delta.-unsaturated carboxylic acid esters and are useful as intermediates in the synthesis of various perfumes, medicines, agricultural chemicals and the like.Type: GrantFiled: April 18, 1974Date of Patent: August 31, 1976Assignee: Kuraray Co., Ltd.Inventors: Yoshiji Fujita, Yoshiaki Omura, Takashi Hishida, Kazuo Itoi