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).

  • Patent number: 4315029
    Abstract: 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: Grant
    Filed: March 10, 1980
    Date of Patent: February 9, 1982
    Assignee: Kuraray Co., Ltd.
    Inventors: Fumio Mori, Yoshiaki Omura, Yoshiji Fujita, Takashi Nishida, Takeo Hosogai, Fumio Wada, Sukeji Aihara, Yoshin Tamai, Kazuo Itoi
  • Patent number: 4303588
    Abstract: 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: Grant
    Filed: March 21, 1980
    Date of Patent: December 1, 1981
    Assignee: Kuraray Co., Ltd.
    Inventors: Susumu Okabe, Yoshiaki Omura, Yoichi Ninagawa, Yoshiji Fujita
  • Patent number: 4299839
    Abstract: 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: Grant
    Filed: September 26, 1979
    Date of Patent: November 10, 1981
    Assignee: Kuraray Co., Ltd.
    Inventors: Yoshiaki Omura, Fumio Mori, Yoshiji Fujita, Takashi Nishida, Takeo Hosogai, Sukeji Aihara, Yoshin Tamai, Fumio Wada, Kazuo Itoi
  • Patent number: 4289786
    Abstract: 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: Grant
    Filed: November 21, 1979
    Date of Patent: September 15, 1981
    Assignee: Kuraray Co., Ltd.
    Inventors: Susumu Okabe, Yoshiaki Omura, Yoichi Ninagawa, Yoshiji Fujita
  • Patent number: 4252726
    Abstract: 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: Grant
    Filed: January 12, 1979
    Date of Patent: February 24, 1981
    Assignee: Kuraray Co., Ltd.
    Inventors: Manzo Shiono, Yoichi Ninagawa, Yoshiaki Omura
  • Patent number: 4222963
    Abstract: 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: Grant
    Filed: February 28, 1979
    Date of Patent: September 16, 1980
    Assignee: Kuraray Co., Ltd.
    Inventors: Yoshiji Fujita, Fumio Wada, Takashi Ohnishi, Takashi Nishida, Yoshiaki Omura, Fumio Mori, Takeo Hosogai, Sukeji Aihara
  • Patent number: 4190730
    Abstract: 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: Grant
    Filed: March 28, 1978
    Date of Patent: February 26, 1980
    Assignee: Kuraray Co., Ltd.
    Inventors: Fumio Mori, Yoshiaki Omura, Takashi Nishida, Kazuo Itoi
  • Patent number: 4179579
    Abstract: 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: Grant
    Filed: July 25, 1977
    Date of Patent: December 18, 1979
    Assignee: Kuraray Co., Ltd.
    Inventors: Yoshiji Fujita, Fumio Wada, Takashi Ohnishi, Takashi Nishida, Yoshiaki Omura, Fumio Mori, Takeo Hosogai, Sukeji Aihara
  • Patent number: 4122119
    Abstract: 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: Grant
    Filed: February 11, 1977
    Date of Patent: October 24, 1978
    Assignee: Kuraray Co., Ltd.
    Inventors: Takashi Ohnishi, Yoshiji Fujita, Fumio Wada, Takashi Nishida, Yoshiaki Omura, Fumio Mori, Takeo Hosogai, Sukeji Aihara
  • Patent number: 4117247
    Abstract: 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: Grant
    Filed: April 11, 1977
    Date of Patent: September 26, 1978
    Assignee: Kuraray Co., Ltd.
    Inventors: Fumio Mori, Yoshiaki Omura, Takashi Nishida, Kazuo Itoi
  • Patent number: 4113968
    Abstract: 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: Grant
    Filed: September 26, 1975
    Date of Patent: September 12, 1978
    Assignee: Kuraray Co., Ltd.
    Inventors: Fumio Mori, Yoshiaki Omura, Takashi Nishida, Kazuo Itoi
  • Patent number: 4105700
    Abstract: 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: Grant
    Filed: March 17, 1977
    Date of Patent: August 8, 1978
    Assignee: Kuraray Company, Ltd.
    Inventors: Yoshiji Fujita, Yoshiaki Omura, Takashi Nishida, Kazuo Itoi
  • Patent number: 4053380
    Abstract: 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: Grant
    Filed: April 13, 1976
    Date of Patent: October 11, 1977
    Assignee: Kurraray Co., Ltd.
    Inventors: Yoshiji Fujita, Yoshiaki Omura, Fumio Mori, Kazuo Itoi, Takashi Nishida, Yoshin Tamai, Sukeji Aihara, Takeo Hosogai, Fumio Wada
  • Patent number: 4028385
    Abstract: 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: Grant
    Filed: August 18, 1975
    Date of Patent: June 7, 1977
    Assignee: Kuraray Co., Ltd.
    Inventors: Yoshiji Fujita, Yoshiaki Omura, Takashi Nishida, Kazuo Itoi
  • Patent number: 4026960
    Abstract: 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: Grant
    Filed: July 9, 1974
    Date of Patent: May 31, 1977
    Assignee: Kuraray Co., Ltd.
    Inventors: Takashi Nishida, Yoichi Ninagawa, Kazuo Itoi, Yoshiaki Omura, Yoshin Tamai, Takeo Hosogai, Yoshiji Fujita
  • Patent number: 4025539
    Abstract: 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: Grant
    Filed: November 20, 1975
    Date of Patent: May 24, 1977
    Assignee: Kuraray Co., Ltd.
    Inventors: Yoshiji Fujita, Yoshiaki Omura, Takashi Nishida, Kazuo Itoi
  • Patent number: 3984475
    Abstract: 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: Grant
    Filed: May 29, 1975
    Date of Patent: October 5, 1976
    Assignee: Kuraray Co., Ltd.
    Inventors: Yoshin Tamai, Takashi Nishida, Fumio Mori, Yoshiaki Omura, Masahisa Tanomura, Takeo Hosogai, Yoichi Ninagawa, Kazuo Itoi
  • Patent number: 3983175
    Abstract: 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: Grant
    Filed: May 29, 1975
    Date of Patent: September 28, 1976
    Assignee: Kuraray Co., Ltd.
    Inventors: Yoshin Tamai, Takashi Nishida, Fumio Mori, Yoshiaki Omura, Masahisa Tanomura, Takeo Hosogai, Yoichi Ninagawa, Kazuo Itoi
  • Patent number: 3981930
    Abstract: 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: Grant
    Filed: May 1, 1975
    Date of Patent: September 21, 1976
    Assignee: Kuraray Co., Ltd.
    Inventors: Takashi Nishida, Yoichi Ninagawa, Yoshiaki Omura, Fumio Mori, Yoshin Tamai, Takeo Hosogai, Yoshiji Fujita, Kazuo Itoi
  • Patent number: 3978100
    Abstract: 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: Grant
    Filed: April 18, 1974
    Date of Patent: August 31, 1976
    Assignee: Kuraray Co., Ltd.
    Inventors: Yoshiji Fujita, Yoshiaki Omura, Takashi Hishida, Kazuo Itoi