Substituted Patents (Class 560/262)
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Patent number: 4808572Abstract: Novel asymmetric thioethers of the formula ##STR1## in which the general symbols have the following meanings: a is an integer of from 1 to 7,R.sup.o represents hydrogen or C.sub.1-7 -alkanoyl,R.sup.1 represents C.sub.1-3 -alkyl which may be substituted at the terminal carbon atom by a free or acylated hydroxy group, by a halogen atom having an atomic number of at most 17, or by methoxy, or represents C.sub.1-3 -perfluoroalkyl,R.sup.2 represents an optionally unsaturated aliphatic radical having from 5 to 15 carbon atoms,A represents ethylene or alternatively, if R.sup.1 represents a halogenated radical and/or B represents phenylene or ethylene, a single bond or vinylene,B represents a single bond, ethynylene or phenylene,R.sup.3 represents hydroxy, C.sub.Type: GrantFiled: December 1, 1986Date of Patent: February 28, 1989Assignee: Ciba-Geigy CorporationInventors: Andreas Beck, Werner Breitenstein, Andreas von Sprecher, Robert W. Lang, Konrad Oertle
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Patent number: 4806679Abstract: 1,4-Diacyloxybut-2-enes and 3,4-diacyloxybut-1-enes are converted into one another in the gas phase or liquid phase at from 100.degree. to 350.degree. C. under atmospheric or superatmospheric pressure in the presence of a zeolite as a catalyst.Type: GrantFiled: July 23, 1984Date of Patent: February 21, 1989Assignee: BASF AktiengesellschaftInventors: Wolfgang Hoelderich, Rolf Fischer, Otto Hertel, Wolf D. Mross, Hans-Martin Weitz
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Patent number: 4782173Abstract: Discloses (1) reacting a 3-(hydrocarbylthio) propionaldehyde with a compound ##STR1## (2) reacting latter compound with CO and R"YH where y is O or S to make (3) hydrolyzing this compound; (4) certain new 1-acyloxy-3-methylthiopropenes and (5) the methyl ester of 2-acetoxy-4-(methylthio)thiobutanoic acid.Type: GrantFiled: August 3, 1983Date of Patent: November 1, 1988Assignee: The Standard Oil CompanyInventors: James D. Burrington, Mark C. Cesa
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Patent number: 4758594Abstract: Novel compounds and compositions which inhibit SRS-A in mammals are disclosed. Methods for preparing said compounds and compositions and methods for their use for treating allergic reactions, inflammation and for reducing the severity of myocardial infarction resulting from heart attack are disclosed.Useful intermediates for preparing said compounds are also disclosed.Type: GrantFiled: May 19, 1986Date of Patent: July 19, 1988Assignee: Schering CorporationInventors: Anil K. Saksena, Jesse K. Wong, Pietro Mangiaracina
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Patent number: 4736063Abstract: Butadiene and acetic acid are reacted with metal ion oxidant to prepare acetoxyhexenoic acids which are then converted to sorbic acid.Type: GrantFiled: January 2, 1981Date of Patent: April 5, 1988Assignee: Monsanto CompanyInventors: James P. Coleman, Richard C. Hallcher, Dudley E. McMackins
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Patent number: 4732902Abstract: The invention relates to long-acting depot producing antipsychotic pyrroloisoquinolinyl-dimethyloxoalkyl alkanoates of the formula ##STR1## wherein R.sub.1 and R.sub.2 independently, are hydrogen, alkyl of 1 to 4 carbon atoms, cycloalkyl or alkenyl, or taken together are alkylene of 3 to 6 carbon atoms; and R.sub.3 is hydrogen, alkyl, hydroxyalkyl, phenylhydroxyalkyl, halophenylhydroxyalkyl, alkylphenylhydroxyalkyl, alkoxyphenylhydroxyalkyl, alkoxyalkyl, aryloxyhydroxyalkyl, alkoxyhydroxyalkyl, acyloxyalkyl, arylcarbonylalkyl, alkoxycarbonylalkyl, aralkyl, alkenyl, alkylcycloalkyl, alkynyl, thienylalkyl, furylalkyl, arylcarboxamidoalkyl, acylalkyl, cyclic-alkyloxoalkyl, cyclic-alkylhydroxyalkyl, alkenyloxyalkyl, aralkenyl, aryloxyalkyl, or aryl-N-imidazolonylalkyl; R.sub.4 is alkyl; and n is the integer 2 or 3,their corresponding optical isomers, geometric isomers, and mixtures thereof, and the pharmaceutically acceptable acid additional salts.The compounds of formula I are useful as antipsychotic agents.Type: GrantFiled: May 23, 1986Date of Patent: March 22, 1988Assignee: Hoffmann-La Roche Inc.Inventors: Leo Berger, Gary L. Olson
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Patent number: 4709097Abstract: 4-oxa-aldehydes are prepared by catalytic isomerization of a 1,3-dioxane using an acidic zeolite catalyst.Type: GrantFiled: April 14, 1986Date of Patent: November 24, 1987Assignee: BASF AktiengesellschaftInventors: Wolfgang Hoelderich, Franz Merger, Rolf Fischer
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Patent number: 4681977Abstract: Chloro-olefins which contain a group of the formula ##STR1## where Y is chlorine or hydrogen, which are prepared by a process in which a trichloromethyl compound which contains a group of the general formula ##STR2## where X is hydrogen or an organic radical, is reduced with a chromium(II) salt in an aqueous medium.Type: GrantFiled: June 27, 1985Date of Patent: July 21, 1987Assignee: BASF AktiengesellschaftInventors: Eberhard Steckhan, Reinhard Wolf, Hermann Puetter
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Patent number: 4680419Abstract: This invention pertains to a new method for killing and controlling worms (Helminths), new formulations for killing and controlling worms in animals, new chemical compounds, and a new synthesis of northern hemisphere intermediates for the synthesis of milbemycin and avermectin macrolides.Type: GrantFiled: July 22, 1985Date of Patent: July 14, 1987Assignee: The Upjohn CompanyInventor: Stephen J. Nelson
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Patent number: 4672140Abstract: This disclosure concerns acyloxyhexenoic acids and their salts with the acids being produced by reaction of butadiene and acetic acid with metal salt oxidants in a process involving electrolytic regeneration of the metal oxidants during the reaction. Iosmeric acetoxyhexenoic acids produced can be readily converted to sorbic acid, and antimicrobial and preservative uses for the acids are also disclosed.Type: GrantFiled: November 23, 1981Date of Patent: June 9, 1987Assignee: Monsanto CompanyInventors: James P. Coleman, Richard C. Hallcher, Dudley E. McMackins
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Patent number: 4665223Abstract: A process for the production of 1-alkoxyalkyl esters comprises reacting an unsaturated ester with an alcohol in the presence of a Lewis base containing catalyst. The Lewis base containing catalyst is preferably (i) an amidine, or (ii) a Lewis base and an epoxide or (iii) a trivalent organophosphorus compound in the presence of an activated alkene or alkyne. The process can be used to prepare, for example, 1-methoxyethyl acetate from vinyl acetate and methanol under mild conditions.Type: GrantFiled: January 15, 1985Date of Patent: May 12, 1987Assignee: BP Chemicals LimitedInventor: Michael J. Green
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Patent number: 4650896Abstract: 2-Alkyl-4,4-diacyloxybut-2-enals of the formula ##STR1## where R.sup.1 is alkyl and R.sup.2 is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, are prepared by a process in which a 2-alkyl-1,4-diacyloxy-1,3-butadiene of the formula ##STR2## is reacted with oxygen or an oxygen donor in the presence of an acidic ion exchanger.Type: GrantFiled: May 3, 1985Date of Patent: March 17, 1987Assignee: BASF AktiengesellschaftInventors: Rolf Fischer, Joachim Paust
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Patent number: 4634778Abstract: Process for preparing chlorinated ethylenic derivatives of the formula ##STR1## in which R.sub.1 represents acetyl, formyl optionally in the form of an acetal, hydroxy optionally as an ether or ester, alkyloxycarbonyl, alkyl of 1 to 12 carbon atoms substituted by one or more acetyl, formyl optionally in the form of an acetal, hydroxy optionally in the form of an ether or ester, or alkyloxycarbonyl, alkenyl of 2 to 12 carbon atoms containing one or more double bonds optionally substituted by one or more of acetyl, formyl optionally in the form of an acetal, hydroxy optionally in the form of an ether or ester, or alkyloxycarbonyl, or R.sub.1 represents 3-sulpholenyl or a radical of formula ##STR2## in which R.sub.2 denotes a hydrogen or acetyl, by reacting chlorine in a nonpolar aprotic solvent with a compound of general formula ##STR3## in which R.sub.1 is defined as above. The products of formula I, some of which are new, are useful as intermediates in the synthesis of terpene products such as vitamin E.Type: GrantFiled: November 16, 1984Date of Patent: January 6, 1987Assignee: Rhone-Poulenc SanteInventors: Gerard Mignani, Didier Morel, Pierre Chabardes
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Patent number: 4623749Abstract: Described is a process for preparing triconjugated dienones defined according to the structure: ##STR1## wherein R.sub.1 represents C.sub.1 -C.sub.8 alkyl, phenyl or phenyl methyl and wherein R.sub.2 represents hydrogen or C.sub.1 -C.sub.5 lower alkyl; and wherein the wavy lines are indicative of a "cis" or a "trans" juxtaposition of the R.sub.2, methyl, acyl or vinyl moieties about one or both of the carbon-carbon double bonds which process involves the reaction of an acyl halide with a substituted or unsubstituted prenyl ester having the structure: ##STR2## wherein R.sub.3 represents C.sub.1 -C.sub.Type: GrantFiled: August 17, 1984Date of Patent: November 18, 1986Assignee: International Flavors & Fragrances Inc.Inventors: William J. Evers, Gilbert Stork, Braja D. Mookherjee, Howard H. Heinsohn, Jr.
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Patent number: 4618704Abstract: Acyloxy-2-butenes of the formula ##STR1## where R.sup.1, R.sup.3 and R.sup.4 are each hydrogen or alkyl of 1 to 5 carbon atoms, R.sup.2 is alkyl of 1 to 5 carbon atoms, R.sup.5 is hydrogen, alkyl of 1 to 5 carbon atoms or R.sup.6 --CO--O, and R.sup.6 and R.sup.7 are each hydrogen, alkyl of 1 to 5 carbon atoms, phenyl or cyclohexyl, the preparation of these acyloxy-2-butenes by reaction of 1-acyloxy-1,3-butadienes of the formula ##STR2## with carboxylic acids of the formula R.sup.7 --COOH and oxygen at 50.degree.-180.degree. C. in the presence of catalysts containing palladium or platinum, and the use of the compounds of the formula I, where R.sup.1, R.sup.3, R.sup.4 and R.sup.5 are hydrogen, R.sup.2 and R.sup.6 are methyl and R.sup.7 is methyl or ethyl, for the preparation of 4-acyloxytiglic aldehydes.Type: GrantFiled: April 3, 1979Date of Patent: October 21, 1986Assignee: BASF AktiengesellschaftInventors: Hans-Martin Weitz, Rolf Fischer
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Patent number: 4560802Abstract: Described is a process for preparing triconjugated dienones defined according to the structure: ##STR1## wherein R.sub.1 represents C.sub.1 -C.sub.8 alkyl, phenyl or phenyl methyl and wherein R.sub.2 represents hydrogen or C.sub.1 -C.sub.5 lower alkyl; and wherein the wavy lines are indicative of a "cis" or a "trans" juxtaposition of the R.sub.2, methyl, acyl or vinyl moieties about one or both of the carbon-carbon double bonds which process involves the reaction of an acyl halide having the structure: ##STR2## (wherein X represents chloro) with a substituted or unsubstituted prenyl ester having the structure: ##STR3## wherein R.sub.3 represents C.sub.1 -C.sub.Type: GrantFiled: June 13, 1984Date of Patent: December 24, 1985Assignee: International Flavors & Fragrances Inc.Inventors: William J. Evers, Gilbert Stork, Braja D. Mookherjee, Howard H. Heinsohn, Jr.
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Patent number: 4559179Abstract: A fluorine-containing vinyl compound of the formula: ##STR1## wherein Rf is fluoroalkyl of 4 to 20 carbon atoms, R.sub.1 is hydrogen or acyl of 1 to 3 carbon atoms, one of R.sub.2 and R.sub.3 is hydrogen and the other is methyl, R.sub.4 is hydrogen or methyl, A is a divalent organic group, and l, m and n are each an integer of 0 to 40 and satisfy 0<l+m+n.ltoreq.40, which can modify surface properties of resins.Type: GrantFiled: April 5, 1984Date of Patent: December 17, 1985Assignee: Daikan Kogyo Co., Ltd.Inventors: Iwao Hisamoto, Chiaki Maeda, Masaru Hirai
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Patent number: 4543417Abstract: .omega.,.omega.-Diacyloxy-2,6-dimethyl-octatrienoates and -octatrienals, as novel bifunctional asymmetric C.sub.10 building blocks for terpene syntheses, which possess a formyl or alkoxycarbonyl group at one chain end and 2 geminal acyloxy groups at the other, and a process for their preparation from readily obtainable industrial C.sub.5 building blocks and their use for the synthesis of terpene compounds by carbonyl olefination under conventional conditions.Type: GrantFiled: November 28, 1983Date of Patent: September 24, 1985Assignee: BASF AktiengesellschaftInventors: Klaus Schmieder, Joachim Paust, Rolf Fischer, Hans-Martin Weitz
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Patent number: 4541944Abstract: Hydrogen peroxide and persalt washing or disinfecting compositions perform comparatively ineffectively at ambient to low operating temperatures. More effective washing/disinfection processes are obtained by employing according to the instant invention there with a peroxyacid generator selected from compounds having the general formula (I): ##STR1## in which R.sub.1 and R.sub.2 and R.sub.3 often are hydrogen, R.sub.6 is often hydrogen or methyl and R.sub.4 and R.sub.5 are often methyl or phenyl. R.sub.3 or R.sub.5 can each also represent a difunctional group terminating at its other end in a second gem-diester group or in an enol ester group. Especially preferred peroxyacid generators include 1,1,5-triacetoxypent-4-ene, 1,1,5,5-tetraacetoxy pentane, the corresponding butene and butane compounds, ethylidene benzoate acetate and bis(ethylidene acetate) adipate.Type: GrantFiled: April 9, 1984Date of Patent: September 17, 1985Assignee: Interox Chemicals LimitedInventor: William R. Sanderson
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Patent number: 4521342Abstract: 2-alkyl-4,4-diacyloxybut-2-enals of the formula ##STR1## where R.sup.1 is alkyl and R.sup.2 and R.sup.3 are each hydrogen or an aliphatic, cycloaliphatic or aromatic radical, are prepared by a process wherein a 2-alkyl-2,4-diacyloxybut-3-enal of the formula ##STR2## is treated with an aliphatic carboxylic acid.Type: GrantFiled: March 7, 1983Date of Patent: June 4, 1985Assignee: BASF AktiengesellschaftInventors: Rolf Fischer, Hans-Martin Weitz, Joachim Paust
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Patent number: 4510319Abstract: The invention relates to a process for preparing compounds having the general structure: ##STR1## wherein R is hydrogen or an acyclic or alicyclic fragment containing between one and about ten carbon atoms, and R.sub.1 is hydrogen or an alkyl containing between one and about four carbon atoms or an aryl group.Type: GrantFiled: July 1, 1982Date of Patent: April 9, 1985Assignee: Fritzsche Dodge & Olcott Inc.Inventors: Brian J. Willis, Robert G. Eilerman, Philip A. Christenson, John M. Yurecko, Jr.
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Patent number: 4506096Abstract: 2-Alkyl-2,4-diacyloxy-but-3-enals of the formula ##STR1## where R.sup.1 is alkyl and R.sup.2 is hydrogen, alkyl, a cycloaliphatic radical or an aromatic radical, are prepared by reacting a buta-1,3-diene of the formula ##STR2## with an oxygen donor. The new compounds are valuable intermediates in the preparation of terpenes, e.g. retinal, .beta.-carotin and apocarotinoids.Type: GrantFiled: March 10, 1983Date of Patent: March 19, 1985Assignee: BASF AktiengesellschaftInventors: Hans-Martin Weitz, Rolf Fischer, Joachim Paust
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Patent number: 4496758Abstract: An improved process for the metathesis of alkenyl esters utilizing substantially reduced catalyst levels is provided. For the process, an alkenyl ester of the formula ##STR1## where R is hydrogen or alkyl, R* is tertiary alkyl or an aromatic group, and n is an integer from 2 to 20 is reacted with a tungsten hexachloride/tetraalkyltin catalyst.Type: GrantFiled: October 13, 1983Date of Patent: January 29, 1985Assignee: National Distillers and Chemical CorporationInventors: Charles W. Blewett, Michael D. Sublett
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Patent number: 4487781Abstract: 1,1,2-Triiodo-1-propene and 1-bromo-1,2-diiodo-1-propene derivatives having a formyloxy, alkanoyloxy, alkoxycarbonyloxy, alkoxycarbonylalkoxy, phenoxycarbonylalkoxy or benzyloxycarbonylalkoxy group at the 3-position are valuable anti-fungal and preservative agents having good heat and light stability.Type: GrantFiled: August 23, 1982Date of Patent: December 11, 1984Assignee: Sankyo Company LimitedInventors: Yasuhiro Morisawa, Kiyoshi Konishi, Mitsuru Kataoka
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Patent number: 4481148Abstract: Hydroxyl-containing liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one of selected vinylidene monomers having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) at least one hydroxyl-containing disulfide in the presence of (3) ultraviolet radiation.Type: GrantFiled: March 16, 1981Date of Patent: November 6, 1984Assignee: The B. F. Goodrich CompanyInventor: Changkiu K. Riew
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Patent number: 4480123Abstract: A process for preparing diacyloxyalkadienes of the formula ##STR1## where R.sup.1 to R.sup.6 are each hydrogen or a hydrocarbon radical, which contain one or more hydrocarbon radicals having one or more non-conjugated double bonds, by reacting an aliphatic triene of the formula ##STR2## in which R.sup.1 to R.sup.6 have the same meanings given above with a carboxylic acid of the formulaR.sup.7 -COOHin which R.sup.7 has the same meaning given above, in the presence of a catalyst which contains palladium, platinum or salts of these metals and in the presence of oxygen.Type: GrantFiled: July 25, 1983Date of Patent: October 30, 1984Assignee: BASF AktiengesellschaftInventors: Rolf Fischer, Hans-Martin Weitz
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Patent number: 4469703Abstract: The invention relates to nitroalkanol derivatives of the general formula (I), ##STR1## wherein R.sub.1 is a C.sub.2-12 alkenyl or alkadienyl group, a C.sub.4-12 alkoxyalkyl or alkoxyalkenyl group having one or more C.sub.1-3 alkyl substituents, a C.sub.3-6 cycloalkyl or cycloalkenyl group, a furyl group, a nitrofuryl group, or a phenyl group having optionally one or more identical or different substituents selected from the group consisting of hydroxy, C.sub.1-4 alkoxy, halogen, nitro, C.sub.1-4 alkylenedioxy and C.sub.1-4 alkenoyloxy groups,R.sub.2 and R.sub.4 each represent hydrogen or they form together a valence bond,R.sub.3 is a C.sub.1-12 alkanoyloxy group, a benzoyloxy group having optionally one or more halogen substituents or hydrogen atom, andR.sub.5 is a C.sub.1-12 alkyl group or a phenyl group having optionally one or more halogen substituents,with the proviso that if R.sub.2 and R.sub.4 each stand for hydrogen, R.sub.1 is other than unsubstituted phenyl and R.sub.3 may represent only a C.sub.Type: GrantFiled: February 22, 1982Date of Patent: September 4, 1984Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Attila Kis-Tamas, Gyula Mikite, Erzsebet Csutak nee Jakucs, Laszlo Kocsis
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Patent number: 4466922Abstract: 3-Alkyl-3-acyloxy-4-hydroxybut-1-enes are prepared by a process in which a 3-alkyl-3,4-epoxybut-1-ene is treated with a carboxylic acid and a copper salt of a carboxylic acid.Type: GrantFiled: September 13, 1982Date of Patent: August 21, 1984Assignee: BASF AktiengesellschaftInventors: Hans-Martin Weitz, Rolf Fischer
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Patent number: 4465853Abstract: 3,4-Diacetoxybutene-1 can be easily isomerized into 1,4-diacetoxybutene-2 by contacting it with a cation exchange resin. This method is capable of providing an excellent reaction result and is free of the problem of corrosion of apparatus as well as the problem of formation of by-products. When acetic acid is present in said isomerization operation, the reaction rate is increased. Further, combination of this isomerization method with separation of 1,4-diacetoxybutene-2 from 3,4-diacetoxybutene-1 by distillation enables production of high-purity 1,4-diacetoxybutene-2 at a high efficiency.Type: GrantFiled: November 26, 1982Date of Patent: August 14, 1984Assignee: Japan Synthetic Rubber Co., Ltd.Inventors: Yoshinori Yoshida, Hironobu Shinohara
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Patent number: 4433159Abstract: Optically active alpha-tocopherol is synthesized by a multi-step process using phytol as a starting material. The process does not require an optical resolution step.Type: GrantFiled: February 18, 1982Date of Patent: February 21, 1984Assignee: Eisai Co., Ltd.Inventors: Kimio Hamamura, Kozo Akasaka, Youji Yamagishi
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Patent number: 4410719Abstract: 2-Alkyl-4,4-diacyloxybut-2-enals of the formula ##STR1## where R.sup.1 is alkyl and R.sup.2 and R.sup.3 are each hydrogen or an aliphatic, cycloaliphatic or aromatic radical, are prepared by a process in which a 2-alkyl-1,4-diacyloxybuta-1,3-diene of the formula ##STR2## is reacted with oxygen or an oxygen donor, in the presence of a carboxylic acid of the formulaR.sup.3 -COOH III.Type: GrantFiled: June 29, 1982Date of Patent: October 18, 1983Assignee: BASF AktiengesellschaftInventors: Rolf Fischer, Hans-Martin Weitz, Joachim Paust
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Patent number: 4399302Abstract: The invention is directed to 4-methylmercapto-2-cacetoxy-butyraldehyde of the formula ##STR1## and a process for its production by hydroformylating 3-methylmercapto-1-acetoxy-propene-1 of the formula ##STR2## 4-methylmercapto-2-acetoxy-butyraldehyde can be used as an intermediate product for the production of 4-methylmercapto-2-hydroxy-butyric acid, the hydroxy analogue of methionine.Type: GrantFiled: February 25, 1982Date of Patent: August 16, 1983Assignee: Degussa AktiengesellschaftInventors: Kleemann, Axel, Rudolf Fahnenstich, Marc Samson
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Patent number: 4338170Abstract: A cis-trans isomerization of a cis-.beta.-.gamma.-unsaturated alcohol or its ester having the formula ##STR1## wherein R.sub.1 represents hydrogen atom or a C.sub.1 -C.sub.5 alkyl group; X represents hydrogen atom or ##STR2## and R.sub.2 represents a hydrocarbon moiety or a hydroxyhydrocarbon moiety; R.sub.3 represents hydrogen atom or a hydrocarbon moiety into a transform, in the presence of a mercaptan as a catalyst, is provided. It can be also attained in the presence of a mercaptan and/or a disulfide as a catalyst in an inert gas environment with an initiator. It can be also attained in the presence of a mercaptan under an irradiation, if desired with a small amount of an initiator.Type: GrantFiled: May 23, 1980Date of Patent: July 6, 1982Assignee: Nissan Chemical Industries, Ltd.Inventors: Atsuo Murata, Syuji Tsuchiya, Hideo Suzuki
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Patent number: 4331814Abstract: Sulphones useful for preparing polyenes have the formula: ##STR1## where the sulphonyl group replaces a hydrogen atom on carbon atom (a) or (b), R represents alkyl, aralkyl or aryl, optionally substituted, A and Q represent an optionally substituted hydrocarbon of 5n+1 carbon atoms (n is 1-5), methyl, optionally substituted by halogen, sulphide or sulphone, CH.sub.2 OH (or an ether or ester thereof), CHO (optionally protected), COOH (or an acid chloride, ester or nitrile thereof), with the proviso that when A represents a 2-(2,6,6-trimethylcyclohex-1-enyl) ethenyl radical, Q cannot represent --COOH or an ester thereof.Type: GrantFiled: February 1, 1973Date of Patent: May 25, 1982Assignee: Rhone Poulenc S.A.Inventors: Pierre Chabardes, Marc Julia, Albert Menet
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Patent number: 4310709Abstract: The process for the manufacture of but-2-en-1-ol compounds by isomerizing but-3-en-1-ol compounds in the presence of a palladium catalyst and of hydrogen is improved by modifying the palladium catalyst with selenium or tellurium.The but-2-en-1-ols manufactured according to the invention are either solvents or valuable starting materials for the manufacture of solvents, dyes, surface coatings, paints and pesticides.Type: GrantFiled: April 23, 1980Date of Patent: January 12, 1982Assignee: BASF AktiengesellschaftInventor: Walter Rebafka
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Patent number: 4310688Abstract: The level of hydrolyzable chloride-containing impurities in an isocyanatoalkyl ester of an organic carboxylic acid is reduced by reacting the impurities with a vicinal epoxide-containing compound and then fractionally distilling the mixture to recover the isocyanatoalkyl ester. As an example, crude 2-isocyanatoethyl methacrylate (IEM) in a methylene chloride solution containing 0.084 weight percent of hydrolyzable chloride is contacted with a diglycidyl ether of bisphenol A at 23.degree. C. This reaction mixture is then fractionally distilled to separate the IEM from the methylene chloride first cut and the epoxy resin residue. The hydrolyzable chloride level of the distilled IEM product is only 0.03 weight percent.Type: GrantFiled: October 22, 1979Date of Patent: January 12, 1982Assignee: The Dow Chemical CompanyInventor: Abel Mendoza
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Patent number: 4301084Abstract: In a process for the preparation of a carboxylic acid ester of .beta.-formyl-crotyl alcohol by rearrangement of the corresponding carboxylic acid ester of 2-formyl-2-hydroxy-but-3-ene or of an acetal or acylate thereof in the presence of copper or a copper compound, followed, where relevant, by hydrolytic cleavage of the acetal or acylate, more especially in the preparation of 4,4-dimethoxy-3-methyl-crotyl acetate, the yield is improved by carrying out the rearrangement in the presence of copper (I) chloride as the catalyst and ensuring that low-boiling by-products formed during the rearrangement are removed.The products are of great importance as starting materials for an industrial synthesis of vitamin A and its derivatives.Type: GrantFiled: August 31, 1979Date of Patent: November 17, 1981Assignee: BASF AktiengesellschaftInventors: Harald Laas, Axel Nissen, Bernd Meissner
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Patent number: 4284796Abstract: A process for the preparation of a 4-acyloxy-2-methyl-crotonaldehyde of the formula ##STR1## where R is hydrogen or an aliphatic radical of 1 to 5 carbon atoms, by reacting a 1,1,4-triacyloxy-2-methyl-but-2-ene of the formula ##STR2## where R.sup.1 and R.sup.2 are each hydrogen or an aliphatic radical of 1 to 5 carbon atoms, with water in the presence of a carboxylic acid of the formulaR--COOH III.Type: GrantFiled: September 25, 1979Date of Patent: August 18, 1981Assignee: BASF AktiengesellschaftInventors: Rolf Fischer, Hans-Martin Weitz
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Patent number: 4269780Abstract: A process for forming non-polymeric disproportionation products of non-conjugated olefins using catalysts comprising (1) at least one of certain neutral carbene complexes, and (2) at least one of certain compounds of Groups IVa, IVb, Vb, VIb, VIIb, VIII, and Ib of the Periodic Table of the Elements.Type: GrantFiled: December 6, 1979Date of Patent: May 26, 1981Assignee: Phillips Petroleum CompanyInventor: Dennis S. Banasiak
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Patent number: 4267360Abstract: Derivatives of hexafluoropropene dimer expressed by the following general formula ##STR1## in which R.sub.f represents (CF.sub.3).sub.2 C.dbd.C(CF.sub.2 CF.sub.3) or (CF.sub.3).sub.2 CH--CF(CF.sub.2 CF.sub.3) and R represents a hydrocarbon residue of a carboxylic acid having one free site capable of reacting with the dimer. A process for preparing the derivatives is also disclosed in which the dimer is contacted with the carboxylic acid in an inert solvent in the presence of a catalyst. Metal, amine or ammonium salts of the acid may be also used for the reaction, in which case the reaction is feasible in the absence of a catalyst.Type: GrantFiled: October 15, 1979Date of Patent: May 12, 1981Assignee: Central Glass Company, LimitedInventors: Masahiro Ozawa, Tadaaki Komatsu, Kimiaki Matsuoka
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Patent number: 4267363Abstract: Synthesis and intermediates for making an insect pheromone useful in the control of the yellow scale.Type: GrantFiled: June 26, 1978Date of Patent: May 12, 1981Assignee: Zoecon CorporationInventors: Richard J. Anderson, Clive A. Henrick
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Patent number: 4260551Abstract: Polyprenyl derivatives having the formula ##STR1## in which R.sup.1 and R.sup.2 may be the same or different and each represents hydrogen atom, hydroxyl group, an alkoxy group having 1-8 carbon atoms, an aliphatic acyloxy group having 2-18 carbon atoms, an aromatic acyloxy group or an araliphatic acyloxy group having 2-3 carbon atoms in the aliphatic acyl moiety, R.sup.3 represents hydrogen atom, an alkyl group having 1-8 carbon atoms, an aliphatic acyl group having 2-18 carbon atoms, an aromatic acyl group or an araliphatic acyl group having 2-3 carbon atoms in the aliphatic acyl moiety, n is an integer of 1-4 and, when n is an integer of 2-4, R.sup.2 's may be the same or different; provided that, when n is 1 or 2, at least one of R.sup.1 and R.sup.2 's is hydroxyl group, an alkoxy group, an aliphatic acyloxy group, an aromatic acyloxy group or an araliphatic acyloxy group. These derivatives are useful as medicines for treating peptic ulcer.Type: GrantFiled: February 12, 1979Date of Patent: April 7, 1981Assignee: Sankyo Company LimitedInventors: Hiroshi Mishima, Akira Ogiso, Shinsaku Kobayashi
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Patent number: 4259350Abstract: Iodopropargyl derivatives of formula:IC.tbd.CCH.sub.2 OR[wherein R represents an alkanoyl group (which may be unsubstituted or have one or more halogen, cyano, substituted or unsubstituted .alpha.Type: GrantFiled: March 13, 1979Date of Patent: March 31, 1981Assignee: Sankyo Company LimitedInventors: Yasuhiro Morisawa, Kiyoshi Konishi, Mitsuru Kataoka
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Patent number: 4243660Abstract: The invention relates to a composite insect attractant for male cabbage moths (Mamestra brassicae) containing (Z)-11-hexadecenyl acetate and (Z)-11-heptadecenyl acetate as active agents in a weight ratio of 70 to 90:80 to 1, optionally along with a liquid or solid adjuvant. An insect trap can contain the composition which is used for attracting and trapping cabbage moth. Their mating is disrupted by air permeation techniques. (Z)-11-heptadecenyl acetate is a synergistically active new compound. The composition according to the invention produces a significantly stronger stimulating reaction on male cabbage moths than the known sex lure compositions.Type: GrantFiled: April 19, 1979Date of Patent: January 6, 1981Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Csaba Szantay, Lajos Novak, Miklos Toth, Jozsef Balla, Bela Stefko, Attila Kis-Tamas
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Patent number: 4238397Abstract: Hydroxyl-terminated liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one vinylidene monomer having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) a mixture of at least one hydroxyl-containing disulfide and at least one hydroxyl-containing trisulfide. Use of the above disulfide-trisulfide mixture permits viscosity control during polymerization with substantially less disulfide required than if the disulfide alone were used, and the resulting polymers have less odor and discolor less upon heating than if the disulfide alone were used.Type: GrantFiled: May 18, 1979Date of Patent: December 9, 1980Assignee: The B. F. Goodrich CompanyInventor: Jack C. Gilles
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Patent number: 4238356Abstract: Diacyloxyolefins are isomerized by contacting one or more diacyloxyolefins with a catalyst system comprising selenium dioxide and a suitable carboxylic acid. There can be additionally present in the catalyst system at least one compound selected from the group consisting of a carboxylic acid anhydride, a polar compound and an ionic reagent.Type: GrantFiled: July 31, 1979Date of Patent: December 9, 1980Assignee: Phillips Petroleum CompanyInventors: George B. Fozzard, John R. Norell
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Patent number: 4219660Abstract: There are disclosed herein derivatives of bisfunctionalized compounds, wherein said compounds have been formed by the introduction of a nitro group and a hydroxyl group in the form of an ester into a conjugated diene molecule by treatment of said conjugated dienes with nitric acid in the presence of a carboxylic acid anhydride. The novel compounds produced by this process are useful as bactericides, fungicides and valuable organic synthesis intermediates.Type: GrantFiled: June 24, 1977Date of Patent: August 26, 1980Assignee: Hoffmann-La Roche Inc.Inventor: Pius A. Wehrli
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Patent number: 4207238Abstract: Hydroxyl-terminated liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one vinylidene monomer having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) a mixture of at least one hydroxyl-containing disulfide and at least one hydroxyl-containing trisulfide. Use of the above disulfide-trisulfide mixture permits viscosity control during polymerization with substantially less disulfide required than if the disulfide alone were used, and the resulting polymers have less odor and discolor less upon heating than if the disulfide alone were used.Type: GrantFiled: September 1, 1977Date of Patent: June 10, 1980Assignee: The B. F. Goodrich CompanyInventor: Jack C. Gilles
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Patent number: 4182901Abstract: Diacyloxyolefins are isomerized by contacting one or more diacyloxyolefins with a catalyst system comprising selenium dioxide and a suitable carboxylic acid. There can be additionally present in the catalyst system at least one compound selected from the group consisting of a carboxylic acid anhydride, a polar compound, and an ionic reagent.Type: GrantFiled: October 13, 1977Date of Patent: January 8, 1980Assignee: Phillips Petroleum CompanyInventors: George B. Fozzard, John R. Norell
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Patent number: 4175204Abstract: E-4-acetoxy-2-methyl-2-butenal is prepared by: (1) preparation of an intermediate allylic halide from isoprene; and (2) reaction of the allylic halide with dimethyl sulfoxide in the presence of a non-nucleophilic base to form the desired product.Type: GrantFiled: January 8, 1979Date of Patent: November 20, 1979Inventor: James H. Babler