Hetero Ring Containing Reactant Patents (Class 568/483)
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Patent number: 5210318Abstract: A process for producing a 1,3-diol, e.g., 1,3-propanediol, and/or a 3-hydroxyaldehyde, e.g., 3-hydroxypropionaldehyde, is disclosed which comprises contacting a combination of an epoxide, carbon monoxide and hydrogen in the presence of a rhodium-containing catalyst composition effective to promote the hydroformylation of the epoxide at conditions effective to form at least one of a 1,3-diol and a 3-hydroxyaldehyde. The rhodium-containing catalyst composition comprises an anionic rhodium-containing complex. A promoter component is preferably provided to enhance at least one of the rate and selectivity of the epoxide hydroformylation reaction Rhodium-containing compositions and a processes for producing rhodium-containing compositions are also disclosed.Type: GrantFiled: March 18, 1991Date of Patent: May 11, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: John R. Briggs, John M. Maher, Arnold M. Harrison
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Patent number: 5206442Abstract: The preparation of .alpha.,.beta.-unsaturated aldehydes and ketones IO.dbd.C(R.sup.1)--CR.sup.2 .dbd.CR.sup.3 R.sup.4 Iis carried out by acid hydrolysis of cyclic .alpha.,.beta.-unsaturated acetals II ##STR1## in the presence of saturated aldehydes.Type: GrantFiled: February 14, 1992Date of Patent: April 27, 1993Assignee: BASF AktiengesellschaftInventors: Christiane Mackenroth, Ernst Buschmann
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Patent number: 5169974Abstract: The invention concerns a novel process for the manufacture of various aryloxyaliphatic aldehydes and related arylthio analogues, which are useful as chemical intermediates. The process involves reacting a dihalogenohydroxyalkane of the formula: HO.C(R.sup.2).sub.2.CHX.sub.2 wherein R.sup.2 is alkyl and X is chloro or bromo with a phenol or thiophenol in the presence of base and is applicable to large scale use.Type: GrantFiled: October 20, 1989Date of Patent: December 8, 1992Assignee: Imperial Chemical Industries PLCInventors: Gregory D. Harris, Stanley A. Lee
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Patent number: 5155277Abstract: A process for converting tertiary amine N-oxides to aldehydes by reacting tertiary amine N-oxides in the presence of a catalytic quantity of a vanadium containing compound.Type: GrantFiled: June 11, 1991Date of Patent: October 13, 1992Assignee: Rhone-Poulenc Nutrition AnimaleInventors: Pierre Chabardes, Serge Henrot, Claude Mercier
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Patent number: 4973696Abstract: A stereoselective process is described for preparing optically active alpha,beta-disubstituted carbonyl compounds, comprising forming an acetal between an alpha,beta-unsaturated aldehyde or ketone and tartaric acid or a derivative thereof, halogenating the product thus obtained, and restoring the carbonyl compound.Type: GrantFiled: January 17, 1989Date of Patent: November 27, 1990Assignee: Zambon S.p.A.Inventors: Claudio Giordano, Graziano Castaldi, Silvia Cavicchioli, Francesco Minisci
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Patent number: 4764641Abstract: A process is described for preparing optically active alpha-halogenated carbonyl compounds.This process consists of transforming the carbonyl compound into the corresponding acetal with tartaric acid or a derivative thereof, halogenating this acetal and releasing the carbonyl compound.Type: GrantFiled: October 6, 1986Date of Patent: August 16, 1988Assignee: Zambon SpAInventors: Graziano Castaldi, Silvia Cavicchioli, Claudio Giordano, Carlo Restelli
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Patent number: 4613694Abstract: Process for the concurrent preparation of olefinically unsaturated or satted .alpha.,.omega.-dialdehydes and .alpha.,.omega.-diacids, characterized by the fact that the monoozonide of a a mono- or polyunsaturated cycloolefine in solution in a polar solvent, is treated with water and subsequently with an alkaline aqueous solution at room pressure and at a temperature from -5.degree. C. to 70.degree. C., maintaining during the addition of the alkali, a pH not higher than 12, the dialdehyde and the diacid being subsequently isolated by known, conventional methods.Type: GrantFiled: September 30, 1980Date of Patent: September 23, 1986Assignee: Snia Viscosa Societa' Nazionale Industria Applicazioni Viscosa S.p.A.Inventors: Pier P. Rossi, Salvatore Marchetti
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Patent number: 4558154Abstract: A novel synthesis of methacrylic acid and methacrolein from isobutylene oxide is provided. This method includes contacting isobutylene oxide with a catalyst, preferably a heteropolyacid catalyst, in the presence of oxygen. Using this method, isobutylene oxide conversion is nearly 100% complete. Depending upon the reaction temperature selected, yields of up to about 60% methacrolein and up to about 12% methacrylic acid may be obtained. A simple, inexpensive high yield process is thus provided for producing reaction mixtures containing methacrylic acid and methacrolein.Type: GrantFiled: April 27, 1981Date of Patent: December 10, 1985Assignee: Atlantic Richfield CompanyInventors: Wilfred P. Shum, John F. White, Eva M. Beals
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Patent number: 4537998Abstract: A novel synthesis of methacrylic acid and methacrolein from isobutylene oxide is provided. This method includes contacting isobutylene oxide with a catalyst, preferably a heteropolyacid catalyst, in the presence of oxygen. Using this method, isobutylene oxide conversion is nearly 100% complete. Depending upon the reaction temperature selected, yields of up to about 60% methacrolein and up to about 12% methacrylic acid may be obtained. A simple, inexpensive high yield process is thus provided for producing reaction mixtures containing methacrylic acid and methacrolein.Type: GrantFiled: August 13, 1984Date of Patent: August 27, 1985Assignee: Atlantic Richfield CompanyInventors: Wilfred P. Shum, John F. White, Eva M. Beals
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Patent number: 4517386Abstract: Terminal epoxides, also known as alpha-epoxides or 1,2-epoxides, are rearranged predominantly to the corresponding aldehydes using a catalyst system consisting of lithium tetrafluoroborate in a polyether solvent.Type: GrantFiled: May 11, 1984Date of Patent: May 14, 1985Assignee: Givaudan CorporationInventors: Richard E. Naipawer, Alan J. Chalk
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Patent number: 4489205Abstract: Described herein is a process for the preparation of a novel essentially nonaqueous glutaraldehyde precursor which is capable of rapidly generating glutaraldehyde upon addition to water. The precursor is prepared by the hydration of 2-alkoxy-3, 4-dihydropyran in the presence of an acid catalyst.Type: GrantFiled: June 28, 1983Date of Patent: December 18, 1984Assignee: Union Carbide CorporationInventor: Nan S. Chu
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Patent number: 4469887Abstract: To produce methacrylic acid, firstly, isobutyraldehyde is acetalized. The resultant acetal is cleaved into the isobutenyl ether and alcohol. The isobutenyl ether is oxidized with molecular oxygen or an oxygen-containing gaseous mixture in the presence of an alkaline solution at temperatures of 30.degree.-70.degree. C. to obtain the epoxide. This epoxide is hydrolyzed to the .alpha.-hydroxyisobutyraldehyde. The latter is then oxidized with concentrated or fuming nitric acid at temperatures of 20.degree.-110.degree. C. to produce .alpha.-hydroxyisobutyric acid, and methacrylic acid is obtained therefrom by splitting off water.Type: GrantFiled: October 26, 1982Date of Patent: September 4, 1984Assignee: Chemische Werke Huels, AGInventors: Rudolf Brockhaus, Hans-Jurgen Franke
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Patent number: 4448977Abstract: A storage stable composition of glutaraldehyde acetals and an organic acidic catalyst, which can be converted to glutaraldehyde at the site and upon demand, by the addition of water.Type: GrantFiled: August 26, 1982Date of Patent: May 15, 1984Assignee: Union Carbide CorporationInventors: Glenn H. Warner, Louis F. Theiling, Jr., Marvin G. Freid
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Method for producing aldehydes and ketones using 2,2'-bipyridinium chlorochromate as oxidizing agent
Patent number: 4426534Abstract: 2,2'-bipyridinium chlorochromate has been found to be an effective oxidizing agent, particularly for the conversion of primary or secondary alcohols to their respective aldehydes or ketones.Type: GrantFiled: July 26, 1982Date of Patent: January 17, 1984Assignee: Thiokol CorporationInventor: Frank S. Guziec, Jr. -
Patent number: 4399281Abstract: 2,2'-Bipyridinium chlorochromate has been found to be an effective oxidizing agent, particularly for the conversion of primary or secondary alcohols to their respective aldehydes or ketones.Type: GrantFiled: September 22, 1981Date of Patent: August 16, 1983Assignee: Thiokol CorporationInventor: Frank S. Guziec, Jr.
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Patent number: 4383122Abstract: An optically active or racemic .alpha.-hydroxyaldehyde represented by the general formula (2), ##STR1## wherein R.sub.1 represents a C.sub.6 -C.sub.14 aryl group, C.sub.1 -C.sub.10 alkyl group, C.sub.3 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7 -C.sub.14 aralkyl group, or a group containing a functional group in the organic portion of said groups and R.sub.2 represents a C.sub.1 -C.sub.10 alkyl group, C.sub.2 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7 -C.sub.14 aralkyl group, C.sub.6 -C.sub.14 aryl group, or a group containing a functional group in the organic portion of these groups, which is an important intermediate for preparation of pharmaceuticals and agricultural chemicals, and prepared by allowing an optically active or racemic compound represented by the general formula (1), ##STR2## (wherein A represents a C.sub.6 -C.sub.14 aryl group or a C.sub.1 -C.sub.4 alkyl or alkoxy group- or halogen-substituted C.sub.6 -C.sub.14 aryl group and R.sub.Type: GrantFiled: April 27, 1981Date of Patent: May 10, 1983Assignee: Sumitomo Chemical Company, LimitedInventors: Teruaki Mukaiyama, Yoji Sakito, Masatoshi Asami
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Patent number: 4337346Abstract: An optically active or racemic .alpha.-hydroxyaldehyde represented by the general formula (2), ##STR1## wherein R.sub.1 represents a C.sub.6 -C.sub.14 aryl group, C.sub.1 -C.sub.10 alkyl group, C.sub.3 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7 -C.sub.14 aralkyl group, or a group containing a functional group in the organic portion of said groups and R.sub.2 represents a C.sub.1 -C.sub.10 alkyl group, C.sub.2 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7-C.sub.14 aralkyl group, C.sub.6 -C.sub.14 aryl group, or a group containing a functional group in the organic portion of these groups, which is an important intermediate for preparation of pharmaceuticals and agricultural chemicals, and prepared by allowing an optically active or racemic compound represented by the general formula (1), ##STR2## (wherein A represents a C.sub.6 -C.sub.14 aryl group or a C.sub.1 -C.sub.4 alkyl or alkoxy group- or halogen-substituted C.sub.6 -C.sub.14 aryl group and R.sub.Type: GrantFiled: October 30, 1979Date of Patent: June 29, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Teruaki Mukaiyama, Yoji Sakito, Masatoshi Asami
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Patent number: 4297517Abstract: A process for hydrolysing allylethers of the general formula:R.sub.6 CH.dbd.CR.sub.5 --CR.sub.4 --O--CR.sub.1 R.sub.2 R.sub.3wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6, which may be the same or different, represent a hydrogen atom or an alkyl group of from 1 to 8 carbon atoms or one of R.sub.1, R.sub.2 or R.sub.3 and R.sub.6 together represent a covalent bond, with water in the presence of a supported Group VIII metal catalyst. Methyl sec-butenyl ether can be hydrolysed in high yield to methyl ethyl ketone.Type: GrantFiled: July 31, 1980Date of Patent: October 27, 1981Assignee: Shell Oil CompanyInventors: Johannes A. M. Van Broekhoven, Eit Drent
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Patent number: 4288635Abstract: A method for the preparation of (E)-4-bromo-2-methylbut-2-en-1-al comprises brominating 3,4-epoxy-3-methyl-1-butene with cupric bromide in the presence of lithium carbonate.Type: GrantFiled: May 23, 1980Date of Patent: September 8, 1981Assignee: J. T. Baker Chemical Co.Inventor: Gary M. Gray
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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: 4240985Abstract: Aldehydes are produced by cleaving 2,2-dialkyltetrahydropyrans bearing two hydrogen atoms in the sixth position with a strong acid. The 2,2-dialkyltetrahydropyran can be formed in situ by contacting the strong acid with a primary 6-alken-1-ol having at least one methyl group in the fifth position so that cyclization occurs.Type: GrantFiled: February 26, 1979Date of Patent: December 23, 1980Assignee: Ethyl CorporationInventor: Lawrence H. Shepherd, Jr.
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Patent number: 4205186Abstract: A process is described for the preparation of substituted oxyacetaldehydes and acetals thereof according to the reaction sequence: ##STR1## wherein R.sub.1 and R.sub.2 are each lower alkyl or R.sub.1 and R.sub.2, taken together form a lower alkylene group; wherein R.sub.3 is alkyl, alkenyl or alkadienyl and X is halogen selected from the group consisting of chlorine and bromine, the reaction (i) being carried out (1) using a "phase transfer agent" and (2) in a two phase system.Type: GrantFiled: January 16, 1979Date of Patent: May 27, 1980Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, John J. Kryschuk, John B. Hall