Of Oxy Or Carbonyl Containing Compound Patents (Class 562/418)
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Patent number: 8642802Abstract: The present invention comprises a process for the preparation of 3-chloro-2-fluoro-5-trifluoromethyl benzoic acid of the formula or of a salt thereof 3-Chloro-2-fluoro-5-trifluoromethyl benzoic acid or salts thereof are versatile intermediates for the preparation of active pharmaceutical or agrochemical agents.Type: GrantFiled: September 7, 2012Date of Patent: February 4, 2014Assignee: Hoffmann-La Roche Inc.Inventors: Stephan Bachmann, Stefan Hildbrand, James Jappy, Dinesh Maganbhai Patel, Christophe Pfleger, Robert John Ernest Tidswell, Rene Trussardi
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Publication number: 20130324760Abstract: A method of crystallizing a crystalline molecular sieve having a pore size in the range of from about 2 to about 19 ?, said method comprising the steps of (a) providing a mixture comprising at least one source of ions of tetravalent element (Y), at least one hydroxide source (OH?), and water, said mixture having a solid-content in the range of from about 15 wt. % to about 50 wt. %; and (b) treating said mixture to form the desired crystalline molecular sieve with stirring at crystallization conditions sufficient to obtain a weight hourly throughput from about 0.005 to about 1 hr?1, wherein said crystallization conditions comprise a temperature in the range of from about 200° C. to about 500° C. and a crystallization time less than 100 hr.Type: ApplicationFiled: August 7, 2013Publication date: December 5, 2013Inventors: Ivy D. Johnson, Wenyih Frank Lai
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Publication number: 20130274470Abstract: Provided herein are triazolium carbine catalysts useful for asymmetric hydration, fluorination, and deuteration, and processes for their preparation. Also provided are synthetic reactions in which these catalysts are used, in particular, in stereoselective formation of carbon-chlorine, carbon-hydrogen, carbon-fluorine, and carbon-deuterium bonds.Type: ApplicationFiled: June 7, 2013Publication date: October 17, 2013Inventors: Tomislav Rovis, Harit U. Vora
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Publication number: 20130197245Abstract: An organometallic molybdenum acetylide dioxo complex of formula (?5-C5H5)MoO2(—Cs?CPh) and provides a simple, short, efficient process for the synthesis of organometallic molybdenum dioxo complex which is used as catalyst for a number of oxidation reactions.Type: ApplicationFiled: March 14, 2013Publication date: August 1, 2013Inventors: Shubhangi Bhalchandra Umbarkar, Mohan Keraba Dongare, Ankush Biradar, Vaibhav Ravindrakumar Acham
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Publication number: 20130172611Abstract: Methods of producing terephthalic acid are described. The methods involve using a substantially pure 4-CBA stream. The substantially pure 4-CBA stream, a solvent comprising an ionic liquid and optionally a carboxylic acid, a bromine source, a catalyst, and an oxidizing agent are contacted to produce a product comprising terephthalic acid.Type: ApplicationFiled: December 29, 2011Publication date: July 4, 2013Applicant: UOP LLCInventor: Alakananda Bhattacharyya
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Publication number: 20120330055Abstract: The present invention comprises a process for the preparation of 3-chloro-2-fluoro-5-trifluoromethyl benzoic acid of the formula or of a salt thereof 3-Chloro-2-fluoro-5-trifluoromethyl benzoic acid or salts thereof are versatile intermediates for the preparation of active pharmaceutical or agrochemical agents.Type: ApplicationFiled: September 7, 2012Publication date: December 27, 2012Inventors: Stephan Bachmann, Stefan Hildbrand, James Jappy, Dinesh Maganbhai Patel, Christophe Pfleger, Robert John Ernest Tidswell, Rene Trussardi
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Patent number: 8329939Abstract: The present invention comprises a process for the preparation of 3-chloro-2-fluoro-5-trifluoromethyl benzoic acid of the formula or of a salt thereof. 3-Chloro-2-fluoro-5-trifluoromethyl benzoic acid or salts thereof are versatile intermediates for the preparation of active pharmaceutical or agrochemical agents.Type: GrantFiled: February 3, 2012Date of Patent: December 11, 2012Assignee: Hoffmann-La Roche Inc.Inventors: Stephan Bachmann, Stefan Hildbrand, James Jappy, Dinesh Maganbhai Patel, Christophe Pfleger, Robert John Ernest Tidswell, Rene Trussardi
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Publication number: 20120130121Abstract: The present invention comprises a process for the preparation of 3-chloro-2-fluoro-5-trifluoromethyl benzoic acid of the formula or of a salt thereof 3-Chloro-2-fluoro-5-trifluoromethyl benzoic acid or salts thereof are versatile intermediates for the preparation of active pharmaceutical or agrochemical agents.Type: ApplicationFiled: February 3, 2012Publication date: May 24, 2012Inventors: Stephan Bachmann, Stefan Hildbrand, James Jappy, Dinesh Maganbhai Patel, Christophe Pfleger, Robert John Ernest Tidswell, Rene Trussardi
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Patent number: 8153840Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: February 22, 2010Date of Patent: April 10, 2012Assignee: Grupo Petrotemex, S.A. de C.V.Inventors: Thomas Earl Woodruff, Alan George Wonders
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Publication number: 20110184208Abstract: An oxidation process for the production of an aromatic carboxylic acid, said process comprising contacting in the presence of a catalyst, within a continuous flow reactor, one or more precursor(s) of the aromatic carboxylic acid with an oxidant, such contact being effected with said precursor(s) and the oxidant in an aqueous solvent comprising water under supercritical conditions or near supercritical conditions, wherein said catalyst comprises copper.Type: ApplicationFiled: April 29, 2009Publication date: July 28, 2011Inventors: Joan Fraga-Dubreuil, Samuel Duncan Housley, Walter Partenheimer
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Publication number: 20100249451Abstract: The classical process for the rearrangement of substituted benzil to benzilic acid is performed in the presence of sodium or potassium hydroxide as a base using ethanol-ether as a medium. The reaction requires reflux temperature for complete conversion. However, these bases containing metallic ions and generate metallic containing effluent waste which may require additional expenditure for treatment. Moreover, because of corrosive nature of base, and use of flammable solvent, the safety measures are needed during large scale production. Another method also reported for benzilic acid rearrangement at 380° C. which is practically not feasible. The present invention describes the use of quaternary ammonium hydroxides as a base for the rearrangement of the substituted benzils to benzilc acids. It also avoids the use of solvent and reaction can be carried out at relatively lower temperatures. Because of the solvent free reaction condition it reduces the mass/volume of reaction mixture.Type: ApplicationFiled: March 18, 2010Publication date: September 30, 2010Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCHInventors: Harshadas Mitaram MESHRAM, Palakuri Ramesh GOUD, Bandi Chennakesava REDDY, Busam Ramalinga Vara PRASAD, Mende SREENIVAS, Jhillu Singh YADAV
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Publication number: 20090306423Abstract: The present invention comprises a process for the preparation of 3-chloro-2-fluoro-5-trifluoromethyl benzoic acid of the formula or of a salt thereof. 3-Chloro-2-fluoro-5-trifluoromethyl benzoic acid or salts thereof are versatile intermediates for the preparation of active pharmaceutical or agrochemical agents.Type: ApplicationFiled: May 29, 2009Publication date: December 10, 2009Inventors: Stephan Bachmann, Stefan Hildbrand, James Jappy, Dinesh Maganbhai Patel, Christophe Pfleger, Robert John Ernest Tidswell, Rene Trussardi
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Patent number: 7589231Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: September 15, 2009Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Howard Wood Jenkins, Jr., Lee Reynolds Partin, Wayne Scott Strasser, Marcel de Vreede
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Patent number: 7341972Abstract: The present invention relates to novel singlet oxygen catalysts useful for the production of specialty chemicals. The catalysts include a core material selected from amine coated polymeric beads, amine coated glass beads and multi-generational dendrimers to which condensed carbon molecules are bonded. These catalysts may in turn give rise to other solid phase heterogeneous catalysts useful for stereoselective or regioselective reactions, by way of non-limiting example.Type: GrantFiled: October 18, 2004Date of Patent: March 11, 2008Inventor: Anton W. Jensen
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Patent number: 7294734Abstract: This invention relates to a process for converting a hydrocarbon reactant to a product comprising an oxygenate or a nitrile, the process comprising: (A) flowing a reactant composition comprising the hydrocarbon reactant, and oxygen or a source of oxygen, and optionally ammonia, through a microchannel reactor in contact with a catalyst to convert the hydrocarbon reactant to the product, the hydrocarbon reactant undergoing an exothermic reaction in the microchannel reactor; (B) transferring heat from the microchannel reactor to a heat exchanger during step (A); and (C) quenching the product from step (A).Type: GrantFiled: May 2, 2003Date of Patent: November 13, 2007Assignee: Velocys, Inc.Inventors: John H. Brophy, Frederick A. Pesa, Anna Lee Tonkovich, Jeffrey S. McDaniel, Kai Tod Paul Jarosch
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Patent number: 7250529Abstract: A highly advantageous process for the preparation of 2-(3-hydroxy-1-adamantyl)-2-oxoacetic acid or a salt thereof is described. The process comprises subjecting 1-acetyl 3-hydroxyadamantane to liquid phase oxidation with permanganate to produce 2-(3-hydroxy-1-adamantyl)-2-oxoacetic acid or a salt thereof, with acidification to form the free acid when appropriate.Type: GrantFiled: September 16, 2005Date of Patent: July 31, 2007Assignee: Albemarle CorporationInventor: Eric L. Williams
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Patent number: 7241908Abstract: The invention is directed to the preparation of organic or aqueous-organic hydrogen peroxide solutions by direct synthesis from a non-explosive gaseous mixture containing hydrogen and oxygen. The process is carried out in the presence of a noble metal catalyst, using a reaction medium containing a halide and a strong acid. It can be performed in a stainless steel reactor without corrosion occurring to the reactor material if, during the reaction, the surface of the stainless steel is, at no place, in permanent contact with the gaseous mixture passing through the reactor.Type: GrantFiled: May 9, 2005Date of Patent: July 10, 2007Assignee: Degussa AGInventors: Thomas Haas, Guido Stochniol, Robert Jahn
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Patent number: 7193110Abstract: An aldehyde-containing oily solution and an aqueous hydrogen peroxide solution are reacted in the presence of a catalyst comprising a polymer compound having a sulfonic acid group in a side chain thereof in a heterogeneous solution system. According to such a reaction process, carboxylic acid can be efficiently produced under mild conditions having very little influence and toxicity on the environment and a human body, with simple operations, without requiring the operation for removing a solvent after the completion of the reaction.Type: GrantFiled: November 12, 2003Date of Patent: March 20, 2007Assignee: National Institute of Advanced Industrial Science and TechnologyInventors: Kazuhiko Sato, Yoko Usui
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Patent number: 7126024Abstract: This invention is directed to a process for making a salt of a carboxylic acid. The process comprises contacting a catalyst with an alkaline mixture comprising a primary alcohol. In one embodiment, the catalyst comprises a metal supporting structure (preferably a metal sponge supporting structure comprising at least about 10% by weight nickel) having a copper-containing active phase at the surface thereof and iron as a catalyst modifier. The supporting structure is resistant to deformation under the conditions of the dehydrogenation reaction. This invention is also directed to novel nickel-containing catalysts having a copper-containing active phase and iron as a catalyst modifier which may, for example, be used in the above process. This invention is further directed to processes for making such catalysts.Type: GrantFiled: October 16, 2002Date of Patent: October 24, 2006Assignee: Monsanto Technology LLCInventors: David A. Morgenstern, James P. Coleman, James M. Allman
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Patent number: 7109379Abstract: An oily solution of water-insoluble aliphatic alcohol is allowed to react with an aqueous hydrogen peroxide solution in the presence of a catalyst containing a metal compound belonging to Group 8 to 10 of the Periodic Table in a heterogeneous solution system. As a result, a carbonyl compound can be produced from an aqueous hydrogen peroxide solution under mild conditions in high yield. Also, the reaction operation is simple and easy, a step for removing solvent after completion of the reaction is not necessary and influence and toxicity upon the environment and human body are markedly small. Thus, a carbonyl compound can be produced safely, simply and efficiently.Type: GrantFiled: July 24, 2003Date of Patent: September 19, 2006Assignee: National Institute of Advanced Industrial Science and TechnologyInventors: Kazuhiko Sato, Youko Usui
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Patent number: 7074954Abstract: Disclosed is a process to produce a purified carboxylic acid slurry. The process comprises removing impurities from a crystallized product in a solid liquid displacement zone to form the purified carboxylic acid slurry. The process produces purified carboxylic acid slurry having good color and low impurity levels without the use of purification steps like hydrogenation or an impurity removal process.Type: GrantFiled: August 21, 2003Date of Patent: July 11, 2006Assignee: Eastman Chemical CompanyInventors: Ronald Buford Sheppard, Brent Alan Tennant, Thomas Earl Woodruff, Robert Lin
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Patent number: 6852893Abstract: The invention relates to a method for oxidizing substrates such as hydrocarbons, waxes or soot. The method involves the use of a compound of formula (I) in which: R1 and R2 represent H, an aliphatic or aromatic alkoxy radical, carboxyl radical, alkoxycarbonyl radical or hydrocarbon radical, each having 1 to 20 hydrocarbon atoms, SO3H, NH2, OH, F, Cl, Br, I and/or NO2, whereby R1 and R2 designate identical or different radicals or R1 and R2 can be linked to one another via a covalent bonding; Q1 and Q2 represent C, CH, N, CR5, each being the same or different; X and Z represent C, S, CH2, each being the same or different; Y represents O and OH; k=0, 1, 2; l=0, 1, 2; m=1 to 3, and; R5 represents one of the meanings of R1. Said compound is used as a catalyst in the presence of a radical initiator, whereby the molar ratio of the catalyst to the hydrocarbon is less than 10 mol %. Peroxy compounds or azo compounds can be used as the radical initiator. Preferred substrates are aliphatic or aromatic hydrocarbons.Type: GrantFiled: March 22, 2001Date of Patent: February 8, 2005Assignee: Creavis Gesellschaft fuer Technologie and Innovation mbHInventors: Adolf Kühnle, Mark Duda, Carsten Jost, Guido Fries, Jochen Kirchhoff, Thomas Schiffer, Roger Arthur Sheldon, Sasidharan Manickam, Isabella W. C. E. Arends
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Patent number: 6809207Abstract: The present invention provides certain alpha-amino acids and derivatives thereof, such as, but not limited to, esters, amides and salts. These derivatives may comprise such representative side groups as a phenyl, pyridyl, piperidinyl, tetrahydropyranyl, tetrahydrothiopyranyl, or thienyl group. The present invention further provides a method for synthesizing alpha-amino acids and derivatives thereof via a modified Ugi type reaction using an aldehyde, ammonium formate and a C1-C5 alkyl isocyanide. The compounds provided by this method are useful in the development of new pharmaceuticals for the treatment of human diseases.Type: GrantFiled: July 24, 2002Date of Patent: October 26, 2004Assignee: PharmaCore, Inc.Inventors: Sekar Alla, Seung-Yong Choi, Dale Dhanoa, Elso DiFranco, Galina Krokhina, Keqiang Li, Balasubramanian Thiagarajan, Wen-Chun Zhang
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Patent number: 6770781Abstract: A process for the preparation of meta or para-substituted &agr;-arylalkanoic acids of formula (I) wherein R and R1 are as defined in the disclosure.Type: GrantFiled: May 8, 2002Date of Patent: August 3, 2004Assignee: Dompe′ S.p.AInventors: Marcello Allegretti, Maria Candida Cesta, Marco Mantovanini, Luca Nicolini
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Patent number: 6762319Abstract: The present invention relates to the oxidation, by means of oxygen or a gas containing it, of hydrocarbons to the corresponding carboxylic acids, alcohols and/or ketones or of alcohols and/or ketones to the corresponding carboxylic acids. It consists more precisely in a process for oxidizing hydrocarbon, alcohol and/or ketone, using oxygen or a gas containing it, in liquid phase and in the presence of a catalyst dissolved in the reaction medium, characterized in that the catalyst comprises a soluble manganese compound and at least one soluble chromium compound.Type: GrantFiled: April 16, 2002Date of Patent: July 13, 2004Assignee: Rhodia Polyamide IntermediatesInventors: Eric Fache, Michel Costantini
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Patent number: 6740776Abstract: A low temperature process for preparing an aromatic acid having formula (I), said process comprising reacting an aromatic aldehyde having formula (II) with a gas having an oxygen content of 1 to 100 weight percent, based on the total weight of the gas, at a temperature of about 20° C. to less than 100° C. in the presence of a supported Group VIII metal catalyst, and a solvent having a flash point greater than 95° C. and/or a melting point less than 55° C., provided that the flash point of the solvent is greater than the reaction temperature, wherein R1 and R2 are independently selected from the group consisting of hydrogen and a C1-C8 linear, branched or cyclic alkyl group. The process of the invention yields an aromatic acid in excellent yield, and (i) does not involve the use of deleterious oxidizing agents; (ii) is essentially free of by-products; and (iii) is accomplished at a temperature of less than 100° C.Type: GrantFiled: July 15, 2002Date of Patent: May 25, 2004Assignee: Novartis AGInventors: Ratna Shekhar, Michael John Girgis
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Patent number: 6593494Abstract: Process for the oxidation of aldehydes to the corresponding acids in which an aldehyde as substrate is oxidized to the corresponding acid in the presence of an equimolar amount, or a molar excess, of periodate, catalytic amounts of dichromate or CrO3, and in the presence of an acid in water, a water/solvent mixture or in a solvent at a temperature of −20° C. to +50° C.Type: GrantFiled: March 28, 2002Date of Patent: July 15, 2003Assignee: DSM Fine Chemicals Austria NFG GmbH & Co KGInventors: Paul Alsters, Elisabeth Schmieder Van De Vondervoort
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Publication number: 20030045747Abstract: The present invention relates to a process for the Baeyer-Villiger oxidation of organic carbonyl compounds.Type: ApplicationFiled: September 12, 2002Publication date: March 6, 2003Inventors: Hanns Wurziger, Guido Pieper, Norbert Schwesinger
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Publication number: 20020143206Abstract: Process for the oxidation of aldehydes to the corresponding acids in which an aldehyde as substrate is oxidized to the corresponding acid in the presence of an equimolar amount, or a molar excess, of periodate, catalytic amounts of dichromate or CrO3, and in the presence of an acid in water, a water/solvent mixture or in a solvent at a temperature of −20° C. to +50° C.Type: ApplicationFiled: March 28, 2002Publication date: October 3, 2002Inventors: Paul Alsters, Elisabeth Schmieder Van De Vondervoort
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Publication number: 20020082442Abstract: The present invention relates to a process for the synthesis of cinnamic esters and/or cinnamic acids by condensation of aldehydes with carboxylic anhydrides, using iron(III) salts as catalyst.Type: ApplicationFiled: December 7, 2001Publication date: June 27, 2002Inventors: Walter Kuhn, Norbert Richter, Lutz Walther
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Patent number: 6384279Abstract: A new composition of matter for a diamidodiol and a method for preparing the diamidodiol. The exemplary diamidodiol has the formula C15H30N2O4 and is prepared by reacting a first quantity of 2-amino-2-methyl-1-propanol with a second quantity of a di-substituted malonyl dichloride (i.e., diethylmalonyl dichloride), preferably in ethyl acetate as solvent. A tetraamido macrocycle is prepared from the diamidodiol in two steps by oxidizing the diamidodiol to form a diacid followed by coupling using a known procedure of the diacid with an aryl diamine (e.g., 1,2-diaminobenzene) to yield the tetraamido macrocycle.Type: GrantFiled: August 30, 2001Date of Patent: May 7, 2002Assignee: The Clorox CompanyInventors: James E. Deline, Michael M. Ott
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Patent number: 6320083Abstract: A process for the carbonylation of alkyl aromatic compounds uses acidic ionic liquids. In one embodiment, the ionic liquid is intrinsically acidic, having an anion mole fraction of greater than 0.5. The ionic liquids include those comprised of a quaternary nitrogen-containing cation and a metal halide anion. The process provides for good conversion and selectivity in the production of the corresponding aromatic aldehyde compound.Type: GrantFiled: September 10, 1999Date of Patent: November 20, 2001Assignee: ExxonMobil Chemical Co.Inventor: Ramzi Yanni Saleh
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Patent number: 6303827Abstract: Alkyl aromatic compounds are converted to alkyl aromatic aldehydes by a carbonylation reaction. The carbonylation catalyst can be a high boiling point carbonylation catalyst which allows for the separation of the aldehyde product by selective volatilization. Alternatively, the carbonylation catalyst can be selected from perfluoroalkyl sulfonic acids having 2 to 18 carbon atoms, perfluoroether sulfonic acids having 2 to 18 carbon atoms, BF3(ROH)x wherein R represents CH3 or H and X is a number within the range of from 0.2 to 2, GaBr3, GaCl3, TaF5, NbF5, and NbBr5, with the proviso that when the catalyst is TaF5, NbF5, or NbBr5, then the reaction takes place in the absence of added HF. Preferably, all of the carbonylation reactions take place in the absence of added HF. The alkyl aromatic aldehydes can be oxidized to form an aromatic acid.Type: GrantFiled: September 10, 1999Date of Patent: October 16, 2001Assignee: ExxonMobil Chemicals Patents Inc.Inventors: Ramzi Yanni Saleh, Christopher L. Becker, Robert C. Michaelson, Richard H. Schlosberg
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Publication number: 20010020110Abstract: The present invention relates to a production method of compound [V] useful as an intermediate for medicaments and agrochemicals. The method includes reacting compound [III] with hexamethylenetetramine under heating to give compound [IV], and oxidizing the obtained compound [IV] with a halous acid salt or a ruthenium compound. According to the present invention, moreover, an organometallic compound having a tolyl group and compound [I] are cross-coupled in the presence of a catalyst to give compound [II] useful as an intermediate for medicaments and agrochemicals. The compound [II] is halogenated to give compound [III].Type: ApplicationFiled: January 31, 2001Publication date: September 6, 2001Inventors: Tetsuya Shintaku, Masahide Tanaka, Hiroshi Shiratani, Nobushige Itaya
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Publication number: 20010016667Abstract: An aromatic carboxylic acid, aromatic aldehyde, and aromatic alcohol are simultaneously and efficiently prepared by liquid phase oxidizing an aromatic compound represented by formula (I) with a gas containing molecular oxygen, in a presence of a catalyst comprising transition metal compound, tertiary amine and bromide compound: 1Type: ApplicationFiled: March 19, 2001Publication date: August 23, 2001Applicant: Toray Industries, Inc.Inventors: Shotaro Matsuoka, Masaaki Suematsu, Akira Kitamura
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Publication number: 20010007911Abstract: The invention relates to a process for preparing N-acylglycine derivatives of the formula (III) 1Type: ApplicationFiled: July 7, 1999Publication date: July 12, 2001Inventors: HOLGER GEISSLER, SANDRA BOGDANOVIC, MATTHIAS BELLER, MARKUS ECKERT, FRANK VOLLMULLER
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Patent number: 6255525Abstract: A process for preparing an aromatic carboxylic acid having improved purity comprising contacting at an elevated temperature and pressure a mixture comprising an impure aromatic carboxylic acid and a solvent in the presence of hydrogen gas with a carbon catalyst which is essentially free of a hydrogenation metal component.Type: GrantFiled: December 1, 1998Date of Patent: July 3, 2001Assignee: BP Amoco CorporationInventors: David Lee Sikkenga, M. Michelle Morie-Bebel, Stephen V. Hoover
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Patent number: 6245936Abstract: The present invention concerns a process for the preparation of a 2-hydroxybenzoic acid and of a 4-hydroxybenzaldehyde and derivatives thereof from a mixture of two phenolic compounds, one carrying a formyl or hydroxymethyl group in the 2 position, and the other carrying a formyl or hydroxymethyl group in the 4 position. The invention also concerns the preparation of a 4-hydroxybenzaldehyde from said mixture. The invention more particularly concerns the preparation of 3-methoxy-4-hydroxybenzaldehyde and of 3-ethoxy4-hydroxybenzaldehyde, respectively known as “vanillin” and ethylvanillin”.Type: GrantFiled: April 12, 1999Date of Patent: June 12, 2001Assignee: Rhodia ChimieInventors: Pascal Metivier, Christian Maliverney, Philippe Denis
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Patent number: 6239252Abstract: The invention relates to single step process for the preparation of poly (oxyalkylene)-alpha, omega-dicarboxylic acids of the formula HO2CCH2O(CH2CHRO)nCH2CO2H, wherein R is hydrogen, methyl or mixtures of hydrogen and methyl on the individual molecule and n is an integer of from 100 to 2500, comprising the steps of reacting, an oxidising agent such as poly (oxyalkylene glycol) with Jone's reagent in a polar solvent at a temperature in the range of 10° C. to room temperature for a period ranging between 1 hour to 12 hours, quenching the reaction by adding free radical scavanger, removing oxidation by-products from reaction mixture by adsorbing them on an adsorbing agent to obtain dicarboxylic acids in the solution, and evaporating the clear solution to obtain poly (oxyalkylene)-alpha, omega-dicarboxylic acids.Type: GrantFiled: January 4, 2000Date of Patent: May 29, 2001Assignee: Council of Scientific and Industrial ResearchInventors: Bhalchandra Shripad Lele, Mohan Gopalkrishna Kulkarni
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Patent number: 6130315Abstract: This invention relates to analogs of peptidase substrates in which the amide group containing the scissile amide bond of the substrate peptide has been replaced by an activated electrophilic ketone moiety. These analogs of the peptidase substrates provide specific enzyme inhibitors for a variety of proteases, the inhibition of which will have useful physiological consequences in a variety of disease states.Type: GrantFiled: August 24, 1998Date of Patent: October 10, 2000Assignee: Merrell Pharmaceuticals Inc.Inventors: H. Michael Kolb, Joseph P. Burkhart, Michael J. Jung, Fritz E. Gerhart, deceased, Eugene L. Giroux, Bernhard Neises, Daniel G. Schirlin
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Patent number: 6013829Abstract: Process for the asymmetric synthesis of S-acyl derivatives of 2-mercaptomethyl-3-phenylpropanoic acid of formula (I): characterized in that it comprises the steps consisting in:a) preparing the diol (VI) by reduction of a malonic ester (V) in the presence of a hydride;b) preparing the monoacetates (VII R) or (VII S) respectively;c) subjecting these monoacetates to an oxidation in order to form the acids (IX S) or (IX R);d) saponifying the compounds (IX S) or (IX R) in order to form the hydroxy acids (X S) or (X R);e) thioacylating the hydroxy acids (X S) or (X R) with a mercapto acid R.sub.1 SH (XI), according to a Mitsunobu-type reaction, in order to lead to the desired acids (I R) (I S) respectively and application to the synthesis of N-(mercaptoacyl)amino acid derivatives (II).Type: GrantFiled: November 26, 1997Date of Patent: January 11, 2000Assignee: Societe Civile BioprojetInventors: Denis Danvy, Thierry Monteil, Pierre Duhamel, Lucette Duhamel, Jeanne-Marie Lecomte, Jean-Charles Schwartz, Nadine Noel-Lefebvre, Claude Gros, Jean-Christophe Plaquevent
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Patent number: 5998660Abstract: This invention relates to a process for preparing carboxylic acids by oxidizing an aldehyde with a peracid in the presence of an amine and/or amine N-oxide catalyst selected from the group consisting of a substituted or unsubstituted alkyl amine, alkyl amine N-oxide, aromatic amine, aromatic amine N-oxide, heterocyclic amine, heterocyclic amine N-oxide and mixtures thereof, to produce the carboxylic acid. Such carboxylic acids have utility for example as chemical intermediates.Type: GrantFiled: December 23, 1997Date of Patent: December 7, 1999Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Bruce Armin Barner, Jonathan Joshua Kurland
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Patent number: 5808143Abstract: Catalysts of the formula I?A.sub.a B.sub.b O.sub.x !.sub.p ?C.sub.c D.sub.d Fe.sub.e Co.sub.f E.sub.i F.sub.j O.sub.y !.sub.q I,whereA is bismuth, tellurium, antimony, tin and/or copper,B is molybdenum and/or tungsten,C is an alkali metal, thallium and/or samarium,D is an alkaline earth metal, nickel, copper, cobalt, manganese, zinc, tin, cerium, chromium, cadmium, molybdenum, bismuth and/or mercury,E is phosphorus, arsenic, boron and/or antimony,F is a rare-earth metal, vanadium and/or uranium,a is from 0.01 to 8,b is from 0.1 to 30,c is from 0 to 4,d is from 0 to 20,e is from 0 to 20,f is from 0 to 20,i is from 0 to 6,j is from 0 to 15,x and y are numbers determined by the valency and frequency of the elements other than oxygen in I, and p and q are numbers whose ratio p/q is in the range from 0.001 to 0.Type: GrantFiled: March 22, 1996Date of Patent: September 15, 1998Assignee: BASF AktiengesellschaftInventors: Lothar Karrer, Hans-Peter Neumann, Hans-Dieter Eichhorn, Robin Stuart Jarret
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Patent number: 5756858Abstract: The invention relates to novel processes for the preparation of phenyl acetic acid derivatives of the formula (I) some of which are known ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 independently of each other each represent hydrogen, alkyl or alkoxy by ozonolysis of compounds of the formula (II) ##STR2## in which R.sup.4 represents hydrogen or methyl and oxidation of the reaction products obtained therefrom. The invention further relates to novel intermediates and a process for the preparation thereof.Type: GrantFiled: March 30, 1995Date of Patent: May 26, 1998Assignee: Bayer AktiengesellschaftInventors: Reinhard Lantzsch, Rainer Fuchs
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Patent number: 5739385Abstract: This invention relates to a process for preparing optically active carboxylic acids by oxidizing an optically active aldehyde with a peracid in the presence of an amine and/or amine N-oxide catalyst selected from the group consisting of a substituted or unsubstituted alkyl amine, alkyl amine N-oxide, aromatic amine, aromatic amine N-oxide, heterocyclic amine, heterocyclic amine N-oxide and mixtures thereof, to produce the optically active carboxylic acid. Such optically active carboxylic acids have utility for example as pharmaceuticals.Type: GrantFiled: October 19, 1995Date of Patent: April 14, 1998Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Bruce Armin Barner, Jonathan Joshua Kurland
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Patent number: 5739352Abstract: This invention relates to a process for preparing carboxylic acids by oxidizing an aldehyde with a peracid in the presence of an amine and/or amine N-oxide catalyst selected from the group consisting of a substituted or unsubstituted alkyl amine, alkyl amine N-oxide, aromatic amine, aromatic amine N-oxide, heterocyclic amine, heterocyclic amine N-oxide and mixtures thereof, to produce the carboxylic acid. Such carboxylic acids have utility for example as chemical intermediates.Type: GrantFiled: October 19, 1995Date of Patent: April 14, 1998Assignee: United Carbide Chemicals & Plastics Technology CorporationInventors: Bruce Armin Barner, Jonathan Joshua Kurland
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Patent number: 5689000Abstract: A process to manufacture a carboxylic acid salt is disclosed wherein an aqueous solution of a primary alcohol is contacted with a base hydroxide in the presence of an effective amount of a catalyst consisting essentially of an alkali resistant support, from about 0.05 wt. % to about 10 wt. %, based on the total weight of the catalyst, of an anchor metal is selected from the group consisting of platinum, palladium, ruthenium, and gold, and between about 1 wt. % and about 50 wt. %, based on the total weight of the catalyst, of an element selected from the group consisting of copper, cobalt, nickel, and cadmium combined with the anchor metal.Type: GrantFiled: March 20, 1995Date of Patent: November 18, 1997Assignee: Monsanto CompanyInventors: Jerry R. Ebner, Thaddeus S. Franczyk
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Patent number: 5635197Abstract: A series of benzoquinolin-3-ones are pharmaceuticals effective in preventing the development of prostatic cancer, or preventing or treating the metastasis to bone of prostatic cancer.Type: GrantFiled: March 21, 1995Date of Patent: June 3, 1997Assignee: Eli Lilly and CompanyInventors: James E. Audia, Blake L. Neubauer
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Patent number: 5629007Abstract: A series of benzoquinolin-3-ones are pharmaceuticals effective in preventing the development of prostatic cancer, or preventing or treating the metastasis to bone of prostatic cancer.Type: GrantFiled: March 21, 1995Date of Patent: May 13, 1997Assignee: ELi Lilly and CompanyInventors: James E. Audia, Blake L. Neubauer
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Patent number: 5608107Abstract: A process for preparing an alkoxyalkanoic acid by reacting the corresponding alkoxyalkanol with a resin-supported stable free radical nitroxide in the presence of a chlorine-containing oxidant and a solvent at a temperature in the range of from about 0.degree. C. to about 35.degree. C. and thereafter separating out the alkoxyalkanoic acid.Type: GrantFiled: May 31, 1995Date of Patent: March 4, 1997Assignee: Shell Oil CompanyInventors: Herbert E. Fried, David M. Singleton