Reactant Contains -coo- Group Patents (Class 568/319)
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Patent number: 7129367Abstract: Palladum-phosphine complexes obtained by reacting a 5 compound of formula (1) below with a palladium compound: F(I) (wherein R1 is a hydrogen atom, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R2 and R3 are each, the same or different, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R4 and R5 are each, the same or different, a hydrogen atom, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R6, R7, R8 and R9 are each, the same or different, an alkyl group, a cycloalkyl group, a phenyl group which may be substituted, an alkoxyl group, a dialkylamino group, a halogen atom, a phenyl group, a benzyl group, a naphthyl group or a halogenated alkyl group; R6 and R7, R8 and R9 may be combined to form, each, a fused ring, a trimethylene group, a tetramethylene group or a 20 methylenedioxy group; p, q, r and s are each an integer of 0 to 5; and p+q, and r+s are each in the range of 0 to 5.Type: GrantFiled: February 12, 2004Date of Patent: October 31, 2006Assignee: Takasago International CorporationInventors: Ken Suzuki, Yoji Hori
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Patent number: 7091385Abstract: The present invention relates to new molecular sieve SSZ-71 prepared using a N-benzyl-1,4-diazabicyclo[2.2.2]octane cation as a structure-directing agent, methods for synthesizing SSZ-71 and processes employing SSZ-71 in a catalyst.Type: GrantFiled: November 2, 2005Date of Patent: August 15, 2006Assignee: Chevron U.S.A. Inc.Inventors: Cong-Yan Chen, Allen W. Burton, Jr., Ann J. Liang
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Patent number: 7084304Abstract: The present invention relates to new crystalline molecular sieve SSZ-70 prepared using a N,N?-diisopropyl imidazolium cation as a structure-directing agent, methods for synthesizing SSZ-70 and processes employing SSZ-70 in a catalyst.Type: GrantFiled: November 2, 2005Date of Patent: August 1, 2006Assignee: Chevron U.S.A. Inc.Inventors: Stacey I. Zones, Allen W. Burton, Jr.
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Patent number: 7057079Abstract: A method of producing a halogen alkenone ether by attaching carboxylic acid halogenides or carboxylic acid anhydrides to a vinyl ether. According to the invention the method is carried out in the presence of an onium salt of a carbonic acid which can be regenerated. The resulting product is obtained in high yields. Alternatively, pyridine which is substituted by one, two or three C1–C3 alkyl groups or other onium salts can be used.Type: GrantFiled: August 6, 2004Date of Patent: June 6, 2006Assignee: Solvay Fluor und Derivate GmbHInventors: Max Braun, Uta Claassen
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Patent number: 6933405Abstract: The present invention is a user- and eco-friendly hypervalent iodine reagent (mIBX) capable of selectively oxidizing allylic and benzylic alcohols in water and other eco-friendly solvents and having generally the following structure: Allylic and benzylic alcohols are cleanly oxidized to the corresponding carbonyl compounds in water or water-THF mixtures, or other mixtures, using a water-soluble o-iodoxybenzoic acid derivative of the present invention.Type: GrantFiled: July 31, 2003Date of Patent: August 23, 2005Assignee: Board of Trustees of Western Illinois UniversityInventors: Thottumkara K. Vinod, Arun P. Thottumkara
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Patent number: 6919485Abstract: The invention relates to benzophenones of formula (I), in which the substituents have the following meanings: X represents halogen; R1 represents hydrogen, halogen, C1-C6 alkyl, halo-C1-C2 alkyl, C1-C4 alkoxy, oxyhalomethyl or nitro, and; R2 represents hydrogen, C1-C6 alkyl, benzyl, cyclohexylmethyl or C3-C6 alkenyl.Type: GrantFiled: March 9, 2002Date of Patent: July 19, 2005Assignee: BASF AktiengesellschaftInventors: Thomas Grote, Andreas Gypser, Joachim Rheinheimer, Ingo Rose, Peter Schäfer, Frank Schieweck, Norbert Götz, Karl Eicken, Eberhard Ammermann, Siegfried Strathmann, Gisela Lorenz, Reinhard Stierl
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Patent number: 6818796Abstract: A subject of the present invention is a process for preparation of fluorinated ketones corresponding to general formula (I) R1—CO—R2 in which R1 and R2 are as defined in claim 1, characterized in that it consists of reacting two carboxylic acids of Formula (II), R1—COOH and Formula (III), R2—COOH, in the gaseous phase and in the presence of a catalyst comprising at least one oxide of an element chosen from the rare earths, thorium, titanium and aluminum.Type: GrantFiled: September 26, 2003Date of Patent: November 16, 2004Assignee: Rhodia ChimieInventor: Roland Jacquot
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Patent number: 6814895Abstract: The present invention is concerned with a novel process for the preparation of 1-(3,5-bis(trifluoromethyl)phenyl)ethan-1-one (CAS 30071-93-3). This compound is useful as an intermediate in the synthesis of therapeutic agents.Type: GrantFiled: January 28, 2004Date of Patent: November 9, 2004Assignee: Merck & Co., Inc.Inventors: Raymond Cvetovich, Tomoyuki Asai, Yoshiko Yodogawa
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Publication number: 20040186321Abstract: The invention relates to a method for producing ketones by reacting boric acid derivates with carbocylic acid anhydrides in the presence of a transition metal catalyst. The carboxylic acid anhydrides can either be used in isolated form or produced from carboxylic acids in a reaction mixture. This method enables the simple embodiment of a multitude of functionalised ketones in a single reaction step.Type: ApplicationFiled: May 25, 2004Publication date: September 23, 2004Inventors: Lukas Goossen, Keya Ghosh
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Publication number: 20040102654Abstract: The present invention relates to a process facilitating the regeneration of a catalyst based on a zeolite, employed in an acylation reaction.Type: ApplicationFiled: November 14, 2003Publication date: May 27, 2004Inventors: Michel Spagnol, Laurent Gilbert, Anne-Marie Le Govic
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Publication number: 20040077870Abstract: A process for the preparation of 1-(4′-fluorophenyl)-1-(3-dimethylamino-propyl)-5-phthalanecarbonitrile of formula (I), or a pharmaceutically acceptable salt thereof, 1Type: ApplicationFiled: October 22, 2002Publication date: April 22, 2004Applicant: Sekhsaria Chemicals LimitedInventors: Nandkumar Chodankar, Ajit Bhobe, G.M. Oak, Philip Eappan
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Publication number: 20040073068Abstract: Disclosed is a synthesis method of cyclohexyl phenyl ketone with a high selectivity and a high yield from 1,3-butadiene and acrylic acid in the presence or absence of benzene or a non-aromatic organic solvent in the same reaction without a step of separating or purifying intermediates, the synthesis method including sequentially carrying out a [2+4] Diels-Alder reaction, a hydrogenation reaction, a chlorination reaction and a Friedel-Crafts reaction in the presence/absence of benzene or a non-aromatic organic solvent without separation of intermediates.Type: ApplicationFiled: July 28, 2003Publication date: April 15, 2004Applicant: Korea Kumho Petrochemical Co., Ltd.Inventors: Young J. Joo, Jin Eok Kim, Jeong Im Won, Tae Yi Kang
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Publication number: 20040073067Abstract: An integrated process of preparing a C2-5 alkenyl-substituted aromatic compound using a C6-12 aromatic compound and a C2-5 alkane as raw materials. The process involves two reaction steps operating in tandem, the first reaction step reacts the C6-12 aromatic compound with hydrogen chloride and molecular oxygen in the presence of a catalyst to yield water and mono-, di-, tri-, and higher chlorinated aromatic adducts. The chlorinated compounds from the first reaction step are reacted with ethane in the second reaction step to produce alkane-substituted aromatic compounds which spontaneously dehydrogenate to an alkenyl-substituted aromatic compound and hydrogen chloride. After separating the alkenyl-substituted aromatic product from the hydrogen chloride, the hydrogen chloride is recycled to the first reaction step so that there is no net production or consumption of hydrogen chloride.Type: ApplicationFiled: October 11, 2002Publication date: April 15, 2004Inventor: John E. Stauffer
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Publication number: 20040054234Abstract: A subject of the present invention is a process for preparation of fluorinated ketones corresponding to general formula (I) R1—CO—R2 in which R1 and R2 are as defined in claim 1, characterized in that it consists of reacting two carboxylic acids of Formula (II), R1—COOH and Formula (III), R2—COOH, in the gaseous phase and in the presence of a catalyst comprising at least one oxide of an element chosen from the rare earths, thorium, titanium and aluminium.Type: ApplicationFiled: September 26, 2003Publication date: March 18, 2004Inventor: Roland Jacquot
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Publication number: 20040030193Abstract: A method of making a 3-alkylcycloalkanol of formula 2: where R1 represents a methyl or ethyl group, R2 represents hydrogen, R3 represents an ethyl, propyl, butyl, isobutyl or isoamyl group, R4 represents hydrogen and R5 represents hydrogen, or a methyl, ethyl, propyl, isobutyl or isoamyl group comprises the following steps: (1) carrying out an electrophilic substitution reaction of an alkyl group or precursor thereof, on an ortho-substituted alkylbenzene compound of formula 3: where R6 represents hydrogen, or a methyl or ethyl group; (2) hydrogenating the reaction product of step (1); (3) performing an elimination reaction on one or more reaction products of step (2) to produce one or more alkene products; and (4) hydrating the one or more alkene products of step (3) to provide a 3-alkylcycloalkanol of formula 2. The electrophilic substitution reaction of step (1) may be a Friedel-Crafts acylation, e.g. using an isopropyl ketone precursor, or a Friedel-Crafts alkylation, e.g. using an isobutyl group.Type: ApplicationFiled: September 8, 2003Publication date: February 12, 2004Inventors: Simon Ellwood, Jan Thomas Haines, Christopher Paul Newman
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Publication number: 20040024257Abstract: The invention concerns a method for sulphonylating a hydroxylated organic compound. The invention concerns in particular aliphatic hydroxylated compounds and more particularly those which comprise on their aliphatic chain, an electroattractive group. The method for sulphonylating a hydroxylated organic compound is characterised in that it consists in reacting said compound, with a sulphonylating agent, in the presence of a sufficient amount of a Lewis acid.Type: ApplicationFiled: August 11, 2003Publication date: February 5, 2004Inventors: Johann Vastra, Laurent Saint-Jalmes
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Patent number: 6667422Abstract: A process for preparing an &agr;-haloketone of the formula (1) where R1 is an optionally heteroatom-containing and optionally substituted hydrocarbon radical, R2 is a hydrogen, alkyl, aralkyl or aryl radical, and X is a halogen radical, by reacting a carboxylic acid derivative of the general formula (2) where L is a leaving group, with a mono- or dienolate of a silyl ester of the formula (3) where R3 and R4 are identical or different alkyl, aryl, alkenyl or aralkyl radicals; and hydrolyzing the reaction product immediately afterwards by adding acid and decarboxylating to (1). The product &agr;-haloketone may be reduced to the corresponding &agr;-haloalcohol.Type: GrantFiled: September 3, 2002Date of Patent: December 23, 2003Assignee: Consortium fuer Elektrochemische Industrie GmbHInventors: Dieter Heldmann, Juergen Stohrer
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Patent number: 6642418Abstract: The invention relates to processes for the preparation of compounds of formula (I), wherein R1 and R2 are as defined in the description.Type: GrantFiled: December 4, 2000Date of Patent: November 4, 2003Assignee: Aventis Cropscience SAInventors: Susan Mary Cramp, Neil Jonathan Geach
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Patent number: 6630606Abstract: Method of performing alkylation or acylation reactions of aromatic substrates under supercritical or near-critical reaction conditions. In particular, a method of performing Friedel-Crafts alkylation or acylation reactions is disclosed under those conditions. Friedel-Crafts reactions may be effected using a heterogeneous catalyst in a continuous flow reactor containing a super-critical or near-critical reaction medium. Selectivity of product formation can be achieved by varying one or more of the temperature, pressure, catalyst, flow rates and also by varying the ratios of aromatic substrate to acylating or alkylating agent.Type: GrantFiled: August 24, 2001Date of Patent: October 7, 2003Assignee: Thomas Swan & Co. LimitedInventors: Martyn Poliakoff, Thomas M. Swan, Thomas Tacke, Martin G. Hitzler, Stephen K. Ross, Stefan Wieland, Fiona Ruth Smail
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Publication number: 20030162974Abstract: The invention relates to intermediate products and a new process for the production of benzocycloheptene C.Type: ApplicationFiled: October 15, 2002Publication date: August 28, 2003Applicant: Schering AGInventors: Johannes Platzek, Wolfgang Beckmann, Jens Geisler, Holger Kirstein, Ulrich Niedballa, Eckhard Ottow, Sigmar Radau, Claudia Schulz, Thomas Wessa
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Publication number: 20030158435Abstract: A method for preparing organic products from aqueous solutions, such as waste or byproduct liquid streams and waste or byproduct gas or vapor streams, uses phase transfer catalysis to transfer a chemical species in low concentration from the aqueous solution to the organic phase or the aqueous-organic interface. The system has little or no organic solvent, and the organic phase contains an electrophile which participates in the reaction. In one embodiment, the aqueous solution is contacted with the electrophile and a phase transfer catalyst and, optionally, a pH adjusting agent in the event that the chemical species in the aqueous solution is not sufficiently ionized to react with the electrophile, and optionally an organic solvent. A method for continuously converting a chemical species involves this contacting step, separating the phases, then dividing the organic phase into the product, the phase transfer catalyst, and the optional organic solvent.Type: ApplicationFiled: September 6, 2002Publication date: August 21, 2003Inventors: Peter J. Joyce, Roman Bielski, Marc Halpern
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Patent number: 6593499Abstract: The present invention relates to a process for the preparation of phenyl ketones of formula-I, Wherein R represents —COCH3, —COC2H5 or —COC6H5, which comprises acylating the biphenyl with an acylating agent in an organic solvent in the presence of a solid crystalline microporous calalyst composite material.Type: GrantFiled: August 29, 2001Date of Patent: July 15, 2003Assignee: Council of Scientific & Industrial ResearchInventors: Mandan Chidambaram, Chithravel Venkatesan, Anand Pal Singh, Arumugamangalam Venkataraman Ramaswamy
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Publication number: 20030073870Abstract: The present invention relates to a process for the preparation of phenyl ketones of formula-I, 1Type: ApplicationFiled: August 29, 2001Publication date: April 17, 2003Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCHInventors: Mandan Chidambaram, Chithravel Venkatesan, Anand Pal Singh, Arumugamangalam Venkataraman Ramaswamy
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Publication number: 20030045725Abstract: A method for the production of substituted aromatic aldehydes or ketones and optionally substituted heteroaromatic aldehydes or ketones of formula (I) by reacting a compound of formula (II) in a suitable solvent in the presence of a carbonyl compound of formula (III), optionally in the presence of oxygen at a normal pressure or high temperature and at temperatures of 5-200° C.Type: ApplicationFiled: September 20, 2002Publication date: March 6, 2003Inventors: Wolfram Hendel, Ferdinand Heu, Peter Poechlauer, Berthold Winkler
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Patent number: 6525226Abstract: A process for Friedel-Crafts type liquid-phase alkylation or acylation of an aromatic compound using a hydrotalcite-type basic anionic clay catalyst represented by a formula: [(M2+)1−x(M3+)x(OH)2]x+[Ay−]x/y q H2O where M2+ is a divalent cation selected from Mg2+, Zn2+, Ni2+, Co2+, Mn2+, Cu2+ or a mixture thereof, M3+ is a trivalent cation selected from Ga3+, In3+ Al3+, Fe3+ Cr3+ or a mixture thereof; x is a mole fraction of trivalent cations in the range of about 0.05 to about 0.5; O is oxygen; H is hydrogen; Ay− is an anion; y minus is an anionic negative charge having a value of 1 minus or 2 minus; and q is a number of water molecules, as the water of hydration; and involving following steps: i.Type: GrantFiled: July 1, 2002Date of Patent: February 25, 2003Assignee: Council of Scientific and Industrial ResearchInventors: Vasant Ram chandra Choudhary, Suman Kumar Jana
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Publication number: 20030018219Abstract: A process for Friedel-Crafts type liquid-phase alkylation or acylation of an aromatic compound using a hydrotalcite-type basic anionic clay catalyst represented by a formula.Type: ApplicationFiled: July 1, 2002Publication date: January 23, 2003Inventors: Vasant Ram chandra Choudhary, Suman Kumar Jana
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Patent number: 6476253Abstract: The present invention relates to a process for preparing monoacetylated hydroquinone compounds of the formula I, to the novel final products of the process and to a process for preparing the precursors.Type: GrantFiled: October 3, 2000Date of Patent: November 5, 2002Assignee: BASF AktiengesellschaftInventors: Karin Schein, Kai-Uwe Baldenius, Wolfgang Siegel, Rainer Stürmer, Detlef Ruff, Hagen Jaedicke
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Patent number: 6459000Abstract: The present invention provides a liquid phase process for the acylation of aromatic compound by an acylating agent of the formula (R5R6R7)—Y—Z to obtain the corresponding acylated compound using a solid catalyst comprising a metal oxide of the formula AOx with or without a catalyst support, wherein A is a metallic element selected from Ga, In, Ti, Fe and a mixture of two or more thereof, and x is the number of oxygen atoms required to fulfil the valance requirement of A, wherein the catalyst is pretreated with a dry gas comprising a hydrogen halide in the presence or absence of the aromatic compound to be acylated, contacting the hydrogen halide pretreated catalyst with a liquid reaction mixture comprising the aromatic compound and the acylating agent, cooling the reaction mixture, removing the catalyst from the reaction mixture and then separating the reaction products from the reaction mixture.Type: GrantFiled: March 26, 2001Date of Patent: October 1, 2002Assignee: Council of Scientific and Industrial ResearchInventors: Vasant Ramchandra Choudhary, Suman Kumar Jana
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Publication number: 20020120169Abstract: The present invention relates to a process facilitating the regeneration of a catalyst based on a zeolite, employed in an acylation reaction.Type: ApplicationFiled: February 21, 2002Publication date: August 29, 2002Inventors: Michel Spagnol, Laurent Gilbert, Anne-Marie Le Govic
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Patent number: 6437191Abstract: A process for the liquid phase acylation of aromatic compounds by acyl halides to corresponding acylated aromatic compounds, using a reusable solid catalyst comprising indium halide represented by a formula: MxIn1−xAy(a)/s wherein, S is a porous catalyst support selected from clays, zeolites and zeolite-like materials; M is a metallic chemical element(s) selected from the group consisting of Ga (gallium), Fe (iron), Zn (zinc), Ti (titanium) and a mixture of two or more thereof; In is a metallic chemical element, indium; A is a non-metallic chemical element selected from the group consisting of Cl (chlorine), Br (bromine), I (iodine), F (fluorine) and a mixture of two or more thereof; is mole fraction of M in the metallic elements in the range from 0.01 to 0.99; y is the number of A atoms required to satisfy the valence requirement of MxIn1−x; and a is the loading of MxIn1−x A on the support, S, in the range from 0.05 mmol.g−1 to 5.0 mmol.Type: GrantFiled: November 28, 2000Date of Patent: August 20, 2002Assignee: Council of Scientific and Industrial ResearchInventors: Vasant Ramchandra Choudhary, Suman Kumar Jana, Nilesh Sudhir Patil
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Patent number: 6433228Abstract: 2-Halogenoindan-1-ones are prepared in an advantageous manner by converting anilines into diazonium salts and these, with acrylic compounds, into 3-phenyl-1-halogenoproprionic acid derivatives, and latter are cyclized.Type: GrantFiled: February 18, 2000Date of Patent: August 13, 2002Assignee: Bayer AktiengesellschaftInventors: Joachim Komoschinski, Helmut Fiege, Guido Steffan, Klaus-Christian Paetz
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Patent number: 6410794Abstract: Improved processes for preparation of tetralones in high enantiomeric purity centers on resolution using simulated moving bed chromatography of a racemic tetralone derivative. Resolution is effected with high enantiomeric purity, and subsequent reactions of the desired tetralone derivative enantiomer performed with high optical specificity to maintain enantiomeric purity. The undesired enantiomer may be racemized and recycled to the resolution phase to avoid loss.Type: GrantFiled: November 3, 2000Date of Patent: June 25, 2002Assignee: UOP LLCInventors: Herman A. Zinnen, Mark J. Gattuso
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Publication number: 20020062046Abstract: Method of performing alkylation or acylation reactions of aromatic substrates under supercritical or near-critical reaction conditions. In particular, a method of performing Friedel-Crafts alkylation or acylation reactions is disclosed under those conditions. Friedel-Crafts reactions may be effected using a heterogeneous catalyst in a continuous flow reactor containing a super-critical or near-critical reaction medium. Selectivity of product formation can be achieved by varying one or more of the temperature, pressure, catalyst, flow rates and also by varying the ratios of aromatic substrate to acylating or alkylating agent.Type: ApplicationFiled: August 24, 2001Publication date: May 23, 2002Inventors: Thomas M. Swan, Stephen K. Ross, Martyn Poliakoff, Martin G. Hitzler, Fiona R. Smail, Thomas Tacke, Stefan Wieland
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Patent number: 6384285Abstract: The present invention relates to a process for the preparation of 4′-isobutylacetophenone from isobutylbenzene which comprises reactions isobutyl benzene with acetic anhydride as an acylating agent in the presence of a zeolite beta catalyst at a temperature ranges between 60 to 165° C. for 2-12 h separating the catalyst by filtration from the reaction mixture and recovering the product by a conventional method.Type: GrantFiled: March 29, 2000Date of Patent: May 7, 2002Assignee: Council of Scientific and Industrial ResearchInventors: Boyapati Manoranjan Choudary, Mutyala Sateesh, Mannepalli Lakshmi Kantam, Kulluri Venkata Sri Ranganath, Kondapuram Vijaya Raghaven
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Patent number: 6372693Abstract: The invention relates to 2-(3-alkenylbenzoyl)cyclohexane-1,3-diones of the formula I where the variables have the following meanings: R1, R2 are hydrogen, nitro, halogen, cyano, thiocyanato, alkyl, haloalkyl, alkoxyalkyl, alkenyl, alkynyl, —OR6, —OCOR7, —OSO2R7, —SH, —S(O)nR8, —SO2OR6, —SO2NR6R9, —NR9SO2R7 or —NR9COR7; R3 is hydrogen, halogen, alkyl, haloalkyl, alkoxy, alkenyl, alkynyl; R4, R5 are hydrogen, nitro, halogen, cyano, thiocyanato, alkyl, haloalkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, alkoxy, alkylthio, haloalkoxy, —COR10, —CO2R10, —COSR10, —CONR10R11, —C(R12)═NR13, —PO(OR10)(OR11); unsubstituted or substituted alkyl, heterocyclyl, heterocyclylalkyl, phenyl, phenylalkyl, hetaryl or hetarylalkyl; or R4 and R5 together form an alkanediyl chain which can be substituted and/or can be interrupted by a hetero atom; Q is an unsubstituted or substituted cyclohexane-1,3-dione ring whType: GrantFiled: November 2, 1999Date of Patent: April 16, 2002Assignee: BASF AktiengesellschaftInventors: Ernst Baumann, Wolfgang von Deyn, Stefan Engel, Regina Luise Hill, Uwe Kardorff, Guido Mayer, Martina Otten, Michael Rack, Joachim Rheinheimer, Matthias Witschel, Karl-Otto Westphalen, Ulf Misslitz, Helmut Walter
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Patent number: 6362375Abstract: An efficient, cost-effective method useful for the production of aryl ketones that minimizes the generation of toxic byproducts is disclosed. The method utilizes a metal triflate salt to catalyze the reaction between the carboxylic acid substrate and the aromatic substrate. The water generated by the reaction is collected and removed during the process.Type: GrantFiled: December 3, 1999Date of Patent: March 26, 2002Assignee: College of the Holy CrossInventor: Martin Walker
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Patent number: 6350915Abstract: The present invention is concerned with a novel process for the preparation of 1-(3,5-bis(trifluromethyl)phenyl)ethan-1-one (CAS 30071-93-3). This compound is useful as an intermediate in the synthesis of therapeutic agents.Type: GrantFiled: June 8, 2000Date of Patent: February 26, 2002Assignee: Merck & Co., Inc.Inventor: Raymond Cvetovich
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Patent number: 6348631Abstract: The present invention relates to a process for the acylation or sulphonylation of an aromatic compound. More particularly, the invention relates to a process for the acylation or sulphonylation of an activated or deactivated aromatic compound. The invention is applied to the preparation of aromatic ketones or sulphones. The process for the acylation or sulphonylation of an aromatic compound which consists in reacting at least one aromatic compound with an acylating or sulphonylating agent, in the presence of a Friedel-Crafts catalyst is characterized in that the acylation or sulphonylation reaction is carried out in liquid phase under microwave irradiation.Type: GrantFiled: November 22, 1999Date of Patent: February 19, 2002Assignee: Rhodia ChimieInventors: Jean-Roger Desmurs, Jacques Dubac, Andre Laporterie, Christian Laporte, Julien Marquie
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Patent number: 6320082Abstract: An improved process for the preparation of acyl naphthyl ethers useful as important intermediates for drugs, pharmaceuticals and polyesters by reacting a naphthyl ether with a C2-C5 acid anhydride as an acylating agent employing a zeolite beta catalyst is disclosed.Type: GrantFiled: March 30, 2000Date of Patent: November 20, 2001Assignee: Council of Scientific and Industrial ResearchInventors: Mannepalli Lakshmi Kantam, Mutyala Sateesh, Boyapati Manoranjan Choudary, Kalluri Venkata Sri Ranganath, Kondapuram Vijaya Raghavan
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Patent number: 6316674Abstract: An improved process for the preparation of acyl aromatic ethers useful as important intermediates for drugs and pharmaceuticals by reacting an aromatic ether with an acylating agent selected from a C2-C8 acid anhydrides, employing nano- and microcrystalline zeolite beta as catalyst is disclosed.Type: GrantFiled: March 30, 2000Date of Patent: November 13, 2001Assignee: Council Scientific and Industrial ResearchInventors: Mannepalli Lakshmi Kantam, Mutyala Sateesh, Boyapati Manoranjan Choudary, Billakanti Veda Prakash, Kondapuram Vijaya Raghavan
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Patent number: 6300522Abstract: A process is provided for the preparation of compounds of Formula (1): wherein X1 and X2 are each independently H, Cl or F, provided that at least one of X1 and X2 is Cl or F; one of R1 and R2 is H and the other is OH; and R5 is an unsubstituted alkyl, preferably a C1-6 alkyl, group.Type: GrantFiled: November 29, 2000Date of Patent: October 9, 2001Assignee: Avecia LimitedInventors: John Crosby, Kevin Douglas Bailey, Michael John Monteith
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Patent number: 6265618Abstract: Disclosed is a process for the preparation of ketones by contacting one or more carboxylic acids with a niobium catalyst at elevated temperatures. The process includes the use of a modified base-exchanged niobium catalyst that is particularly useful for the production of cyclopropyl ketones such as cyclopropyl methyl ketone from cyclopropanecarboxylic acid and acetic acid.Type: GrantFiled: July 13, 2000Date of Patent: July 24, 2001Assignee: Eastman Chemical CompanyInventors: Joseph Robert Zoeller, Courtney Ann Crooks, Bruce Edwin Wilson
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Patent number: 6235940Abstract: In a process for preparing alkoxylated amines or alcohols in which a reaction mixture comprising an amine or an alcohol or a mixture of two or more amines and/or alcohols and an alkylene oxide, or a mixture of two or more different alkylene oxides, is reacted in one or more successive reaction steps, at least one of the reaction steps is carried out in the presence of a basic catalyst and, in at least one of the reaction steps, formic acid or a salt of formic acid or a mixture of two or more thereof is present in the reaction mixture or the reaction mixture is admixed with formic acid or a salt of formic acid, or a mixture of two or more thereof, after the alkoxylation is complete. The alkoxylates prepared by the process of the present invention have a light color and a low odor.Type: GrantFiled: September 11, 2000Date of Patent: May 22, 2001Assignee: BASF AktiengesellschaftInventors: Juergen Mohr, Toni Dockner
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Patent number: 6194616Abstract: The present invention concerns a process for acylation of an aromatic compound. The acylation process of the invention consists of reacting the aromatic compound with an acylation agent in the presence of a zeolitic catalyst, and is characterized in that it consists of: mixing the aromatic compound and the acylation compound in any manner; passing said mixture over a catalytic bed comprising at least one zeolite; recirculating the reaction mixture from the catalytic bed over the catalytic bed for a number of times which is sufficient to obtain the desired degree of conversion of the substrate.Type: GrantFiled: April 6, 1999Date of Patent: February 27, 2001Assignee: Rhodia ChimieInventors: Michel Spagnol, Laurent Gilbert, Henri Guillot, Philippe-Jean Tirel
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Patent number: 6184418Abstract: A method for acylating an aromatic compound, specifically an activated or deactivated aromatic compound, is disclosed. The method is suitable for preparing aromatic ketones. The preparation of a catalyst and novel bismuth compounds is also disclosed. Said aromatic compound acylation method comprises reacting said aromatic compound with an acylating agent in the presence of a catalyst, and is characterised in that the acylation reaction is performed in the presence of an effective amount of at least one bismuth salt of trifluoromethanesulphonic acid.Type: GrantFiled: January 19, 1999Date of Patent: February 6, 2001Assignee: Rhodia ChimieInventors: Jacques Dubac, Hafida Gaspard, Mireille Labrouillere, André Laporterie, Jean-Roger Desmurs, Christophe Le Roux
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Patent number: 6103938Abstract: 4-(Substituted phenyl)-3,4-dihydro-2H-naphthalen-1-ones, which are useful as intermediates in the preparation of antidepressant agents, are conveniently prepared by reacting 1-substituted naphthalenes and an aromatic moiety in the presence of an acid catalyst. 4-(3,4-Dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one, which is useful as an intermediate in the preparation of the antidepressant sertraline, is conveniently prepared by reacting 1-naphthyl acetate and o-dichlorobenzene in the presence of an acid catalyst.Type: GrantFiled: March 1, 1999Date of Patent: August 15, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Paul A. Odorisio, Stephen D. Pastor, Sai P. Shum
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Patent number: 6096930Abstract: The present invention relates to novel cyclohexane-1-3-dione derivatives of formula (1) useful as herbicides and plant-growth regulants, ##STR1## wherein X is selected from the group consisting of hydrogen, halogen, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 haloalkyl, nitro, C.sub.1 -C.sub.6 alkylthio, C.sub.1 -C.sub.6 alkylsulfinyl, C.sub.1 -C.sub.6 alkylsulfonyl, C.sub.1 -C.sub.6 sulfamoyl, and N, N-di(C.sub.1 -C.sub.6 alkyl)sulfamoyl group; (X)n represents the number of X substituents which may be substituted on benzene ring, wherein n is 1, 2 or 3. Also, cyclohexyl moiety, one of the substituents on benzofuran ring, is substituted at C-4, C-5, C-6 or C-7 position on benzene ring; R.sup.1 is selected from the group consisting of hydrogen and C.sub.1 -C.sub.6 alkyl group; R.sup.2 is selected from the group consisting of C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl and C.sub.2 -C.sub.6 alkynyl group; R.sup.3 is selected from the group consisting of hydrogen, C.sub.1 -C.sub.Type: GrantFiled: May 12, 1998Date of Patent: August 1, 2000Assignee: Korea Research Institute of Chemical TechnologyInventors: Eung Kul Ryu, Kyoung Mahn Kim, Jae Nyoung Kim, Jin Seog Kim
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Patent number: 6087536Abstract: A process for preparing indene derivatives of the general formula I ##STR1## where R.sup.1 is a C.sub.1 -C.sub.10 -alkyl radical, a phenyl radical or a C.sub.1 -C.sub.4 -alkyl-substituted phenyl radical andA is a bridge which, together with the adjacent carbons, forms a six-membered aromatic or a five- or six-membered heteroaromatic or carbocyclic ring onto which a further aromatic ring may be fused,comprises reacting II with III ##STR2## (X=chlorine, bromine, iodine) in the presence of a Friedel-Crafts catalyst to give IV ##STR3## which is then dehydrogenated to I.Type: GrantFiled: August 22, 1997Date of Patent: July 11, 2000Assignee: BASF AktiengesellschaftInventors: Hans-Joachim Muller, Peter Trubenbach, Bernhard Rieger, Jurgen Matthaus Wagner, Ulf Dietrich
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Patent number: 6031139Abstract: The use of polar organic solvent as the solvent in the direct fluorination, to make an .alpha.-fluoroketone, of an enol ester or enol trialkylsilyl ether of a compound containing a tautomerisable ketone group, the solvent being relatively inert to fluorine and one in which the enol ester or enol trialkylsilyl ether is relatively stable to hydrolysis. Preferably the solvent is anhydrous, e.g. anhydrous acetonitrile. Alternatively commercial formic acid containing 3% water may be used with a said enol ester.Type: GrantFiled: February 5, 1998Date of Patent: February 29, 2000Assignee: F2 Chemicals LimitedInventors: John Hutchinson, Richard Dickinson Chambers
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Patent number: 5962743Abstract: This invention provides a process for preparing acylaromatics comprising reacting an aromatic compound with a carboxylic acid in the presence of a reaction medium comprising polyphosphoric acid and a strong protic acid. In one embodiment, the invention provides a process for preparing a para-acyl phenoxyethylamine comprising the steps of reacting a 2-phenoxyethyl compound bearing a leaving group on the ethyl 1-position with a carboxylic acid in the presence of a reaction medium comprising polyphosphoric acid and a strong protic acid, to form apara-acyl phenoxyethyl intermediate bearing the leaving group; and reacting the para-acyl phenoxyethyl intermediate with an amine that substitutes for the leaving group to form the para-acyl phenoxyethylamine.Type: GrantFiled: November 12, 1998Date of Patent: October 5, 1999Assignee: Catalytica Pharmaceuticals, Inc.Inventors: John Myron Gruber, Robert Seemayer