Metal Containing Catalyst Utilized Patents (Class 546/259)
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Patent number: 9266758Abstract: A process for treating halide contaminated waste includes bringing the contaminated waste into contact with a reductone in an aqueous solution to obtain a mixture having a pH value, and adjusting the pH value to permit dissociation of two hydrogen ions from an enediol group of the reductone and to permit subsequent reaction of the reductone with an electrophilic site of halide contained in the contaminated waste. Halide can thus be removed.Type: GrantFiled: February 25, 2014Date of Patent: February 23, 2016Assignee: NATIONAL CHUNG-HSING UNIVERSITYInventors: Chen-Ju Liang, Ya-Ting Lin
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Patent number: 9029551Abstract: This invention provides: a compound for accurately forming a carbon nanoring that contains a specific number of organic rings and has a definite diameter; a method for producing the compound; a method for efficiently producing a carbon nanoring; and a cycloparaphenylene obtained by the production method. The carbon nanoring of the present invention is a compound obtained by bonding a specific number of organic ring groups. The method for producing a carbon nanoring of the present invention comprises a modification step wherein a halogen atom in a U-shaped compound is modified into a boron compound, and a coupling step wherein the U-shaped compound is subjected to a coupling reaction. The U-shaped compound is a novel compound that has cyclohexane rings, benzene rings, and specific organic ring groups.Type: GrantFiled: February 10, 2011Date of Patent: May 12, 2015Assignee: National University Corporation Nagoya UniversityInventors: Kenichiro Itami, Yasutomo Segawa, Haruka Omachi, Sanae Matsuura, Katsuma Matsui
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Patent number: 9024030Abstract: The present invention relates to a process for the synthesis of the anti-inflammatory agent 5-chloro-3-(4-methanesulfonylphenyl)-6?-methyl-[2,3?]bipyridine, referred to as compound of formula (1) or etoricoxib, which is a pharmaceutically active ingredient inhibiting cyclooxygenase-2. In particular, the application concerns a novel process of making the compound of formula (1) by oxidizing a compound of formula (4).Type: GrantFiled: January 11, 2013Date of Patent: May 5, 2015Assignees: Alfred E. Tiefenbacher (GmbH & Co. KG), Shanghai Golden Pharmatech Co. Ltd.Inventors: Zhenmin Mao, Tian Lan, Lanfang Liu, Long Yan, Stefan Becker
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Patent number: 8841457Abstract: The present invention describes a process for preparing a cyclooxygenase-2 selective inhibitor. It provides a synthetic procedure for the said substance namely 5-chloro-3-(4-methylsulphonyl)phenyl-2-(2-methyl-5-pyridinyl)pyridine of formula (I). The invention also relates to preparation of a new intermediate of formula (IV) and a process to prepare it. Furthermore, the invention describes a process for preparing another key intermediate of formula (II). Compounds of formula (IV) and formula (II) are useful intermediates in synthesis of the said cyclooxygenase-2 inhibitor.Type: GrantFiled: November 15, 2011Date of Patent: September 23, 2014Assignee: Virdev Intermediates Pvt. Ltd.Inventors: Dharmesh Mahendra Shah, Sanjay Amratlal Solanki, Viral Narendra Jariwala, Ashok Vasantray Vyas, Ashokkumar Bhikhubhai Mistry
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Publication number: 20140058101Abstract: The invention is directed to a phosphine compound represented by general formula (1) wherein R? and R? independently are selected from alkyl, cycloalkyl and 2-furyl radicals, or R? and R? are joined together to form with the phosphorous atom a carbon-phosphorous monocycle comprising at least 3 carbon atoms or a carbon-phosphorous bicycle; the alkyl radicals, cycloalkyl radicals, and carbon-phosphorous monocycle being unsubstituted or substituted by at least one radical selected from the group of alkyl, cycloalkyl, aryl, alkoxy, and aryloxy radicals; Cps is a partially substituted or completely substituted cyclopentadien-1-yl group, including substitutions resulting in a fused ring system, and wherein a substitution at the 1-position of the cyclopentadien-1-yl group is mandatory when the cyclopentadien-1-yl group is not part of a fused ring system or is part of an indenyl group. Also claimed is the use of these phosphines as ligands in catalytic reactions and the preparation of these phosphines.Type: ApplicationFiled: October 29, 2013Publication date: February 27, 2014Applicant: Evonik Degussa GmbHInventors: Herbert Plenio, Christoph Fleckenstein, Renat Kadyrov, Juan Almena, Axel Monsees, Thomas Riermeier
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Publication number: 20130245272Abstract: The present invention describes a process for preparing a cyclooxygenase-2 selective inhibitor. It provides a synthetic procedure for the said substance namely 5-chloro-3-(4-methylsulphonyl)phenyl-2-(2-methyl-5-pyridinyl)pyridine of formula (I). The invention also relates to preparation of a new intermediate of formula (IV) and a process to prepare it. Furthermore, the invention describes a process for preparing another key intermediate of formula (II). Compounds of formula (IV) and formula (II) are useful intermediates in synthesis of the said cyclooxygenase-2 inhibitor.Type: ApplicationFiled: November 15, 2011Publication date: September 19, 2013Applicant: Virdev Intermediates PVT. Ltd.Inventors: Dharmesh Mahendra Shah, Sanjay Amratlal Solanki, Viral Narendra Jariwala, Ashok Vasantray Vyas, Ashokkumar Bhikhubhai Mistry
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Publication number: 20130102785Abstract: The inventions disclosed and described herein relate to new and efficient generic methods for making a wide variety of compounds having Formulas (I) and (II) as shown below (Formulas (I) and (II)) wherein HAr is an optionally substituted five or six membered heteroaryl ring, and Hal is a halogen, and Y is a bridging radical, such as S, Se, NR5C(O), C(O)C(O), Si(R5)2, SO, SO2, PR5, BR5, C(R5)2 or P(O)R5. The synthetic methods employ a “Base-Catalyzed Halogen Dance” reaction to prepare a metallated compound comprising a five or six membered heteroaryl ring comprising a halogen atom, and then oxidatively coupling the reactive intermediate compound. The compounds of Formula (II) and/or oligomer or polymers comprising repeat units having Formula (II) can be useful for making semi-conducting materials, and/or electronic devices comprising those materials.Type: ApplicationFiled: February 9, 2011Publication date: April 25, 2013Applicant: Georgia Tech Research CorporationInventors: Seth Marder, Yulia Alexandrovna Getmanenko
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Publication number: 20130041155Abstract: This invention provides: a compound for accurately forming a carbon nanoring that contains a specific number of organic rings and has a definite diameter; a method for producing the compound; a method for efficiently producing a carbon nanoring; and a cycloparaphenylene obtained by the production method. The carbon nanoring of the present invention is a compound obtained by bonding a specific number of organic ring groups. The method for producing a carbon nanoring of the present invention comprises a modification step wherein a halogen atom in a U-shaped compound is modified into a boron compound, and a coupling step wherein the U-shaped compound is subjected to a coupling reaction. The U-shaped compound is a novel compound that has cyclohexane rings, benzene rings, and specific organic ring groups.Type: ApplicationFiled: February 10, 2011Publication date: February 14, 2013Applicant: NATIONAL UNIVERSITY CORPORATION NAGOYA UNIVERSITYInventors: Kenichiro Itami, Yasutomo Segawa, Haruka Omachi, Sanae Matsuura, Katsuma Matsui
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Patent number: 7985830Abstract: Methods for synthesizing dimeric or polymeric reaction products of nitrogen aromatics comprise contacting a composition comprising the nitrogen aromatic with a catalyst composition. The catalyst comprises a first metal substrate having a second reduced metal coated on the substrate.Type: GrantFiled: December 30, 2009Date of Patent: July 26, 2011Assignee: GM Global Technology Operations LLCInventors: Andrew M. Mance, Tao Xie, Belabbes Merzougui, Charlene A. Hayden
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Patent number: 7884102Abstract: 3,4-Disubstituted-4-aryl-piperidine compounds are disclosed. Pharmaceutical compositions containing the 3,4-disubstituted-4-aryl-piperidine compounds and methods of their pharmaceutical uses are also disclosed. The compounds disclosed are useful, inter alia, as antagonists of opioid receptors.Type: GrantFiled: April 28, 2008Date of Patent: February 8, 2011Assignee: Adolor CorporationInventors: Roland Ellwood Dolle, Bertrand Le Bourdonnec
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Publication number: 20100187505Abstract: The present invention relates to the compounds of the formula (1) and to organic electroluminescent devices, in particular blue-emitting devices, in which these compounds are used as host material or dopant in the emitting layer and/or as hole-transport material and/or as electron-transport material.Type: ApplicationFiled: April 29, 2008Publication date: July 29, 2010Inventors: Philipp Stoessel, Arne Buesing, Holger Heil
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Patent number: 7655749Abstract: Methods for synthesizing dimeric or higher polymeric reaction products of nitrogen aromatics comprise contacting a composition comprising the nitrogen aromatic with a catalyst composition. The catalyst is in particulate form and comprises a first metal substrate having a second reduced metal coated on the substrate.Type: GrantFiled: September 19, 2005Date of Patent: February 2, 2010Assignee: GM Global Technology Operations, Inc.Inventors: Andrew M. Mance, Tao Xie, Belabbes Merzougui, Charlene A. Hayden
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Patent number: 7385095Abstract: The present invention provides an indene derivatives having a new structure and an organic light-emitting diode using the same. The organic light-emitting diode according to the present invention shows improved effects in efficiency, driving voltage and stability.Type: GrantFiled: October 19, 2006Date of Patent: June 10, 2008Assignee: LG Chem, Ltd.Inventors: Dae Woong Lee, Jae Soon Bae, Dong Hoon Lee, Kong Kyeom Kim
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Patent number: 7381721Abstract: 3,4-Disubstituted-4-aryl-piperidine compounds are disclosed. Pharmaceutical compositions containing the 3,4-disubstituted-4-aryl-piperidine compounds and methods of their pharmaceutical uses are also disclosed. The compounds disclosed are useful, inter alia, as antagonists of opioid receptors.Type: GrantFiled: March 17, 2003Date of Patent: June 3, 2008Assignee: Adolor CorporationInventors: Roland Ellwood Dolle, Bertrand Le Bourdonnec
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Patent number: 7060715Abstract: The invention encompasses the novel compound of Formula I as well as a method of treating COX-2 mediated diseases comprising administration to a patient in need of such treatment of a non-toxic therapeutically effective amount of a compound of Formula I. The invention also encompasses certain pharmaceutical compositions for treatment of COX-2 mediated diseases comprising compounds of Formula I.Type: GrantFiled: August 11, 2004Date of Patent: June 13, 2006Assignee: Merck Frosst Canada Ltd.Inventors: Daniel Dube, Rejean Fortin, Richard Friesen, Zhaoyin Wang, Jacques Yves Gauthier
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Patent number: 6812346Abstract: The invention encompasses the novel compound of Formula I as well as a method of treating COX-2 mediated diseases comprising administration to a patient in need of such treatment of a non-toxic therapeutically effective amount of a compound of Formula I. The invention also encompasses certain pharmaceutical compositions for treatment of COX-2 mediated diseases comprising compounds of Formula I.Type: GrantFiled: March 24, 2003Date of Patent: November 2, 2004Assignee: Merck Frosst Canada and Co.Inventors: Daniel Dube, Rejean Fortin, Richard Friesen
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Publication number: 20040110955Abstract: Epoxy laminates with outstanding strength were obtained from glass fabrics finished with certain non-styryl arylalkyl aminofunctional alkoxysilane compounds having the formula: 1Type: ApplicationFiled: September 24, 2003Publication date: June 10, 2004Inventor: Vincent Chuang
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Patent number: 6586599Abstract: A process for conducting coupling reactions of aryl halides with unsaturated silanes is described. The processes use N-heterocyclic carbenes as ancillary ligands in these coupling reactions. A coupling of an aryl halide with an unsaturated silane can be carried out by mixing, in a liquid medium, at least one strong base; at least one aryl halide or aryl pseudohalide in which all substituents are other than silyl groups, wherein the aryl halide has, directly bonded to the aromatic ring(s), at least one chlorine atom, bromine atom, or iodine atom; at least one silane wherein the silicon atom is quaternary, wherein one group bound to the silicon atom is unsaturated at the alpha or beta position, and wherein each of the remaining groups bound to the silicon atom is a saturated hydrocarbyl or a saturated hydrocarbyloxy group; at least one nickel, palladium, or platinum compound, wherein the formal oxidation state of the metal is zero or two; and at least one N-heterocyclic carbene.Type: GrantFiled: April 20, 2000Date of Patent: July 1, 2003Assignee: University of New Orleans Research and Technology FoundationInventors: Steven P. Nolan, Hon Man Lee
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Patent number: 6417194Abstract: Compounds of formula I, wherein R1 represents C1-4 alkoxy optionally substituted by one or more fluorine atoms; R2 and R3 independently represent H or C1-6 alkoxy (which is optionally substituted); R4 represents a 4-, 5-, 6- or 7-membered heterocyclic ring, the ring being optionally fused to a benzene ring or a 5- or 6-membered heterocyclic, the ring system as a whole being optionally substituted; X represents CH or N; and L is absent, or represents a cyclic group of formula Ia, or represents a chain of formula Ib, and pharmaceutically acceptable salts thereof; are useful in therapy, in particular in the treatment of benign prostatic hyperplasia.Type: GrantFiled: February 7, 2000Date of Patent: July 9, 2002Assignee: Pfizer, Inc.Inventors: David Nathan Abraham Fox, Alan John Collis, Simon John Mantell
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Patent number: 6392047Abstract: Biaryls, e,g,. biphenyls, phenylpyridines, phenylfurans, phenylpyrroles, phenylthiophenes, bipyridines, pyridylfurans or pyridylpyrroles are prepared in high yields by coupling aromatics with an aromatic boric acid or boric ester in the presence of a palladaphosphacyclobutane catalyst.Type: GrantFiled: July 13, 2000Date of Patent: May 21, 2002Assignee: Clariant GmbHInventors: Holger Geissler, Steffen Haber, Andreas Meudt, Frank Vollmueller, Stefan Scherer
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Patent number: 6258941Abstract: The selected sequence-directed hydrolysis of RNA under physiologically relevant conditions is described using conjugates comprising metal complexes covalently linked to oligodeoxynucleotides as hydrolysis agents. The oligodeoxynucleotide portions of the agents are selected to provide molecular recognition via the Watson Crick base pairing to the target RNA sequence to be hydrolyzed. A method is described for determining the RNA hydrolysis effectiveness of metals and ligands used to form the metal complexes useful in this invention.Type: GrantFiled: September 16, 1992Date of Patent: July 10, 2001Assignee: Washington UniversityInventors: James K. Bashkin, Michael K. Stern, Anil S. Modak
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Patent number: 6087504Abstract: This invention relates to an improved method of preparing 1,1'-dialkyl-4,4'-bipyridinium salt compounds which is free of cyanic ion and contains low amount of inorganic salts.Type: GrantFiled: January 29, 1999Date of Patent: July 11, 2000Assignee: Kuo Ching Chemical Co., Ltd.Inventors: Chiu-Peng Tsou, Sheau-Cheau Lin, Ting-Kai Huang, Chi-Yung Shen
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Patent number: 5919930Abstract: Process for cross-coupling aromatic boron compounds with aromatic halogen compounds or perfluoroalkylsulfonates.In a process for preparing polycyclic aromatic compounds by cross-coupling aromatic boron compounds with aromatic halogen compounds or perfluoroalkylsulfonates under palladium catalysis in the presence of at least one water-soluble complex ligand, the reaction medium comprises an aqueous and an organic phase and the palladium is added in the form of a palladium compound soluble in the organic phase.Polycyclic aromatic compounds can thus be prepared economically and in very good yields and simultaneously very high purity, in particular without contamination by the complexing ligands.Type: GrantFiled: July 26, 1995Date of Patent: July 6, 1999Assignee: Hoechst AktiengesellschaftInventors: Steffen Haber, Javier Manero
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Patent number: 5686608Abstract: A process for preparing polycyclic aromatic compounds by cross-coupling aromatic boron compounds with aromatic halogen compounds or perfluoroalkylsulfonates in the presence of metallic palladium as catalyst comprises adding to the reactiona) at least one water-soluble complexing ligand andb) sufficient water for the reaction mixture to form an aqueous phase.The reaction of the invention proceeds chemoselectively so that even electrophilic groups such as esters or nitriles do not have an adverse effect on the course of the reaction.The use according to the invention of a water-soluble complexing ligand in an aqueous phase enables polycyclic aromatic compounds to be prepared in very good yields and at the same time very high purity, in particular without contamination by the complexing ligands.Type: GrantFiled: April 24, 1995Date of Patent: November 11, 1997Assignee: Hoechst AktiengesellschaftInventors: Steffen Haber, Javier Manero
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Patent number: 5559214Type: GrantFiled: May 28, 1993Date of Patent: September 24, 1996Assignee: Sterling Winthrop Inc.Inventors: Daniel J. Delecki, Ashis K. Saha, Robert A. Snow
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Patent number: 5550236Abstract: A process for preparing polycyclic aromatic compounds by cross-coupling aromatic boronic acids with aromatic halogen compounds or perfluoroalkylsulfonates in the presence of metallic palladium, if desired applied to a support material, as catalyst, wherein the coupling is carried out in the presence of a ligand and a base. The process of the invention allows the yield of polycyclic aromatic compounds to be significantly increased in comparison with processes not using a ligand and thus allows a yield optimum for the Pd(0)-catalyzed cross-coupling of aromatic boronic acids with aromatic halogen compounds to be achieved.Type: GrantFiled: April 24, 1995Date of Patent: August 27, 1996Assignee: Hoechst AktiengesellschaftInventors: Hubert Schlosser, Rainer Wingen, Javier Manero
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Patent number: 5453494Abstract: Metal organic chemical vapor deposition (MOCVD) source reagents useful for formation of metal-containing films, such as thin film copper oxide high temperature superconductor (HTSC) materials. The source reagents have the formula MAyX wherein: M is a metal such as Cu, Ba, Sr, La, Nd, Ce, Pr, Sm, Eu, Th, Gd, Tb, Dy, Ho, Er, Tm Yb, Lu Bi, Tl, Y or Pb; A is a monodentate or multidentate organic ligand; y is 2 or 3; MAy is a stable sub-complex at STP conditions; and X is a monodentate or multidentate ligand coordinated to M and containing one or more atoms independently selected from the group consisting of atoms of the elements C, N, H, S, O, and F. The ligand A may for example be selected from beta-diketonates, cyclopentadienyls, alkyls, perfluoroalkyls, alkoxides, perfluoroalkoxides, and Schiff bases.Type: GrantFiled: January 18, 1994Date of Patent: September 26, 1995Assignee: Advanced Technology Materials, Inc.Inventors: Peter S. Kirlin, Duncan W. Brown, Robin A. Gardiner
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Patent number: 5225561Abstract: Metal organic chemical vapor deposition (MOCVD) formation of copper oxide superconductor materials. Various source reagents of Group II elements suitable for high temperature superconductor (HTSC) material formation are described, including beta-diketonates, cyclopentadienyls, alkyls, perfluoroalkyls, alkoxides, perfluoroalkoxides, and Schiff bases, as well as complexes of such Group II compounds, utilizing monodentate or multidentate ligands to provide additional coordination to the Group IIA atom, so that the resulting complex is of enhanced volatility characteristics, and enhanced suitability for MOCVD applications. Also disclosed are methods of synthesizing such compounds and complexes, including a method of making Group II metal beta-diketonate compounds having enhanced thermal stability characteristics. Further disclosed are a vertical inverted reactor for chemical vapor deposition, and various methods of processing applied metal oxide films for enhanced HTSC character.Type: GrantFiled: September 12, 1990Date of Patent: July 6, 1993Assignee: Advanced Technology Materials, Inc.Inventors: Peter S. Kirlin, Duncan W. Brown, Robin A. Gardiner
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Patent number: 5130435Abstract: Vinyl ethers of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are identical to or different from one another, each being hydrogen, straight-chain or branched alkyl or alkenyl of up to 12 carbon atoms, cycloalkyl or cycloalkylene of from 5 to 8 carbon atoms, aryl, alkylaryl, alkenylaryl, aralkyl and aralkenyl of from 6 to 16 carbon atoms, halogen-substituted aryl or heterocyclyl, and in addition the radicals R.sup.1 and R.sup.2 or R.sup.1 and R.sup.3, together with the carbon atom to which they are bonded, can form a cycloalkane, cycloalkene or a heterocycle, and R.sup.4 is alkyl, alkylaryl or aralkyl, are prepared by eliminating an alcohol from an acetal/ketal of the formula ##STR2## where R.sup.1, R.sup.2, R.sup.3 and R.sup.Type: GrantFiled: August 9, 1990Date of Patent: July 14, 1992Assignee: BASF AktiengesellschaftInventors: Wolfgang Hoelderich, Norbert Goetz, Leopold Hupfer
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Patent number: 4939309Abstract: A method for the preparation of biaryl compounds is disclosed which comprises contacting an aryl halide with a tertiary-alkyl organometallic reagent (or the precursor components thereof) in the presence of a catalyst comprising a nickel compound and a coordinating ligand under conditions suitable for the formation of biaryl compound.In an alternative embodiment of the present invention, nickel(0) compounds are prepared from nickel(II) compounds by contacting a nickel(II) compound with a combination of an organophosphine and a bidentate nitrogen-containing coordinating ligand, and a tertiary-alkyl organometallic reagent (or the precursor components thereof) in an aprotic, non-polar, ether-containing solvent system for a time and under conditions suitable for the formation of nickel(0) compound.Type: GrantFiled: May 3, 1989Date of Patent: July 3, 1990Assignee: Eastman Kodak CompanyInventor: Thomas A. Puckette
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Patent number: 4916227Abstract: A method for the preparation of biaryl compounds is disclosed which comprises contacting an aromatic halide in the presence of a catalyst comprising zerovalent nickel, a bidentate phosphorus-containing coordinating ligand and a reducing metal in a polar, aprotic solvent system for a time and under conditions suitable for the formation of biaryl compound.Type: GrantFiled: August 3, 1989Date of Patent: April 10, 1990Assignee: Eastman Kodak CompanyInventor: Thomas A. Puckette
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Patent number: 4851538Abstract: A halogen containing compound is coupled in the presence of carbon monoxide, an alkaline medium and a supported palladium catalyst. The reaction is preferably effected at elevated temperature and pressure, for example 80.degree. C. to 200.degree. C. and 0.2 to 3MNm.sup.-2. The alkaline medium can be aqueous sodium hydroxide solution. The support of the supported palladium catalyst may be calcium carbonate or charcoal. The halogen containing aromatic compound can be, for example, chlorobenzene; 4-chlorotoluene; 4-methoxychlorobenzene; 4-chlorophenol; 4-chlorobenzoic acid; 4-chloro-4'-hydroxybenzophenone; 4-bromobenzoic acid; 4-bromophenol; 2-chlorotoluene; 2-hydroxy-5-chlorobenzoic acid or 2-chloropyridine. Some of the resulting compounds or derivatives thereof are novel, such as 4,4'-bis(4-acetoxybenzoyl) biphenyl, which is useful as an intermediate for preparing polyesters and polyethers.Type: GrantFiled: June 5, 1986Date of Patent: July 25, 1989Assignee: Imperial Chemical Industries PlcInventor: Christopher Dudman
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Patent number: 4194046Abstract: 4,4'-Dipyridyls are produced by electrolysis of 4-unsubstituted pyridines in liquid ammonia containing a conducting salt, e.g., salts of tetraalkylammonium, alkali metal and alkaline earth metals, for example potassium chloride.Type: GrantFiled: March 15, 1979Date of Patent: March 18, 1980Assignee: Schering AktiengesellschaftInventor: Klaus Junghans
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Patent number: 4136033Abstract: Compounds of the formula ##STR1## wherein K.sup..sym. is a cationic group, preferably heterocyclic,R is hydrogen or an organic radical, preferably alkyl, phenyl or acyl,R.sub.1 is hydrogen, hydrocarbyl, substituted hydrocarbyl, heterocyclyl, substituted heterocyclyl, amino or substituted amino, andA.sup..crclbar. is an anion,Are useful as intermediates in the synthesis of azo dyes of the formula ##STR2## wherein D is an aromatic carbocyclic or heterocyclic diazo component radical, andK.sup..sym., r, r.sub.1 and A.sup..crclbar. are as defined above.Type: GrantFiled: June 25, 1974Date of Patent: January 23, 1979Assignee: Sandoz Ltd.Inventor: Willy Steinemann