Carbonyl Containing (e.g., Aldehyde Containing, Etc.) Patents (Class 568/41)
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Patent number: 6326519Abstract: Diallylic sulfides represented by Formula I wherein: R1 and R2 are independently chosen from the group consisting of —CHO, —CH2Cl, —CH2Br, —CH2I, —CH2OH, CH2OSO2CF3, —CH2OSO2Ph, —CH2OSO2C6H4CH3 and —CH2OSO2CH3 and processes for making the same.Type: GrantFiled: June 4, 2001Date of Patent: December 4, 2001Inventors: Sangho Koo, Hojin Choi, Minsoo Park, Minkoo Ji
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Patent number: 6225505Abstract: The present invention lies in a process for producing a trifluoromethylthiomethylbenzene derivative represented by the following general formula (2): (wherein R is a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, a cyano group, a nitro group, or a benzoyl group which may be substituted with halogen atom, alkyl group, alkoxy group, aliphatic or aromatic acyl group, nitro group, cyano group or alkoxycarbonyl group; n is an integer of 1 to 5; when n is an integer of 2 or more, a plurality of R's may be the same of each independently different), which process comprises reacting, in acetonitrile, a benzyl halide derivative represented by the following general formula (1): (wherein R and n have the same definitions as given above; and X is a halogen atom, an alkylsulfonyloxy group or an arylsulfonyloxy group which may be substituted with alkyl group or halogen atom) with thiophosgene and potassium fluoride.Type: GrantFiled: February 1, 2000Date of Patent: May 1, 2001Assignees: Ihara Chemical Industry Co., LTD, Kumiai Chemical Industry Co., LTDInventors: Yoshikazu Kimura, Hidetaka Hiyoshi, Keiji Toriyabe, Nobuhide Wada
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Patent number: 6187963Abstract: Processes are disclosed for the conversion of propylene to an acrolein derivative by converting propylene to acrolein and converting acrolein to the acrolein derivative. The processes utilize oxygen and recycle propane to the acrolein reactor. Process feeds can comprise, propane, propylene or mixtures thereof. The presence of propane in the propylene-to-acrolein reaction can enhance the efficiency of the processes.Type: GrantFiled: October 9, 1998Date of Patent: February 13, 2001Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: William George Etzkorn, Richard A. Galley, Thomas E. Snead, Jonathan Lester Brockwell, Mark Anderson Young, John Michael Maher, Barbara Knight Warren
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Patent number: 6121496Abstract: The present invention relates to a process for the acylation of an aromatic thioether. In its preferred variant, the invention resides in a process for the condensation of acetic anhydride or acetyl chloride with thioanisole. The process for the acylation of an aromatic thioether according to the invention is characterised in that it consists in reacting said thioether with an acylating agent chosen from the group formed by the halides of carboxylic acids and the anhydrides of carboxylic acids, in the presence of an effective quantity of an acid zeolite.Type: GrantFiled: August 3, 1998Date of Patent: September 19, 2000Assignee: Rhodia ChemieInventors: Laurent Gilbert, Michel Spagnol
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Patent number: 6057481Abstract: Processes are disclosed for the conversion of propylene to methylmercaptopropanal by converting propylene to acrolein and converting acrolein to methylmercaptopropanal. The processes utilize oxygen and recycle propane to the acrolein reactor. Process feeds can comprise, propane, propylene or mixtures thereof. The presence of propane in the propylene-to-acrolein reaction can enhance the efficiency of the processes.Type: GrantFiled: October 1, 1998Date of Patent: May 2, 2000Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Jonathan L Brockwell, Mark A Young, William G Etzkorn, Barbara K Warren, John M Maher
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Patent number: 6031138Abstract: A process for the continuous preparation of 3-(methylthio)propanal. A liquid reaction medium is contacted with a gaseous acrolein feed stream in a gas/liquid contact zone. The reaction medium contains 3-(methylthio)propanal, methyl mercaptan and a catalyst for the reaction between methyl mercaptan and acrolein. The gaseous acrolein feed stream comprises acrolein vapor and non-condensable gas. Acrolein is transferred from the acrolein feed stream to the reaction medium and reacts with methyl mercaptan in that medium to produce a liquid reaction product containing 3-(methylthio)propanal. The non-condensable gas is separated from the liquid reaction product. The reaction product is divided into a product fraction and a circulating fraction, and the circulating fraction is recycled to the gas/liquid contact zone.Type: GrantFiled: June 22, 1998Date of Patent: February 29, 2000Assignee: Novus International, Inc.Inventors: Yung C. Hsu, Dennis A. Ruest
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Patent number: 6025526Abstract: Disclosed is a composition of (1) a substituted benzaldehyde having the general formula ##STR1## where X is a leaving group in the ortho or para position, (2) a mercaptide having the general formula MSR' in an amount about stoichiometric to about 20 mole % in excess of stoichiometric with the amount of said substituted benzaldehyde, where M is an alkali metal and R' is alkyl or haloalkyl from C.sub.1 to C.sub.8 or aryl, aralkyl, or alkyl from C.sub.6 to C.sub.12, (3) sufficient water to dissolve said mercaptide and MX, (4) about 0.1 to about 5 mole %, based on said substituted benzaldehyde, of a phase transfer catalyst, and (5) 0 to about 100 wt %, based on total composition weight, of a water-immiscible organic solvent. Heating the composition to a temperature between about room temperature and 100.degree. C. results in the formation of a substituted mercapto-benzaldehyde.Type: GrantFiled: February 10, 1999Date of Patent: February 15, 2000Assignee: Occidental Chemical CorporationInventors: Viktor D. Sorokin, Lawrence B. Fertel
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Patent number: 5973200Abstract: A process for the free-radical addition of a mercaptan to a nonconjugated olefinic substrate having a terminal carbon-carbon double bond is disclosed. 2-Hydroxy-4-(ethylthio)butanoic acid (HMBA) or methionine can be prepared using this method. The nonconjugated olefinic substrate has the general formula: ##STR1## wherein R is selected from the group consisting of --COOH, --COOR.sup.2, --CONR.sup.3 R.sup.4, --CN and --CCl.sub.3, R.sup.1 is selected from the group consisting of --OH, --OCOR.sup.2, --NHCOR.sup.2 and --NH.sub.2, R.sup.2 is selected from the group consisting of alkyl, cycloalkyl and aryl and R.sup.3 and R.sup.4 are independently selected from the group consisting of --H and R.sup.2.Type: GrantFiled: January 20, 1998Date of Patent: October 26, 1999Assignee: Novus International, Inc.Inventor: Karl E. Koenig
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Patent number: 5948936Abstract: A method for the production of a sulfide group-containing thiol compound which comprises causing alkylene sulfide to react with a thiol compound in the presence of at least one basic catalyst selected from the group consisting of basic ion-exchange resins, quaternary ammonium compounds and alkyl pyridinium compounds, thereby inducing the ring-opening addition of the alkylene sulfide to the thiol compound. Further, a method for the production of a sulfide group-containing mercaptocarboxylic ester which comprises causing an alkylene sulfide to react with a mercaptocarboxylic ester.Type: GrantFiled: July 14, 1997Date of Patent: September 7, 1999Assignees: Nippon Shokubai Co. Ltd., Elf Atochem S.A.Inventors: Hirokazu Itoh, Kazuaki Abe, Takashi Tomita
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Patent number: 5925794Abstract: A process for the continuous preparation of 3-(methylthio)propanal. A liquid reaction medium is contacted with a gaseous acrolein feed stream in a gas/liquid contact zone. The reaction medium contains 3-(methylthio)propanal, methyl mercaptan and a catalyst for the reaction between methyl mercaptan and acrolein. The gaseous acrolein feed stream comprises acrolein vapor and non-condensable gas. Acrolein is transferred from the acrolein feed stream to the reaction medium and reacts with methyl mercaptan in that medium to produce a liquid reaction product containing 3-(methylthio)propanal. The non-condensable gas is separated from the liquid reaction product. The reaction product is divided into a product fraction and a circulating fraction, and the circulating fraction is recycled to the gas/liquid contact zone.Type: GrantFiled: June 20, 1996Date of Patent: July 20, 1999Assignee: Novus International, Inc.Inventors: Yung C. Hsu, Dennis A. Ruest
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Patent number: 5919985Abstract: An object is to provide a method for the production of a sulfide group-containing thiol compound which comprises using a solvent capable of effecting the ring-opening addition reaction of an alkylene sulfide to a thiol compound without inducing the alkylene sulfide to polymerize. A method for the production of a sulfide group-containing thiol compound, which comprises effecting the ring-opening addition reaction of an alkylene sulfide represented by the general formula (1): ##STR1## (wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4, which may be identical or different, stand for a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, or an aromatic group of 6 to 15 carbon atoms) to a thiol compound in a solvent of an amide compound or urea substituent-containing compound.Type: GrantFiled: December 9, 1997Date of Patent: July 6, 1999Assignees: Nippon Shokubai Co., Ltd., Elf Atochem SAInventors: Hirokazu Itoh, Kazuaki Abe, Takashi Tomita
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Patent number: 5912388Abstract: A process for preparing an aldehyde or ketone comprising reacting a primary or secondary alcohol with oxygen in the presence of a base, a catalytic amount of a copper salt and a suitable lignad under anhydrous conditions.Type: GrantFiled: November 12, 1997Date of Patent: June 15, 1999Assignee: Zeneca LimitedInventors: Christopher John Urch, Istvan Ettienne Marko, Masao Tuskazaki, Paul Richard Giles, Stephen Martin Brown
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Patent number: 5905171Abstract: A process for the continuous preparation of 3-(methylthio)propanal. A liquid reaction medium is contacted with a gaseous acrolein feed stream in a gas/liquid contact zone. The reaction medium contains 3-(methylthio)propanal, methyl mercaptan and a catalyst for the reaction between methyl mercaptan and acrolein. The gaseous acrolein feed stream comprises acrolein vapor and non-condensable gas. Acrolein is transferred from the acrolein feed stream to the reaction medium and reacts with methyl mercaptan in that medium to produce a liquid reaction product containing 3-(methylthio)propanal. The non-condensable gas is separated from the liquid reaction product. The reaction product is divided into a product fraction and a circulating fraction, and the circulating fraction is recycled to the gas/liquid contact zone.Type: GrantFiled: June 20, 1996Date of Patent: May 18, 1999Assignee: Novus International, Inc.Inventor: Yung C. Hsu
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Patent number: 5897750Abstract: Acetone cannot be separated from a mixture of isopropanol and water because of the closeness of their boiling points. Acetone can be easily separated from isopropanol and water by extractive distillation. Effective extractive agents are 1-nitropropane, 3-carene, dimethylsulfoxide and 3-pentanone.Type: GrantFiled: August 28, 1997Date of Patent: April 27, 1999Inventor: Lloyd Berg
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Patent number: 5866596Abstract: The present invention relates to the derivatives of formula: ##STR1## and to their use in therapeutics, especially as drugs with anti-inflammatory and analgesic properties.Type: GrantFiled: March 24, 1997Date of Patent: February 2, 1999Assignee: Laboratories UPSAInventors: Eric Sartori, Jean-Marie Teulon
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Patent number: 5808164Abstract: A process which can be used to produce an aromatic sulfide compound having the formula of (R.sub.4-n)(X.sub.n)(W)Ar--S--R' is provided. The process comprises contacting, in the presence of a surfactant, a halo-substituted aromatic compound in an aqueous solution with a salt of a mercaptan under conditions sufficient to produce the aromatic sulfide in which the halo-substituted aromatic compound and salt of mercaptan are each present in an amount effective to synthesize the aromatic sulfide wherein R is hydrogen or a hydrocarbyl radical, X is a halogen, n is a number from 0 to 3, W is a substituent, Ar is an aromatic ring, and R' is a hydrocarbyl radical.Type: GrantFiled: January 14, 1997Date of Patent: September 15, 1998Assignee: Phillipe Petroleum CompanyInventor: James E. Shaw
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Patent number: 5744647Abstract: A process for the continuous preparation of 3-(methylthio)propanal. A liquid reaction medium is contacted with a gaseous acrolein feed stream in a gas/liquid contact zone. The reaction medium contains 3-(methylthio)propanal, methyl mercaptan and a catalyst for the reaction between methyl mercaptan and acrolein. The gaseous acrolein feed stream comprises acrolein vapor and non-condensable gas. Acrolein is transferred from the acrolein feed stream to the reaction medium and reacts with methyl mercaptan in that medium to produce a liquid reaction product containing 3-(methylthio)propanal. The non-condensable gas is separated from the liquid reaction product. The reaction product is divided into a product fraction and a circulating fraction, and the circulating fraction is recycled to the gas/liquid contact zone.Type: GrantFiled: July 11, 1996Date of Patent: April 28, 1998Assignee: Novus International, Inc.Inventors: Yung C. Hsu, Dennis A. Ruest
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Patent number: 5739374Abstract: Diphenylheteroalkyl derivatives of the formula I ##STR1## where A and R.sup.1 -R.sup.6 have the meanings specified in the description, and the preparation thereof are described.The substances are suitable for controlling diseases and as cosmetic agents.Type: GrantFiled: February 14, 1997Date of Patent: April 14, 1998Assignee: BASF AktiengesellschaftInventors: Bernd Janssen, Hans-Heiner Wuest
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Patent number: 5705675Abstract: Described herein is a catalytic processes for the preparation of 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanenitrile using novel addition catalysts are disclosed. The novel addition catalysts include:triisopropanolamine, nicotinamide, imidazole, benzimidazole, 2-fluoropyridine, poly-4-vinylpyridine, 4-dimethylaminopyridine, picoline, pyrazine, trialkylamines having from three to eighteen carbon atoms in each of the alkyl substituents bonded to the nitrogen atom and tertiary amines having the formula ##STR1## wherein A is aryl, R.sub.1 and R.sub.2 are alkyl and x, a, b and c are integers such that 0.ltoreq.x.ltoreq.3, 1.ltoreq.a.ltoreq.3, 0.ltoreq.b.ltoreq.2, 0.ltoreq.c.ltoreq.2 provided that a+b+c=3.Type: GrantFiled: December 29, 1995Date of Patent: January 6, 1998Assignee: Novus International, Inc.Inventors: Thomas F. Blackburn, Paul F. Pellegrin
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Patent number: 5703017Abstract: 3-(Het)arylcarboxylic acid derivatives of the formula I ##STR1## where R is formyl, CO.sub.2 H or a radical hydrolyzable to COOH and the other substituents have the following meanings:R.sup.2 and R.sup.3 are each halogen, alkyl, haloalkyl, alkoxy, haloalkoxy or alkylthio;X is nitrogen or CR.sup.14, where R.sup.14 is hydrogen or, together with R.sup.3, forms an alkylene or alkenylene chain, in each of which a methylene group is replaced by oxygen;R.sup.4 is phenyl or naphthyl, each of which is unsubstituted or substituted or an unsubstituted or substituted five-membered or six-membered heteroaromatic structure containing one to three nitrogen atoms or one sulfur or oxygen atom;R.sup.5 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, haloalkyl, alkoxyalkyl, alkylthioalkyl or phenyl;R.sup.6 is C.sub.1 -C.sub.8 -alkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl or C.sub.3 -C.sub.Type: GrantFiled: October 19, 1995Date of Patent: December 30, 1997Assignee: BASF AktiengesellschaftInventors: Ernst Baumann, Joachim Rheinheimer, Uwe Josef Vogelbacher, Matthias Bratz, Hans Theobald, Matthias Gerber, Karl-Otto Westphalen, Helmut Walter, Wilhelm Rademacher
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Patent number: 5663409Abstract: Catalytic processes for the preparation of 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanenitrile using novel addition catalysts are disclosed. The novel addition catalysts include: nicotinamide, imidazole, benzimidazole, 2-fluoropyridine, poly-4-vinylpyridine, 4-dimethylaminopyridine, picoline and pyrazine.Type: GrantFiled: June 7, 1995Date of Patent: September 2, 1997Assignee: Novus International, Inc.Inventors: Thomas F. Blackburn, Paul F. Pellegrin
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Patent number: 5656619Abstract: Abstract of the Disclosure: Diphenylheteroalkyl derivatives of the formula I ##STR1## where A and R.sup.1 -R.sup.6 have the meanings specified in the description, and the preparation thereof are described.The substances are suitable for controlling diseases and as cosmetic agents.Type: GrantFiled: June 6, 1995Date of Patent: August 12, 1997Assignee: BASF AktiengesellschaftInventors: Bernd Janssen, Hans-Heiner Wuest
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Patent number: 5637766Abstract: A process for the continuous preparation of 3-(methylthio)propanal. A liquid reaction medium is contacted with a gaseous acrolein feed stream in a gas/liquid contact zone. The reaction medium contains 3-(methylthio)propanal, methyl mercaptan and a catalyst for the reaction between methyl mercaptan and acrolein. The gaseous acrolein feed stream comprises acrolein vapor and non-condensable gas. Acrolein is transferred from the acrolein feed stream to the reaction medium and reacts with methyl mercaptan in that medium to produce a liquid reaction product containing 3-(methylthio)propanal. The non-condensable gas is separated from the liquid reaction product. The reaction product is divided into a product fraction and a circulating fraction, and the circulating fraction is recycled to the gas/liquid contact zone.Type: GrantFiled: November 13, 1995Date of Patent: June 10, 1997Assignee: Novus International, Inc.Inventors: Yung C. Hsu, Dennis A. Ruest
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Patent number: 5618981Abstract: A process which can be used to produce an aromatic sulfide compound having the formula of (R.sub.4-n)(X.sub.n)(W)Ar--S--R' is provided. The process comprises contacting, in the presence of a surfactant, a halo-substituted aromatic compound in an aqueous solution with a salt of a mercaptan under conditions sufficient to produce the aromatic sulfide in which the halo-substituted aromatic compound and salt of mercaptan are each present in an amount effective to synthesize the aromatic sulfide wherein R is hydrogen or a hydrocarbyl radical, X is a hlogen, n is a number from 0 to 3, W is a substituent, Ar is an aromatic ring, and R' is a hydrocarbyl radical.Type: GrantFiled: May 19, 1995Date of Patent: April 8, 1997Assignee: Phillips Petroleum CompanyInventor: James E. Shaw
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Anti-mycobacterial compositions and their use for the treatment of tuberculosis and related diseases
Patent number: 5610198Abstract: Compounds, pharmaceutical compositions, and methods for the treatment of mycobacterial diseases, such as tuberculosis and leprosy, are provided. Use of the compounds for promoting an antiseptic condition of a surface are also included. Some of the preferred compounds include thiatetracosanoic acids, esters, and fluorinated analogs.Type: GrantFiled: March 18, 1994Date of Patent: March 11, 1997Assignee: The United States of America as represented by the Department of Health and Human ServicesInventors: Clifton E. Barry, III, Ying Yuan -
Patent number: 5534557Abstract: The composition of the present invention is excellent in compatibility, transparency and curability and give a cured coat of excellent gloss and of less smell, and cured products of excellent properties can be obtained by curing the composition.The present invention relates to an onium salt represented by the following formula (1): ##STR1## wherein Ar is a mono- to tetra-valent aromatic group, X is a bisphenylsulfonio group which may have a substituent, a is 1-4, b is 0 or 1-3, a+b is 1-4, n is 1-4, and Z is a halide represented by the following formula (3): ##STR2## where M is a boron atom, a phosphorus atom, an arsenic atom or an antimony atom, Q is a halogen atom, m is 3-6, l is 0 or 1, and m+l is 4-6; a photopolymerization initiator containing the onium salt as an active ingredient; an energy ray-curable composition containing the initiator; and a cured product.Type: GrantFiled: June 2, 1995Date of Patent: July 9, 1996Assignee: Nippon Kayaku Kabushiki KaishaInventors: Tetsuya Abe, Kazuhiko Ishii, Minoru Yokoshima
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Patent number: 5510538Abstract: A process for the selective oxidation of a primary or secondary alcohol to an aldehyde or ketone and for the oxidation of a 1,2-diol to an .alpha.-ketol or .alpha.-diketone, which comprises contacting the alcohol or 1,2-diol with o-iodoxybenzoic acid. This process is suited for selective oxidation of alcohols containing easily oxidizable groups, such as amino or thioether groups and easily oxidizable heterocycles.Type: GrantFiled: December 16, 1994Date of Patent: April 23, 1996Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.Inventors: Marco Frigerio, Simona Sputore, Marco Santagostino
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Patent number: 5478959Abstract: A method for preparing 1,4-(Z,Z)-disubstituted-1,4-disulfurated-1,3-butadienes is disclosed. The butadienes can be further elaborated to provide 3,6-unsymmetrically-substituted-1,2-dithiins. Also disclosed are butadienes prepared by the method of the invention. These butadienes are useful as intermediates in the synthesis of antibiotic 1,2-dithiins.Type: GrantFiled: October 5, 1994Date of Patent: December 26, 1995Assignee: The Research Foundation of State University of New YorkInventors: Eric Block, Chuangxing Guo
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Patent number: 5427701Abstract: Novel compositions are described which comprises an elastomer or a lubricant and at least one compound of the formulae I or II ##STR1## The symbols R.sub.1, R.sub.2, R.sub.3, Z.sub.1 and Z.sub.2 are as defined in claim 1.The compounds of the formula II and some of the compounds of the formula I are novel, and they are used especially as antioxidants.Type: GrantFiled: July 14, 1994Date of Patent: June 27, 1995Assignee: Ciba-Geigy CorporationInventors: Hans R. Meier, Samuel Evans, Paul Dubs
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Patent number: 5382686Abstract: Nitrodiphenyl(thio) ethers in which the nitro group is in the ortho- or para-position with respect to the ether oxygen or ether sulphur can be prepared from halonitrobenzones in which the nitro group is in the ortho- or para-position with respect to the halogen and, alkali metal (thio)phenolates in liquid ammonia, the reaction being carried out under pressure and at a temperature from -30.degree. C. to +140.degree. C. and the ammonia being separated off after the reaction is completed.Type: GrantFiled: June 2, 1993Date of Patent: January 17, 1995Assignee: Bayer AktiengesellschaftInventors: Ferdinand Hagedorn, Helmut Fiege
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Patent number: 5376290Abstract: Novel compositions are described which comprise an elastomer or a lubricant and at least one compound of the formulae I or II ##STR1## The symbols R.sub.1, R.sub.2, R.sub.3, Z.sub.1 and Z.sub.2 are as defined in claim 1.The compounds of the formula II and some of the compounds of the formula I are novel, and they are used especially as antioxidants.Type: GrantFiled: October 18, 1991Date of Patent: December 27, 1994Assignee: Ciba-Geigy CorporationInventors: Hans R. Meier, Samuel Evans, Paul Dubs
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Patent number: 5354511Abstract: Compounds having non-linear optical activity of the general formula ##STR1## wherein D and A are electron donor and acceptor groups, respectively, R.sup.1 and R.sup.2 are aromatic bridging groups, X and Y are preferably groups capable of partaking in polymerization reactions are suitable for use in polymer-based light modulator devices.Type: GrantFiled: November 27, 1992Date of Patent: October 11, 1994Assignee: AlliedSignal Inc.Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
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Patent number: 5352837Abstract: A process for the continuous preparation of 3-(methylthio)propanal. A liquid reaction medium is contacted with a gaseous acrolein feed stream in a gas/liquid contact zone. The reaction medium contains 3-(methylthio)propanal, methyl mercaptan and a catalyst for the reaction between methyl mercaptan and acrolein. The gaseous acrolein feed stream comprises acrolein vapor and non-condensable gas. Acrolein is transferred from the acrolein feed stream to the reaction medium and reacts with methyl mercaptan in that medium to produce a liquid reaction product containing 3-(methylthio)propanal. The non-condensable gas is separated from the liquid reaction product. The reaction product is divided into a product fraction and a circulating fraction, and the circulating fraction is recycled to the gas/liquid contact zone.Type: GrantFiled: June 8, 1993Date of Patent: October 4, 1994Assignee: Novus International, Inc.Inventors: Yung C. Hsu, Dennis A. Ruest
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Patent number: 5347050Abstract: The compounds of formula I, ##STR1## wherein the substituents have various significances, and physiologically acceptable hydrolyzable derivatives thereof having the hydroxy group in the 2 position of the 3-aminopropoxy side chain in esterified form, are useful as cardioselective .beta.-adrenoceptor blocking agents.Type: GrantFiled: April 13, 1993Date of Patent: September 13, 1994Inventors: Richard Berthold, William J. Louis
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Patent number: 5321046Abstract: Disclosed herein are novel unsymmetrical dithiol ketals which are useful in the treatment or prevention of hypercholesterolemia, hyperlipoproteinemia, and atherosclerosis.Type: GrantFiled: October 27, 1992Date of Patent: June 14, 1994Assignee: Bristol-Myers Squibb CompanyInventors: Sing-Yuen Sit, John J. Wright, Jeff A. Field
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Patent number: 5298630Abstract: A 2-alkylthiobenzaldehyde of general formula (I) is reacted with a halo compound of general formula (II) to produce a 2-substituted benzo[b]thiophene of general formula (III): ##STR1## wherein R.sup.1 means an alkyl group of 1 to 4 carbon atoms,X.sup.1 CH.sub.2 Y (II)wherein X.sup.1 means Cl or Br; Y means --CO.sub.2 H, --CO.sub.2 R.sup.2, --COR.sup.2, --CONH.sub.2 or --CN; R.sup.2 means an alkyl group of 1 to 4 carbon atoms, ##STR2## wherein Y is as defined above. The process of this invention is of great economic and industrial value, for 2-acetylbenzo[b]thiophene and 2-benzo[b]thiophenecarboxylic acid, which are important intermediates for drugs and agricultural chemicals among others, can be obtained in a simple manner, easily and in high yield.Type: GrantFiled: September 15, 1992Date of Patent: March 29, 1994Assignee: Sumitomo Seika Chemicals Co., Ltd.Inventors: Hirokazu Kagano, Hiroshi Goda, Katsuhiko Yoshida, Masahito Nakano
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Patent number: 5288742Abstract: The invention concerns .alpha.,.alpha.-dialkylbenzyl derivatives of the formula I ##STR1## wherein Ar.sup.1 is phenyl or naphthyl, or a 10-membered bicyclic heterocyclic moiety containing one or two nitrogen heteroatoms and optionally containing a further heteroatom selected from nitrogen, oxygen and sulphur;A.sup.1 is a direct link to X.sup.1 or is (1-3C)alkylene;X.sup.1 is oxy, thio, sulphinyl or sulphonyl;the phenylene group may optionally bear one or two substituents R.sup.3 ;each of R.sup.1 and R.sup.2, which may be the same or different, is (1-4C)alkyl, (2-4C)alkenyl, (2-4C)alkynyl, fluoro-(1-4C)alkyl, phenyl or phenyl-(1-4C)alkyl, provided that both of R.sup.1 and R.sup.2 are not methyl or fluoromethyl; andQ is cyano, amino, nitro, formyl, (1-4C)alkoxy, thiazolyl or (2-4C)alkanoyl;or a pharmaceutically-acceptable salt thereof;processes for their manufacture; pharmaceutical compositions containing them and their use as 5-lipoxygenase inhibitors.Type: GrantFiled: March 18, 1992Date of Patent: February 22, 1994Assignees: Imperial Chemical Industries PLC, ICI PharmaInventors: Philip N. Edwards, David Waterson
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Patent number: 5276147Abstract: The subject of the present invention is compounds which correspond to the following general formula: ##STR1## in which R.sub.1 and R.sub.3 independently of one another represent H, an alkyl, alkenyl, cycloalkyl, aryl, arylalkyl or an alkylaryl group, a heterocycle, or groups which are unsubstituted or substituted, in particular by one or more hydroxyl or alkoxy groups or halogen;n represents an integer from 1 to 5;i in each case takes values from 1 to n for the n successive ##STR2## links; R.sub.2, R.sub.4.sup.i and R.sub.5.sup.i independently of one another represent H, an alkyl, alkenyl, aryl, alkoxy, hydroxyalkyl, alkoxyalkyl, amido, acyl or carboxyalkyl group, or a salt, or an alkyl ester of the latter; or R.sub.4.sup.i and R.sub.5.sup.i together form an oxo group ##STR3## R.sub.6 and R.sub.7 represent H, or R.sub.6 and R.sub.7 together form an oxo group ##STR4## x represents a 5- or 6-membered heterocycle which contains at least one nitrogen atom, or, in the event that ##STR5## where R.sub.8 and R.sub.Type: GrantFiled: April 19, 1990Date of Patent: January 4, 1994Assignee: Medgenix Group S.A.Inventors: John R. Thornback, Marcel Deblaton, Gillian F. Morgan
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Patent number: 5274002Abstract: Novel trisubstituted phenyl analogs are now found to have activity as for the treatment of congestive heart failure.Type: GrantFiled: September 6, 1990Date of Patent: December 28, 1993Assignee: Warner-Lambert CompanyInventor: Lynn D. Hawkins
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Patent number: 5264630Abstract: Compounds of formula I ##STR1## wherein R is C.sub.1 -C.sub.4 alkyl or benzyl, are prepared by reacting a butanal of formula II ##STR2## wherein X and Y are each independently of the other chloro, bromo or iodo, in an inert solvent, with a compound of formula IIIR-S-Me (III)wherein R is as defined above and Me is an alkali metal cation, and converting the resultant compound of formula IV ##STR3## wherein X and R are as defined above, in an inert solvent and in the presence of a base, into a compound of formula I.Type: GrantFiled: September 27, 1991Date of Patent: November 23, 1993Assignee: Ciba-Geigy CorporationInventor: Hans Tobler
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Patent number: 5252714Abstract: A new polyethylene glycol derivative (PEG) having the property of not being destroyed by water and also being able to retain reactivity in water and selectively react with amine groups. Also provided is a process for modifying organic or polymer surfaces in water by connecting PEG derivatives to exposed amine groups which provides a process whereby there is efficient linking to organic or polymer surfaces in water by use of the PEG derivatives.Type: GrantFiled: November 28, 1990Date of Patent: October 12, 1993Assignee: The University of Alabama in HuntsvilleInventors: J. Milton Harris, M. R. Sedaghat-Herati
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Patent number: 5225602Abstract: Phenylacetaldehydes of the structure (I) ##STR1## where the substituents X are 2,4-dichloro, difluoro, trifluoro, tetrafluoro, p-trifluoromethyl, 2-methyl-4-fluoro, haloalkoxy or haloalkylthio radicals or are adjacent Cl, F, CF.sub.3, alkyl, alkoxy, haloalkoxy and/or haloalkylthio radicals.Type: GrantFiled: October 17, 1989Date of Patent: July 6, 1993Assignee: BASF AktiengesellschaftInventors: Wolfgang Hoelderich, Norbert Goetz, Leopold Hupfer, Rudolf Kropp, Hans Theobald, Bernd Wolf
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Patent number: 5208388Abstract: 2,2-Difluorocyclopropyl derivatives of the formula ##STR1## in which R represents alkyl, optionally substituted aryl or optionally substituted aralkyl andX represents hydroxymethyl, 2-hydroxyethyl, isocyanato, amino, amino hydrohalide or a radical of the formula --CO--R.sup.1, whereR.sup.1 represents hydrogen, hydroxyl, alkoxy, alkyl, halogen or amino,are intermediates for fungicides.Type: GrantFiled: September 20, 1991Date of Patent: May 4, 1993Assignee: Bayer AktiengesellschaftInventors: Karl-Rudolf Gassen, Bernd Baasner
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Patent number: 5169974Abstract: The invention concerns a novel process for the manufacture of various aryloxyaliphatic aldehydes and related arylthio analogues, which are useful as chemical intermediates. The process involves reacting a dihalogenohydroxyalkane of the formula: HO.C(R.sup.2).sub.2.CHX.sub.2 wherein R.sup.2 is alkyl and X is chloro or bromo with a phenol or thiophenol in the presence of base and is applicable to large scale use.Type: GrantFiled: October 20, 1989Date of Patent: December 8, 1992Assignee: Imperial Chemical Industries PLCInventors: Gregory D. Harris, Stanley A. Lee
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Patent number: 5132423Abstract: Reactions between a solid polar and a non-polar compound, especially nucleophilic aromatic substitution reactions between an alkali metal salt of a hydroxyaromatic compound or thio analog thereof and an activated halo- or nitro-substituted aromatic compound, are conducted in a non-polar organic solvent such as toluene or xylene, in the presence of a hexaalkylguanidinium or .alpha.,.omega.-bis(pentaalkylguanidinium)alkane salt, or a corresponding heterocyclic salt, as a phase transfer catalyst. The method is particularly useful for the preparation of bisimides from bisphenol A or 4,4'-biphenol salts and 4-nitro- or 4-halophthalimides.Type: GrantFiled: March 13, 1991Date of Patent: July 21, 1992Assignee: General Electric CompanyInventors: Daniel J. Brunelle, Deborah A. Haitko, James P. Barren, Sunita Singh
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Patent number: 5128479Abstract: Oxidized diphenylheteroalkanes of the formula I ##STR1## where R.sup.1 to R.sup.6 and A have the meanings specified in the description, and the preparation thereof are described. The substances are suitable for controlling diseases and as cosmetic agents.Type: GrantFiled: January 29, 1990Date of Patent: July 7, 1992Assignee: BASF AktiengesellschaftInventors: Bernd Janssen, Hans-Heiner Wuest
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Patent number: 5100460Abstract: Herbicides of formula: ##STR1## in which: n=0,1, 2f=0,1A is chosen from the groups ##STR2## in which: Ar is chosen from the groups ##STR3## B is chosen from optionally substituted C.sub.1 -C.sub.10 alkyl and C.sub.3 -C.sub.Type: GrantFiled: July 13, 1989Date of Patent: March 31, 1992Assignee: Rhone-Poulenc AgrochimieInventors: Philippe Desbordes, Michel Euvrard
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Patent number: 5097068Abstract: Novel trisubstituted benzoic acid intermediates which are useful in the preparation of certain herbicidal 2-(2,3,4-trisubstituted benzoyl)-1,3-cyclohexandediones. The intermediate benzoic acids of this invention have the following structural formula ##STR1## wherein R.sup.6 is chlorine, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio or hydroxy; n is the integer 0 or 2; and R.sup.7 is C.sub.1 -C.sub.4 alkyl.Type: GrantFiled: December 7, 1989Date of Patent: March 17, 1992Assignee: ICI Americas, Inc.Inventor: David L. Lee
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Patent number: 5095147Abstract: 2,2-Difluorocyclopropyl derivatives of the formula ##STR1## in which R represents alkyl, optionally substituted aryl or optionally substituted aralkyl andX represents hydroxymethyl, 2-hydroxyethyl, isocyanato, amino, amino hydrohalide or a radical of the formula --CO--R.sup.1, whereR.sup.1 represents hydrogen, hydroxyl, alkoxy, alkyl, halogen or amino,are intermediates for fungicides.Type: GrantFiled: April 26, 1991Date of Patent: March 10, 1992Assignee: Bayer AktiengesellschaftInventors: Karl-Rudolf Gassen, Bernd Baasner
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Patent number: 5087743Abstract: Diphenylheteroalkyl derivatives of the formula I ##STR1## where A and R.sup.1 -R.sup.6 have the meanings specified in the description, and the preparation thereof are described.The substances are suitable for controlling diseases and as cosmetic agents.Type: GrantFiled: January 23, 1990Date of Patent: February 11, 1992Assignee: BASF AktiengesellschaftInventors: Bernd Janssen, Hans-Heiner Wuest