Carboxyl, Not Bonded Directly To A Ring, In Acid Moiety Patents (Class 560/105)
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Patent number: 4536314Abstract: Detergent compositions, detergent additive products and bleaching compositions containing aliphatic peroxyacid bleach precursors of formula ##STR1## are provided, where L is a leaving group of defined formula whose conjugate acid has a pKa of from 6 to 13 and ##STR2## is a non linear acyl group, the carboxylic acid derivative of which has a logP.sub.OCT in the range from 1.9 to 4.0 (where P.sub.OCT is the partition coefficient between octanol and water). New precursor compounds are provided in which ##STR3## is a C.sub.7 -C.sub.17 branched aliphatic acyl group containing a linear chain of at least 5 carbon atoms extending from and including the carbonyl carbon wherein the branching is on at least the 2- and/or 3- carbon atom.Type: GrantFiled: February 22, 1984Date of Patent: August 20, 1985Assignee: The Procter & Gamble CompanyInventors: Frederick E. Hardy, David J. Kitko, Cushman M. Cambre
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Patent number: 4536591Abstract: [1,1'-Biphenyl]-3-ylmethyl pyrethroid esters, as well as processes, uses, and intermediates thereto, are disclosed. The [1,1'-biphenyl]-3-ylmethyl pyrethroid esters control a broad spectrum of insects as well as acarids.Type: GrantFiled: February 7, 1983Date of Patent: August 20, 1985Assignee: FMC CorporationInventor: Ernest L. Plummer
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Patent number: 4536342Abstract: A process for producing a halogen-containing ethylbenzene derivative represented by the general formula: ##STR1## where X is a halogen atom, and Y is a nitrile group, a carboxyl group, a lower alkoxycarbonyl group or an amidocarbonyl group, which comprises reacting a vinyl compound represented by the general formula:CH.sub.2 .dbd.CH--Y (II)where Y is as defined above, with a benzenediazonium salt and halogen ions in a solvent mixture comprising a lower alcohol and/or an ether, and water, under an acidic condition with a mineral acid, in the presence of a monovalent copper compound as a catalyst.Type: GrantFiled: October 5, 1984Date of Patent: August 20, 1985Assignee: Toyo Soda Manufacturing Co., Ltd.Inventors: Kiyotaka Oyama, Tuneo Harada
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Patent number: 4534909Abstract: A process for producing a halogen-containing ethylbenzene derivative represented by the general formula: ##STR1## where X is a halogen atom, and W is a nitrile group, a carboxyl group, a lower alkoxycarbonyl group or an amidocarbonyl group, which comprises diazotizing aniline with a nitrite in a solution mixture comprising a hydrophilic organic solvent, an aqueous mineral acid solution and a vinyl compound represented by the general formula:CH.sub.2 .dbd.CH--W (II)where W is as defined above, to form a benzenediazonium salt, and reacting the benzenediazonium salt, without isolating it from the reaction system, with said vinyl compound in the presence of halogen ions and a copper compound as a catalyst.Type: GrantFiled: October 12, 1984Date of Patent: August 13, 1985Assignee: Toyo Soda Manufacturing Co., Ltd.Inventors: Kiyotaka Oyama, Tuneo Harada
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Patent number: 4535166Abstract: Rearrangement of alpha-halo-alkylarylketals in neutral or weakly alkaline conditions and in the presence of a polar-protic medium and subsequent hydrolysis of the thus obtained esters, in the same reaction medium, to afford the corresponding alpha-arylalkanoic acids or their salts which are particularly useful as anti-inflammatory, analgesic and antipyretic agents.Type: GrantFiled: August 3, 1983Date of Patent: August 13, 1985Assignee: Zambon S.p.A.Inventors: Graziano Castaldi, Claudio Giordano
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Patent number: 4532255Abstract: Amidino compounds represented by the formula ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful antitrypsine, antiplasmin, antikallikrein and antithrombin agents. Having strong anti-C1 (C1r, C1s) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula ##STR2## with 6-amidino-2-naphthol and, if necessary, can be transformed into pharmaceutically acceptable acid addition salts thereof.Type: GrantFiled: January 20, 1984Date of Patent: July 30, 1985Assignee: Torii & Co., Ltd.Inventors: Setsuro Fujii, Toshiyuki Okutome, Toyoo Nakayama, Takashi Yaegashi, Masateru Kurumi
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Patent number: 4531008Abstract: Substituted acetate compounds represented by the formula ##STR1## which are useful as pesticides and pesticidal composition containing the substituted acetate compounds as active ingredients, as well as processes for preparing the compounds and the compositions are disclosed.Type: GrantFiled: May 23, 1983Date of Patent: July 23, 1985Assignee: Sumitomo Chemical Co., Ltd.Inventors: Keimei Fujimoto, Nobuo Ohno, Yoshitoshi Okuno, Toshio Mizutani, Isao Ohno, Masachika Hirano, Nobushige Itaya, Takashi Matsuo
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Patent number: 4529810Abstract: Optically-active alpha-substituted carboxylic esters are prepared by treating a non-symmetrical ketene with an alcohol in the presence of an optically-active amine catalyst. Hydrolysis of the resulting esters, yields the optically-active acid corresponding to the non-symmetrical ketene.Type: GrantFiled: January 6, 1984Date of Patent: July 16, 1985Assignee: Shell Oil CompanyInventor: Donald W. Stoutamire
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Patent number: 4519936Abstract: The invention relates to nematic liquid crystals in electro-optical components for the modulation of light as well as for the representation of numerals, signs and images and to a method for producing the same.It is the object of the invention to create nematic liquid crystals which are well suited for electro-optical devices, preferably for two-frequency operation.It has been found that pure or mixed 2-n-alkyl-1, 4-bis-[4-acyloxy]-benzenes of the general formula ##STR1## wherein R.sup.3 =n-C.sub.m H.sub.2m+1, with m=3 to 14, are well suited for utilization in electro-optical components.It was found that 2-n-alkyl-1,4-bis-[acyloxy]-benzene which is well suited for electro-optical components, and especially for two-frequency operations, can be produced by the conversion of a correspondingly substituted benzoic acid or cyclohexane carboxylic acid or a reaction-capable derivative thereof with the corresponding 2-n-alkylhydroquinone--also in the form of its phenylate--at a temperature ranging from 0.degree. C.Type: GrantFiled: July 20, 1982Date of Patent: May 28, 1985Assignee: VEB Werk fuer Fernsehelektronik im Kombinat MikroelektronikInventors: Dietrich Demus, Wolfgang Weissflog, Horst Kresse
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Patent number: 4518789Abstract: Therapeutic as well as preventive measures to alleviate the symptoms of dermatologic and other conditions and disorders with phenyl alpha-acyloxyacetamide derivatives is disclosed. Dermatologic and other conditions and disorders in humans in which the compounds may be useful include pruritus, atopic dermatitis, eczema, psoriasis, acne, dry skin, dandruff, malodors of integumental areas; and various aches, pains and discomforts of skin, joints and other body parts. The phenyl alpha-acyloxyacetamide derivatives include, for example, N-ethyl phenyl alpha-acetoxyacetamide, N-benzyl phenyl-alpha-acetoxyacetamide, N-phenethyl phenyl-alpha-acetoxyacetamide, N-benzyl diphenyl-alpha-acetoxyacetamide and N-phenethyl diphenyl-alpha-acetoxyacetamide. The compositions containing the active ingredients are also useful for treatment of skin conditions or disorders, and musculoskeletal disorders, of domestic animals, for example dogs, such as dry skin, scurf, eczema, mange, prurigo, malodors, arthritis or myositis.Type: GrantFiled: May 17, 1983Date of Patent: May 21, 1985Inventors: Ruey J. Yu, Eugene J. Van Scott
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Patent number: 4515808Abstract: Pesticidal compounds have the formula: ##STR1## wherein D represents hydrogen or a cyano group or an ethynyl group R.sub.a represents alkylA represents an alkyl group or a halogeno or trifluoromethyl groupn is 0 or an integer of 1-4, b is 0 or 1andRCOO is the residue of an acid RCOOH whose .alpha.-cyano-3-phenoxybenzyl ester has pesticidal properties. They are prepared by esterification methods.Type: GrantFiled: July 26, 1983Date of Patent: May 7, 1985Assignee: National Research Development CorporationInventors: Michael Elliott, Norman F. Janes, Bhupinder P. S. Khambay
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Patent number: 4514416Abstract: Amidino compounds represented by the formula (I) ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful antitrypsine, antiplasmin, antikallikrein and anti-thrombin agents. Having strong anti-Cl (Clr, Cls) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula (II)R.sub.1 --COOH (II)with amidinophenol compound (III) and, if necessary, can be transformed into pharmaceutically acceptable acid addition salts thereof.Type: GrantFiled: May 21, 1984Date of Patent: April 30, 1985Assignee: Torii & Co. Ltd.Inventors: Setsuro Fujii, Takashi Yaegashi, Toyoo Nakayama, Yojiro Sakurai, Shigeki Nunomura, Toshiyuki Okutome
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Patent number: 4513146Abstract: Ester is produced by reacting highly hindered carboxylic acid or salt thereof represented by the formula ##STR1## wherein a. R.sub.3, R.sub.4, and R.sub.5 are each independently a monovalent organo group, andb. M is hydrogen, monovalent metal, or the monovalent fractional part of a polyvalent metal,with organic carbonate represented by the formula ##STR2## wherein R.sub.1 and R.sub.2 are each independently monovalent organic groups which may be the same or different, and wherein the alpha carbon of at least one of R.sub.1 and R.sub.2 is substantially sterically unhindered.Type: GrantFiled: September 23, 1982Date of Patent: April 23, 1985Assignee: PPG Industries, Inc.Inventor: Ralph B. Thompson
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Patent number: 4507493Abstract: The present invention provides a process for the preparation of aryl carboxylic acids and derivatives thereof by the carbonylation of aryl sulfonyl chlorides. The aryl sulfonyl chlorides are reacted with carbon monoxide and water or an alcohol or amine in the presence of a zero-valent metal catalyst consisting essentially of palladium.Type: GrantFiled: July 6, 1984Date of Patent: March 26, 1985Assignee: Eastman Kodak CompanyInventors: Carl M. Lentz, James R. Overton, David D. Cornell
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Patent number: 4506092Abstract: The present invention provides a process for the preparation of aryl carboxylic acids and derivatives thereof by the carbonylation of triaryl sulfonium salts. The triaryl sulfonium salts are reacted with carbon monoxide and water or an alcohol or amine in the presence of a triaryl phosphine and a zero-valent metal catalyst selected from palladium or rhodium.Type: GrantFiled: July 6, 1984Date of Patent: March 19, 1985Assignee: Eastman Kodak CompanyInventors: Carl M. Lentz, James R. Overton, David D. Cornell
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Patent number: 4501914Abstract: 2-Hydroxy-3-(o-methoxy-phenoxy)propyl 2-(p-isobutyl-phenyl)-propionate of formula (I) ##STR1## has marked analgesic, anti-inflammatory and muco-regulatory properties.Type: GrantFiled: November 12, 1982Date of Patent: February 26, 1985Assignee: Ausonia Farmaceutici S.r.l.Inventor: Leonardo De Vincentiis
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Patent number: 4501913Abstract: Process for preparing esters of aryl alkanoic acids via oxidation of the corresponding ketones with bromine or iodine in the presence of a metal halide and an alcohol.The thus obtained esters are then easily hydrolized to give the corresponding aryl alkanoic acids which are particularly useful as anti-inflammatory, analgesic and anti-pyretic agents.Type: GrantFiled: November 1, 1983Date of Patent: February 26, 1985Assignee: Zambon S.p.A.Inventors: Claudio Giordano, Graziano Castaldi
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Patent number: 4499272Abstract: 2-Hydroxy-3-halo-1-propanesulfonates are reacted with certain arylamines, preferably in the presence of a base such as KOH or NaOH in one or more of ethylene glycol, propylene glycol, 2-ethoxyethanol and the like to give 2-hydroxy-3-(arylamino)-1-propanesulfonates useful as couplers for acid dyes for polyamide fibers. The present coupler products which are derivatives of aniline, tetrahydroquinoline, and benzomorpholine, have the general formulae ##STR1## wherein the rings may be substituted with a wide variety of substituents known to the dye art;M is NH.sub.4.sup.+ or a group IA metal, preferably Na.sup.+, or K.sup.+ ; andR.sup.3 is hydrogen or a group such as alkyl, cycloalkyl and aryl, each of which may be substituted.Type: GrantFiled: August 20, 1982Date of Patent: February 12, 1985Assignee: Eastman Kodak CompanyInventors: John A. Hyatt, Clarence A. Coates, Jr.
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Patent number: 4490388Abstract: Amidino compounds represented by the formula (I) ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful antitrypsine, antiplasmin, antikallikrein and anti-thrombin agents. Having strong anti-Cl (Clr, Cls) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula (II)R.sub.1 --COOH (II)with 4-(.beta.-amidinoethenyl)phenol represented by the formula (III) ##STR2## and, if necessary, can be transformed into pharmaceutically acceptable acid addition salts thereof.Type: GrantFiled: February 22, 1982Date of Patent: December 25, 1984Assignee: Torii & Co., Ltd.Inventors: Setsuro Fujii, Takuo Aoyama, Yojiro Sakurai, Toyoo Nakayama, Shigeki Nunomura, Takashi Yaegashi, Toshiyuki Okutome
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Patent number: 4482497Abstract: A carboxylic acid, such as acetic acid, is prepared by carbonylation of a hydrocarbyl alcohol, such as methanol by the use of a molybdenum-nickel-alkali metal or a tungsten-nickel-alkali metal co-catalyst in the presence of an iodide or bromide.Type: GrantFiled: September 30, 1982Date of Patent: November 13, 1984Assignee: The Halcon SD Group, Inc.Inventor: Nabil Rizkalla
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Patent number: 4474977Abstract: The new amino-alcohol derivatives according to the invention have the formula: ##STR1## wherein: (a) R.sub.1 is hydrogen, an alkylthio C.sub.1 -C.sub.5 radical, a cycloalkylthio C.sub.5 -C.sub.6 radical, an alkoxy C.sub.1 -C.sub.5 radical, a cycloalkyloxy C.sub.5 -C.sub.6 radical, an alkyl C.sub.1 -C.sub.5 radical, a cycloalkyl C.sub.5 -C.sub.6 radical or a halogen atom;(b) R.sub.2 is a lower alkyl C.sub.1 -C.sub.3 radical;(c) R.sub.3 is an alkyl C.sub.1 -C.sub.18 radical, substituted or not, an alkenyl C.sub.6 -C.sub.18 radical substituted or not, a cycloalkyl C.sub.5 -C.sub.9 radical;(d) R.sub.4 is an acyl group having the formula: ##STR2## in which R.sub.5 represents an alkyl C.sub.1 -C.sub.10 substituted or not, an alkenyl C.sub.2 -C.sub.4, a cycloalkyl C.sub.3 -C.sub.8, a phenyl substituted or not or a cinnamyl radical, R.sub.4 being hydrogen if R.sub.1 is hydrogen, an alkyl, alkoxy, cycloalkoxy or cycloalkyl radical or a halogen atom.Type: GrantFiled: April 28, 1978Date of Patent: October 2, 1984Assignee: Continental Pharma S.A.Inventors: Georges Lambelin, Romeo Roncucci, Joseph Roba, Claude Gillet, Michel Snyers
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Patent number: 4474806Abstract: Sulfonyl or carbonyl derivatives of inositols are found to be effective phospholipase C inhibitors and thereby potent anti-inflammatory and analgesic agents. These inositol derivatives are prepared by condensation of a protected inositol with a substituted sulfonic or carboxylic acid derivative followed by removal of protecting groups.Type: GrantFiled: May 10, 1982Date of Patent: October 2, 1984Assignee: Merck & Co., Inc.Inventors: Thomas R. Beattie, Shu S. Yang
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Patent number: 4472592Abstract: A nematic liquid crytalline compound selected from the group consisting of compounds represented by the general formula ##STR1## compounds represented by the general formula ##STR2## compounds represented by the general formula ##STR3## and compounds represented by the general formula ##STR4## wherein R and R', independently from each other, represent a linear alkyl group having 1 to 7 carbon atoms, and each cyclohexane ring is arranged in a trans(equatorial-equatorial) form. These compounds have higher nematic phaseisotropic liquid phase transition temperatures than conventional liquid crystalline compounds.Type: GrantFiled: June 27, 1983Date of Patent: September 18, 1984Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Haruyoshi Takatsu, Hisato Sato
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Patent number: 4466922Abstract: 3-Alkyl-3-acyloxy-4-hydroxybut-1-enes are prepared by a process in which a 3-alkyl-3,4-epoxybut-1-ene is treated with a carboxylic acid and a copper salt of a carboxylic acid.Type: GrantFiled: September 13, 1982Date of Patent: August 21, 1984Assignee: BASF AktiengesellschaftInventors: Hans-Martin Weitz, Rolf Fischer
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Patent number: 4463014Abstract: Esters in their stereoisomeric form or mixtures thereof of the formula ##STR1## wherein R.sub.1 and R are different and individually selected from the group consisting of hydrogen, fluorine and bromine, R.sub.2 is selected from the group consisting of --CN and --C.tbd.CH and R.sub.3 is a hydrocarbyl group having pesticidal properties and their preparations.Type: GrantFiled: April 5, 1982Date of Patent: July 31, 1984Assignee: Roussel UclafInventors: Jacques Martel, Jean Tessier, Jean-Pierre Demoute
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Patent number: 4451484Abstract: 2,2'-Bridged[1,1'-biphenyl]-3-ylmethyl carboxylates and insecticidal compositions containing these esters are useful for the control of a broad range of insects and acarids.Type: GrantFiled: April 15, 1982Date of Patent: May 29, 1984Assignee: FMC CorporationInventor: Ernest L. Plummer
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Patent number: 4447428Abstract: Prostanoid compounds are described having the formula: ##STR1## where A is a cyclopentane ring, which is substituted by oxo and/or hydroxy or etherified hydroxy and may be saturated or unsaturated; X is --CH.dbd.CH--or --(CH.sub.2).sub.2 --; R is alkyl having a terminal --COOH or ester group; and Y is amino or substituted amino, particularly heterocyclic amino.The compounds have bronchodilator activity and/or inhibit blood platelet aggregation.The preparation and pharmaceutical formulation of the compounds is also described.Type: GrantFiled: July 15, 1983Date of Patent: May 8, 1984Assignee: Glaxo Group LimitedInventors: Eric W. Collington, Harry Finch, Roger F. Newton
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Patent number: 4440946Abstract: This invention is a process for producing a carboxylate ester which involves contacting mixtures of alcohol and aldehyde in vapor phase with a reduced silver-cadmium-zinc-zirconium catalyst composition.Type: GrantFiled: July 26, 1982Date of Patent: April 3, 1984Assignee: Celanese CorporationInventors: Richard H. Summerville, deceased, James E. Summerville, Jr., administrator
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Patent number: 4440947Abstract: Substituted .alpha.-halogenopropionic acids and their derivatives of the general formula ##STR1## wherein R.sup.1 to R.sup.3, Y and X have the meanings given in the description, are prepared by a process which is characterized in that substituted vinylidene chlorides of the general formula ##STR2## are reacted with chlorine or bromine chloride in the presence of compounds of the formulaR.sup.5 --SO.sub.3 R.sup.6 (III)wherein R.sup.5 and R.sup.6 have the meaning given in the description, and the products obtained are treated, if appropriate, with water or alcohol. Certain of the substituted .alpha.-halogeno-propionic acids and the substituted vinylidene chloride of the formula ##STR3## are new. The end products are useful as herbicides and intermediates for insecticides.Type: GrantFiled: March 5, 1982Date of Patent: April 3, 1984Assignee: Bayer AktiengesellschaftInventor: Dieter Arlt
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Patent number: 4439618Abstract: Optically active methyl esters of arylpropionic acids are prepared by reaction of the corresponding vinylaromatic compounds with carbon monoxide and methyl alcohol in the presence of a palladium catalyst system consisting of a palladium compound associated with optically active diphenyl-neomenthylphosphine and with trifluoroacetic acid, at substantially atmospheric pressure and at a temperature comprised between 20.degree. and 80.degree. C. There is dealt with particular regioselective and enantioselective catalysis conditions.The products obtained consist of esters of arylpropionic acids or of the corresponding acids obtainable from them, and are useful intermediates in the synthesis of organic compounds, particularly of pharmaceutical products.Type: GrantFiled: August 5, 1982Date of Patent: March 27, 1984Assignee: Montedison S.p.A.Inventors: Giuseppe Cometti, Gian P. Chiusoli
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Patent number: 4435575Abstract: A process is herein described for preparing carboxylated organic compounds (acids, esters, alkaline salts) of formula ##STR1## wherein R is a hydrocarbyl group having up to 11 carbon atoms (an aliphatic, alicyclic, aryl- or heteroarylalkyl group), also substituted, in its turn, by groups inert under the reaction conditions (alkyl, aryl, etheric, thioetheric, halogen, nitrile, ester, amide, ketonic groups), and R' is a hydrogen atom or an alkyl C.sub.1 -C.sub.8 group, by reaction of carbon monoxide with the corresponding hydrocarbyl halides, having the halogen bound to a non-tertiary carbon atom, in the presence of catalysts which are salts of cobalt hydrocarbonyl, or precursors thereof, in a hydro-alcoholic or alcoholic solvent and in the presence of bases.The process is characterized in that the catalytic system composed by the salt of cobalt hydrocarbonyl is supported on an anion exchange resin.Type: GrantFiled: June 30, 1981Date of Patent: March 6, 1984Assignee: Montedison S.p.A.Inventors: Gianfranco Cainelli, Marco Foa', Achille U. Ronchi, Andrea Gardano
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Patent number: 4433160Abstract: A process for producing an .alpha.-arylalkanoic acid ester represented by the general formula ##STR1## wherein Ar represents an aryl group which may optionally be substituted, and R.sup.1 and R.sup.2, independently from each other, represent a lower alkyl group,which comprises reacting a Grignard reagent prepared from an aryl halide of the general formulaAr--X.sup.1 (II)wherein Ar is as defined above and X.sup.1 represents a halogen atom,and magnesium, with an .alpha.-haloalkanoic acid ester of the general formula ##STR2## wherein R.sup.1 and R.sup.2 are as defined above, and X.sup.2 represents a halogen atom,said reaction of the Grignard reagent with the .alpha.-haloalkanoic acid ester of general formula (III) being carried out in the presence of a nickel compound.Type: GrantFiled: August 25, 1982Date of Patent: February 21, 1984Assignee: Taisho Pharmaceutical Company, Ltd.Inventors: Takehiro Amano, Kensei Yoshikawa, Tatsuhiko Sano, Yutaka Ohuchi, Michihiro Ishiguro, Manzo Shiono, Yoshiji Fujita, Takashi Nishida
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Patent number: 4433165Abstract: The present invention provides for an improved process wherein an olefin, an alcohol, or an ester, halide or ether derivative of said alcohol is reacted with carbon monoxide in a liquid phase in the presence of a catalyst system that contains (a) a rhodium component, and (b) an iodine or bromine component. By passing at least a portion of the liquid reaction mass from the reaction zone to a separation zone of substantially lower CO partial pressure, at least a portion of the carbonylation products, as well as unreacted carbon monoxide, inert gases, and unreacted olefin, alcohol, or alcohol derivatives are vaporized and can be withdrawn from the separation zone. Precipitation of the rhodium catalyst under carbon monoxide deficient conditions is prevented or retarded by addition to the system of a stabilizer component selected from N,N,N',N'-tetramethyl-o-phenylenediamine and 2,3'-dipyridyl.Type: GrantFiled: December 29, 1980Date of Patent: February 21, 1984Assignee: Monsanto CompanyInventor: Thomas C. Singleton
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Patent number: 4433166Abstract: The present invention provides for an improved process wherein an olefin, an alcohol, or an ester, halide or ether derivative of said alcohol is reacted with carbon monoxide in a liquid phase in the presence of a catalyst system containing a rhodium component and an iodine or bromine component. By passing at least a portion of the liquid reaction mass from the reaction zone to a separation zone of substantially lower CO partial pressure, at least a portion of the carbonylation products, as well as unreacted carbon monoxide, inert gases, and unreacted olefin, alcohol, or alcohol derivatives are vaporized and can be withdrawn from the separation zone. Precipitation of the rhodium catalyst under carbon monoxide deficient conditions is prevented or retarded by addition to the system of a stabilizer which is a tin component which may be tin or a tin compound.Type: GrantFiled: December 29, 1980Date of Patent: February 21, 1984Assignee: Monsanto CompanyInventors: Thomas C. Singleton, Frank E. Paulik
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Patent number: 4431836Abstract: Group VIII metals immobilized on an aminated polysaccharide in a highly dispersed state are active catalysts in the hydrogenation of unsaturated organic materials. Chitin and chitosan are preferred supports, with platinum and palladium among the more active Group VIII metals in hydrogenation.Type: GrantFiled: September 28, 1982Date of Patent: February 14, 1984Assignee: UOP Inc.Inventor: Blaise J. Arena
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Patent number: 4431835Abstract: Alkyl carboxylates are hydrocarbonylated and/or carbonylated with carbon monoxide and hydrogen, in an aqueous medium, and in the presence of a catalytically effective amount of a catalyst system comprising (i) ruthenium, (ii) cobalt, (iii) at least one iodine-containing promoter, and (iv) chromium. The subject hydrocarbonylation/carbonylation is admirably well suited, e.g., for the preparation of acetaldehyde, ethanol, ethyl acetate and acetic acid, especially from a methyl carboxylate.Type: GrantFiled: July 6, 1981Date of Patent: February 14, 1984Assignee: Rhone-Poulenc IndustriesInventors: Jean Gauthier-Lafaye, Robert Perron
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Patent number: 4430114Abstract: The invention is preemergence herbicidal methods employing novel dinitroanilines for control of certain grasses and broadleaf weeds in the presence of graminaceous crops, especially rice.Type: GrantFiled: May 4, 1981Date of Patent: February 7, 1984Assignee: American Cyanamid CompanyInventors: Albert W. Lutz, Robert E. Diehl
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Patent number: 4430506Abstract: Alkyl carboxylates are hydrocarbonylated and/or carbonylated with carbon monoxide and hydrogen, in an aqueous medium, and in the presence of a catalytically effective amount of a catalyst system comprising (i) ruthenium, (ii) cobalt, (iii) at least one iodine-containing promoter, and (iv) vanadium. The subject hydrocarbonylation/carbonylation is admirably well suited, e.g., for the preparation of acetaldehyde, ethanol, ethyl acetate and acetic acid, especially from a methyl carboxylate.Type: GrantFiled: July 6, 1981Date of Patent: February 7, 1984Assignee: Rhone-Poulenc IndustriesInventors: Jean Gauthier-Lafaye, Robert Perron
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Patent number: 4426536Abstract: Esters of phenylacetic acids are prepared in a single step by hydrolysis of 2,2,2-trichloro-1-phenylethanes in inorganic basic media.Type: GrantFiled: June 14, 1982Date of Patent: January 17, 1984Assignee: Eli Lilly and CompanyInventor: Roger L. Robey
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Patent number: 4424394Abstract: Arylacetic acids and their esters, of the formula Ar(CH.sub.2 -COOR).sub.n (where Ar=aryl, R is H or a hydrocarbon radical, and n is 1 or 2) are manufactured by carbonylation of halomethylaryl compounds Ar(CH.sub.2 C).sub.n (where X is Cl, Br or I) with carbon monoxide and a catalyst m.sup.+ ?Fe(O).sub.3 NO!.sup.- (where M is an alkali metal, ammonium or one equivalent of an alkaline earth metal) in the presence of stoichiometric amounts of an inorganic base or of an alcoholate of an alcohol ROH.Type: GrantFiled: November 8, 1979Date of Patent: January 3, 1984Assignee: BASF AktiengesellschaftInventors: Kurt Schneider, Rudolf Kummer, Kurt Schwirten, Hans-Dieter Schindler, deceased, Maria E. Schindler, heir-at-law, Ute Lang, heir-at-law, Rainer Schindler, heir-at-law
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Patent number: 4424375Abstract: Improvement in the process of producing carboxylic acid esters or salts involving contacting a halogen alkyl compound with carbon monoxide and a basic substance in the presence of a carbonylation catalyst for carbonylation of the halogen alkyl and production of the corresponding ester or salt of the basic substance. The improvement involves performing the contacting in a reaction vessel, circulating a liquid mass of the halogen alkyl, basic substance and carbonylation catalyst through the vessel and maintaining a carbon monoxide atmosphere in the vessel, injecting the circulating liquid mass into the vessel with a nozzle to spray the liquid mass into the vessel and intimately mixing the liquid mass with carbon monoxide in the nozzle for injection of carbon monoxide into the vessel with the sprayed liquid mass.Type: GrantFiled: June 16, 1981Date of Patent: January 3, 1984Assignee: Dynamit Nobel AGInventors: Moustafa El-Chahawi, Uwe Prange, Hermann Richtzenhain, Wilhelm Vogt
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Patent number: 4422870Abstract: 2-Aryl-1, 3-cyclohexanedione enol ester compounds exhibit outstanding miticidal,mite ovicidal and herbicidal activity.Type: GrantFiled: March 28, 1977Date of Patent: December 27, 1983Assignee: Union Carbide CorporationInventor: Thomas N. Wheeler
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Patent number: 4417073Abstract: A process for the preparation of substituted acetic acids and derivatives thereof, having the formula ##STR1## wherein X is --COOH, --COOY or --CN,Y is --CH.sub.3 or --C.sub.2 H.sub.5,R.sub.1 is a saturated, branched or unbranched aliphatic radical having from 1 to 6 carbon atoms, a phenyl radical, or a phenyl radical substituted by alkyl or alkoxy groups, andR.sub.2 is hydrogen or a saturated, branched or unbranched aliphatic radical having from 1 to 6 carbon atoms, a phenyl radical, or a phenyl radical substituted by alkyl or alkoxy groups,wherein R.sub.1 and R.sub.2 may be the same or different which process comprises converting the corresponding malonic or cyanoacetic ester of the formula ##STR2## wherein Z is --COOY or --CN, andY, R.sub.1 and R.sub.2 are identified as above at elevated temperature in the presence of a catalyst, e.g., a catalyst containing from about 50 to 75 weight percent SiO.sub.2 and from 15 to 19 weight percent Al.sub.2 O.sub.Type: GrantFiled: November 25, 1981Date of Patent: November 22, 1983Assignee: Dynamit Nobel A.G.Inventors: Otto Ackermann, Gerhard Daum
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Patent number: 4414410Abstract: Alkyl esters, such as ethyl acetate, are prepared by contacting the corresponding next lower carbon number alkyl ester, such as methyl acetate, with carbon monoxide and hydrogen in the presence of an iodine or iodide-free catalyst composition comprising a ruthenium-containing compound, a cobalt containing compound and a quaternary phosphonium salt or base, and heating the mixture to an elevated temperature and pressure for sufficient time to produce the desired higher alkyl ester, and then recovering the same from the reaction mixture.Type: GrantFiled: January 13, 1982Date of Patent: November 8, 1983Assignee: Texaco Inc.Inventors: Jiang-Jen Lin, John F. Knifton
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Patent number: 4410734Abstract: S-Configurated phenylpropane derivatives of the formula ##STR1## where R.sup.1 is alkyl, aryl or alkoxy, R.sup.2 is hydrogen, alkyl, aryl or alkoxy, and R.sup.3 is carboxyl or esterified carboxyl, acetalized formyl, hydroxymethyl or esterified hydroxymethyl, their preparation by microbiological hydrogenation, and their use for the preparation of fungicidal compounds.Type: GrantFiled: December 8, 1980Date of Patent: October 18, 1983Assignee: BASF AktiengesellschaftInventors: Christoph Martin, Walter Himmele, Hardo Siegel
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Patent number: 4402973Abstract: [1,1'-Biphenyl]-3-ylmethyl pyrethroid esters, as well as processes, uses, and intermediates thereto, are disclosed. The [1,1'-biphenyl]-3-ylmethyl pyrethroid esters control a broad spectrum of insects as well as acarids.Type: GrantFiled: May 21, 1981Date of Patent: September 6, 1983Assignee: FMC CorporationInventor: Ernest L. Plummer
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Patent number: 4397851Abstract: Antimicrobial compounds of the formula: ##STR1## wherein Hal is bromine or chlorine; R is C.sub.1-4 alkyl, straight or branched chain; and one of R.sup.1 and R.sup.2 is hydrogen and the other is selected from the group consisting of C.sub.3-8 cycloalkyl; C.sub.3-8 cycloalkyl C.sub.1-3 alkyl; phenyl; phenyl C.sub.1-3 alkyl; mono- or disubstituted phenyl or phenyl C.sub.1-3 alkyl wherein the substituents are halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, hydroxy, nitro, cyano, or trifluoromethyl; a heterocyclic radical selected from the group consisting of thienyl, furanyl, pyrrolyl, isoxazolyl, oxazolyl, isothiazolyl, thiazolyl, pyrazolyl, imidazolyl, pyridazinyl, pyrimidinyl, pyrazinyl, and pyridinyl, and N-oxides thereof; and a saturated heterocyclic radical selected from the group consisting of pyrrolidinyl, tetrahydrofuranyl, tetrahydrothienyl, isoxazolidinyl, oxazolidinyl, isothiazolidinyl, thiazolidinyl, pyrazolidinyl, imidazolidinyl, piperazinyl, and piperidinyl.Type: GrantFiled: December 22, 1981Date of Patent: August 9, 1983Assignee: Merck & Co., Inc.Inventors: John E. Engelhart, Marshall R. Angeles, Michael J. D'Errico
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Patent number: 4395430Abstract: A novel class of alpha-keto geminal diacyloxy compounds is disclosed. These compounds are useful as vicinal diketone generators in foodstuffs. Use for this purpose is also disclosed.Type: GrantFiled: June 24, 1981Date of Patent: July 26, 1983Assignee: Hercules IncorporatedInventors: Brian Byrne, Robert S. DeSimone
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Patent number: 4391983Abstract: Esters of formula: ##STR1## wherein R is either (a) or a group of formula: ##STR2## where X is methyl, chlorine or bromine, or (b) a group of formula: ##STR3## where Y is methyl or chlorine and n is one or two, and R.sup.2 is alkyl or 2 to 4 carbon atoms; and R.sup.1 is phenoxy or 2,2-dichlorovinyloxy.Type: GrantFiled: July 30, 1979Date of Patent: July 5, 1983Assignee: Imperial Chemical Industries PLCInventor: Thomas Leigh
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Patent number: 4391823Abstract: Dimethyl dichlorovinylcyclopropyl carboxylic acid esters of substituted (alkyl, aryl, halo, amino, etc.) polycyclic alcohols are insecticidal.Type: GrantFiled: July 20, 1981Date of Patent: July 5, 1983Assignee: Rhone-Poulenc AgrochimieInventors: Dena L. Boxler, Albert C. Chen