Plural Rings In Acid Moiety Patents (Class 560/21)
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Patent number: 4435208Abstract: Herbicidally active compounds of the formula ##STR1## in which R.sup.1 represents a hydrogen or chlorine atom,R.sup.2 represents a hydrogen atom, a cyano group, an optionally substituted radical selected from alkyl, aryl, alkanoyl, benzoyl, alkoxycarbonyl, alkenoxycarbonyl, alkinoxycarbonyl, aralkoxycarbonyl and aryloxycarbonyl, or a radical of the general formula --COOM,in whichM represents a hydrogen atom, one equivalent of an alkali metal ion or alkaline earth metal ion or optionally substituted ammonium, andR.sup.3 represents a cyano group or a radical of the general formula ##STR2## wherein Y represents an oxygen or sulphur atom or an imino (NH) or alkylimino (N-alkyl) group,R.sup.4 and R.sup.5 independently of each other represent a hydrogen atom or a methyl group,n is 0 or 1 andZ represents an optionally substituted radical.Type: GrantFiled: November 6, 1981Date of Patent: March 6, 1984Assignee: Bayer AktiengesellschaftInventors: Heinz Forster, Ludwig Eue, Robert Schmidt
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Patent number: 4431834Abstract: This invention relates to certain bicyclic derivatives which are indane and tetralin compounds and which have herbicidal properties, to processes for their preparation, to herbicidal compositions containing them and to a method of using them as herbicides.Type: GrantFiled: March 29, 1982Date of Patent: February 14, 1984Assignee: Imperial Chemical Industries PLCInventor: David Cartwright
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Patent number: 4429146Abstract: This invention relates to substituted diphenyl ethers having selective herbicidal properties and having the formula: ##STR1## wherein R is a saturated or unsaturated, straight chain or branched aliphatic hydrocarbon radical of from 1 to 18 carbon atoms wherein one or more of the --CH.sub.2 -- groups can be replaced with --O--, --S--, --S--S--, --SO--, --SO.sub.2 -- or --NR.sub.2 -- and said hydrocarbon radical is optionally substituted with halogen, trihalomethyl, cyano, aryl, hydroxy, alkoxy, nitro or cycloalkyl having 3 to 6 carbon atoms;R.sub.1 is ##STR2## R.sub.3 is ##STR3## R.sub.2 is hydrogen or a saturated or unsaturated straight or branched chain aliphatic radical having from 1 to 8 carbon atoms, optionally substituted with halogen, hydroxy, alkoxy, cyano or nitro;R.sub.4 and R.sub.Type: GrantFiled: April 15, 1982Date of Patent: January 31, 1984Assignee: GAF CorporationInventor: Kou-Chang Liu
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Patent number: 4426220Abstract: Diphenyl ethers of the formula ##STR1## where Z.sup.1, Z.sup.2 and Z.sup.3 independently of one another are each hyrogen, halogen, nitro, cyano, carboxyl, alkyl of 1 to 4 carbon atoms, or haloalkyl, alkoxy, haloalkoxy, alkylmercapto, haloalkylmercapto, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl or haloalkylsulfonyl where alkyl is in each case of 1 to 4 carbon atoms, Y is hydrogen, halogen, cyano or nitro and Q is --CO--NA--OR.sup.1, where A is hydrogen, alkyl of 1 to 4 carbon atoms, a metal ion or an unsubstituted or substituted ammonium ion and R.sup.1 is carboxyalkyl, alkoxycarbonylalkyl or carbamylalkyl of not more than 10 carbon atoms, herbicides which contain these diphenyl ethers as active ingredients, and methods of controlling undesirable plant growth using these active ingredients.Type: GrantFiled: November 25, 1981Date of Patent: January 17, 1984Assignee: BASF AktiengesellschaftInventors: Adolf Parg, Gerhard Hamprecht, Bruno Wuerzer
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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: 4424166Abstract: In the preparation of a 1,1-dihalogenoalkene of the formula ##STR1## in which R.sup.1 is a hydrogen atom or an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain, andX.sup.1 and X.sup.2 each independently is a halogen atom,wherein a carbonyl compound of the formula ##STR2## is reacted with a trihalogenoacetate of the formula ##STR3## in which X.sup.3 is a halogen atom, andM.sup..sym. is an alkali metal ion or one equivalent of an alkaline earth metal ion,in the presence of an approximately equimolar amount of a phosphorus-containing compound, the improvement which comprises employing as said phosphorus-containing compound a phosphorous acid trialkyl ester or a phosphorous acid triamide and effecting the reaction at a temperature between about 0.Type: GrantFiled: February 23, 1981Date of Patent: January 3, 1984Assignee: Bayer AktiengesellschaftInventors: Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
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Patent number: 4424393Abstract: This invention relates to a process for preparing herbicidally active substituted diphenylethers. Also, this invention provides novel intermediates useful in the production of said diphenylethers.Type: GrantFiled: August 24, 1981Date of Patent: January 3, 1984Assignee: PPG Industries, Inc.Inventors: Frederick F. Guzik, Steven E. Pamer, Sidney B. Richter
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Patent number: 4415743Abstract: Novel oxime ethers and oxime esters of the formula I given herein have various advantageous effects with regard to stimulation of plant growth, particularly in the early stage of development of the plant. Furthermore, such compounds have the property of rendering, in the sense of an antidote action, agricultural chemicals which would otherwise damage the plants (phytotoxic chemicals) more compatible with the cultivated plants. Herbicides that are insufficiently selective can be used for example in the presence of such oxime derivatives in specific cultivated crops for combating weeds, without disadvantageous consequences for the cultivated plants.Type: GrantFiled: September 30, 1982Date of Patent: November 15, 1983Assignee: Ciba-Geigy CorporationInventor: Henry Martin
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Patent number: 4414017Abstract: Compounds of the formula ##STR1## wheren X.sup.1 is halo or trihalomethyl, X.sup.2 is hydrogen or halo, R.sup.1 is nitro or --OR.sup.3, R.sup.2 is hydrogen or --OR.sup.4, R.sup.3 ##STR2## R.sup.4 is ##STR3## and R is hydroxy, alkoxy, alkenoxy, alkynoxy, thiol, alkythio, alkenylthio, amino, mono- or di-substituted amino or OM, wherein M is a monovalent cation; R' and R" are hydrogen, alkyl, alkenyl, alkynyl or phenyl; and Y is oxygen, sulfur, or substituted or unsubstituted nitrogen, have herbicidal activity.Type: GrantFiled: May 27, 1980Date of Patent: November 8, 1983Assignee: Chevron Research CompanyInventor: David C. K. Chan
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Patent number: 4413132Abstract: Novel antibacterially-active compound, 1,2,8,8a-cyclopropa[c]-benzo[1,2-b:-4,3-b']dipyrol-4(5H)-one, prepared by a novel chemical process. This compound, as well as antibacterially-active intermediates, can be used to eradicate or control susceptible bacteria, for example, B. subtilis, K. pneumonia, S. lutea, S. aureus, and M. avium.Type: GrantFiled: February 8, 1982Date of Patent: November 1, 1983Assignee: The Upjohn CompanyInventor: Wendell Wierenga
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Patent number: 4413010Abstract: Carbamic acid compounds of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, X and Y are as hereinafter set forth, processes for their preparation, pesticidal compositions containing one or more of the carbamic acid compounds as the active ingredient and methods for using the pesticidal compositions for the control of pests, particularly insects, mites and nematodes, are described.Type: GrantFiled: September 14, 1981Date of Patent: November 1, 1983Assignee: Hoffmann-La Roche Inc.Inventor: Rene Zurfluh
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Patent number: 4407823Abstract: Phenylacetic acid derivatives of the formula ##STR1## wherein n is an integer of 2 to 5; ##STR2## R.sub.1 is hydrogen, halogen, trifluoromethyl, nitro or amino; R.sub.2 and R.sub.3 each independently is hydrogen or lower alkyl; or together form an ethylene group;X.sub.1 represents two hydrogen atoms or an oxo group; andY.sub.1 is cyano, hydroxyamidocarbonyl, carbamoyl, 5-tetrazolyl or carboxyl;and for derivatives wherein Y is carboxyl, salts thereof with physiologically compatible bases, esters thereof from physiologically acceptable alcohols and amides thereof from physiologically acceptable amines have valuable pharmacological activity, e.g., as antiinflammatory agents.Type: GrantFiled: November 5, 1979Date of Patent: October 4, 1983Assignee: Schering AktiengesellschaftInventors: Gerald Kirsch, Joachim-Friedrich Kapp, Clemens Rufer
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Patent number: 4405805Abstract: Crude phenoxybenzoic acid herbicide, e.g., acifluorfen, having one or more undesirable isomers/by-product impurities associated therewith is separated therefrom employing an inert solvent which is selective for the isomers/other by-products.Type: GrantFiled: July 27, 1981Date of Patent: September 20, 1983Assignee: Rhone-Poulenc, Inc.Inventors: Thomas J. Giacobbe, Grace Tsien
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Patent number: 4401828Abstract: This process relates to the oxidation of phenoxytoluenes to phenoxybenzoic acids utilizing a hydrogen peroxide activated, bromide promoted cobalt catalyst which can be performed at atmospheric pressure and at moderate temperatures. These phenoxybenzoic acids can then be esterified and selectively nitrated to give the corresponding 2-nitro-5-substituted)phenoxybenzoic acid esters. Alternatively the acids can be nitrated and then esterified.Type: GrantFiled: September 10, 1979Date of Patent: August 30, 1983Assignee: Rohm and Haas CompanyInventor: Charles M. Tanger
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Patent number: 4400530Abstract: A process for preparing a diphenyl ether of the formula: ##STR1## wherein: X is hydrogen or halogen;Y is hydrogen, halogen, cyano, trifluoromethyl, or an alkyl radical containing 1 to 4 carbon atoms;Z is oxygen or sulfur;R is a methylidene or monosubstituted methylidene, wherein the substituent is selected from the group consisting of alkyl, oxoalkyl and hydroxyalkyl radicals containing from 1 to 4 carbon atoms; andR.sup.Type: GrantFiled: March 12, 1981Date of Patent: August 23, 1983Assignee: PPG Industries, Inc.Inventor: William S. Grove, deceased
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Patent number: 4399076Abstract: 2-Vinyl- and 2-ethylcyclopropanes having an aryl group and a nitrogen-containing radical substituted at the 1-position on the ring are provided. The novel 1,1-disubstituted 2-vinylcyclopropane and 2-ethylcyclopropane compounds of this invention have utility in herbicidal applications and are useful reactants. The 2-vinylcyclopropane derivatives are useful monomers for anionic and radical polymerizations.Type: GrantFiled: February 22, 1982Date of Patent: August 16, 1983Assignee: National Distillers and Chemical CorporationInventors: Richard G. Fayter, Jr., Allen L. Hall
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Patent number: 4396627Abstract: Compounds having the formula: ##STR1## where R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, Y and X are as defined hereinbelow, are useful for the reduction of abnormally high blood glucose and lipid levels in the treatment of obesity or hyperglycaemia.Type: GrantFiled: March 15, 1982Date of Patent: August 2, 1983Assignee: Beecham Group LimitedInventors: Anthony T. Ainsworth, David G. Smith
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Patent number: 4395570Abstract: A process for preparing a substantially pure, isomer free 5-(2-halo-4-trifluoromethylphenoxy)-2-nitrobenzoic acid or its esters, salts and amides by the basic condensation of a 4-trifluoromethylphenol and a 1-chloro-3-substituted-4-nitrobenzene followed by halogenation. All known previous routes afforded, in addition to the desired product, a number of inactive isomers.Type: GrantFiled: November 16, 1981Date of Patent: July 26, 1983Assignee: Rohm and Haas CompanyInventor: Colin Swithenbank
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Patent number: 4388473Abstract: This invention relates to substituted benzoic acid or phenylacetic acid ester compounds exhibiting meristematic activity and to the use of such compounds in regulating plant growth.Type: GrantFiled: October 29, 1981Date of Patent: June 14, 1983Assignee: PPG Industries, Inc.Inventors: Sidney B. Richter, Barry Van Gemert
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Patent number: 4388472Abstract: A compound of the formula: ##STR1## and salts and esters thereof, useful as intermediates for the preparation of compounds of the formula ##STR2## wherein R.sup.1 is an alkyl group optionally substituted by one or more fluorine atoms or by an optionally substituted phenyl group R.sup.2 is No.sub.2 or Cl and R.sup.6 is a hydrogen atom or an alkyl group of 1 to 4 carbon atoms.Type: GrantFiled: January 13, 1981Date of Patent: June 14, 1983Assignee: Imperial Chemical Industries PLCInventors: David Cartwright, David J. Collins
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Patent number: 4386954Abstract: This invention is directed to diphenyl ethers having in the 3' position a radical of the formula: ##STR1## The products are prepared by reacting a 3'-halocarbonyl compound with an appropriately substituted oxime. These compounds and their agronomically acceptable salts and compositions containing these compounds as active ingredients are selective herbicides.Type: GrantFiled: August 17, 1981Date of Patent: June 7, 1983Assignee: Rohm and Haas CompanyInventors: John W. Ashmore, Ted T. Fujimoto
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Patent number: 4387103Abstract: A method for the treatment of prophylaxis of cardiac disorders in a mammal, comprising administering to such mammal a short-acting .beta.-blocking compound of the formula: ##STR1## wherein R may be lower alkyl, aryl, or aralkyl; n may be an integer from 0 to about 10; x may be an integer from 1 to 3; Ar may be substituted or unsubstituted aromatic; R.sub.1 may be lower alkyl, or aralkyl; and pharmaceutically accepted salts thereof. Novel compounds possessing short-acting .beta.-adrenergic blocking activity are also disclosed.Type: GrantFiled: November 28, 1980Date of Patent: June 7, 1983Assignee: American Hospital Supply CorporationInventors: Paul W. Erhardt, Robert J. Borgman, John P. O'Donnell
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Patent number: 4387058Abstract: Novel phenyl and naphthyl esters of 2-(1-oxo-alkoxy)ethyl carbamic acids are prepared. The compounds are useful as pharmacological and agricultural agents.Type: GrantFiled: October 2, 1981Date of Patent: June 7, 1983Assignee: The Dow Chemical CompanyInventor: Chester E. Pawloski
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Patent number: 4384135Abstract: A method of preparing a diphenyl ether compound of the formula (II) ##STR1## wherein X is F, Cl or Br; Z is hydrogen, halogen, NO.sub.2 of CN; and W is methyl, cyano, CH.sub.3 CO--, or a group --C--OR, wherein R is --OH; --OM wherein M is a cation; OR.sup.1 wherein R.sup.1 is an optionally substituted aliphatic radical; --NR.sup.2 R.sup.3 wherein R.sup.2 and R.sup.3 are each hydrogen or an optionally substituted aliphatic radical; or --NHSO.sub.2 R.sup.4 wherein R.sup.4 is alkyl of 1 to 6 carbon atoms, which comprises reacting a 3-X-substituted-4,5-difluorobenzotrifluoride with a salt of a 3,4-W,Z-substituted phenol. The invention further comprises novel 3-X-4,5-difluorobenzotrifluorides for use in the process.Type: GrantFiled: January 19, 1981Date of Patent: May 17, 1983Assignee: Imperial Chemical Industries LimitedInventors: David Cartwright, Roger Salmon, Alfred G. Williams
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Patent number: 4380661Abstract: 2-[p-(p-substituted phenoxy)phenoxy]propionyl oximes, processes for their preparation, herbicidal compositions containing these oximes and methods of use of the herbicidal compositions are disclosed.Type: GrantFiled: February 23, 1981Date of Patent: April 19, 1983Assignee: Hoffmann-La Roche Inc.Inventor: Milos Suchy
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Patent number: 4377587Abstract: The invention relates to novel microbicides of the general formula I ##STR1## wherein R is hydrogen or methyl, Ar is a phenyl or .alpha.-naphthyl group which is substituted by NH.sub.2 or NO.sub.2 and further radicals, W is a cyano, ester, alkenyl or alkynyl group, and B is alkyl, alkenyl, cyclopropyl, 2-furyl, 2-tetrahydrofuryl, .beta.-(alkoxy)ethyl, triazolylmethyl, methylsulfonylmethyl, alkoxymethyl, alkenyloxymethyl, alkynyloxymethyl, alkylthiomethyl, alkenylthiomethyl, alkynylthiomethyl, --OSO.sub.2 -alkyl, --OSO.sub.2 NH(alkyl) or --N(alkyl).sub.2. The invention also describes plant protection compositions which contain these compounds, a process for the production of the novel compounds and compositions, and a method of controlling phytopathogenic microorganisms which comprises the use thereof.Type: GrantFiled: July 21, 1981Date of Patent: March 22, 1983Assignee: Ciba-Geigy CorporationInventors: Adolf Hubele, Wolfgang Eckhardt, Peter Riebli
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Patent number: 4375000Abstract: A process for the preparation of an aryl mono-, di-, and/or polyurethane comprising the steps of A. reacting a primary aromatic mono-, di-, and/or polyamine with an O-alkyl carbamate in the presence of an alcohol at temperatures greater than 160.degree. C., andB. separating the ammonia and other by-products from the aryl mono-, di-, and/or polyurethane.The reaction is preferably carried out in the presence of urea. The aryl mono-, di-, and/or polyurethanes produced are valuable end and intermediate products. They can be transferred into the corresponding isocyanates which can then be used for the preparation of polyurethanes.Type: GrantFiled: March 31, 1980Date of Patent: February 22, 1983Assignee: BASF AktiengesellschaftInventors: Franz Merger, Friedrich Towae, Wolfgang Harder
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Patent number: 4373105Abstract: New m-anilide-urethanes, processes for their manufacture, herbicides containing these compounds, and processes for controlling unwanted plant growth with these compounds.Type: GrantFiled: March 11, 1981Date of Patent: February 8, 1983Assignee: BASF AktiengesellschaftInventors: Wolfgang Rohr, Ulrich Schirmer, Bruno Wuerzer
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Patent number: 4372972Abstract: This invention relates to N-substituted alkynyl anilines, methods for their preparation and their use as systemic eradicant phytopathogenic fungicides which are useful in controlling Oomycetes.Type: GrantFiled: September 14, 1979Date of Patent: February 8, 1983Assignee: Rohm and Haas CompanyInventor: Hak-Foon Chan
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Patent number: 4372776Abstract: Compounds of the formula ##STR1## wherein R.sup.1 and R.sup.3 each is hydrogen or R.sup.1 and R.sup.3 together form a second carbon-to-nitrogen bond, R.sup.2 is hydrogen or cyano, R.sup.4 is alkyl and Ar is one of certain aromatic moieties.The compounds can be used as abscission agents for the loosening of fruit and/or leaves on plants.Type: GrantFiled: October 16, 1981Date of Patent: February 8, 1983Assignee: Shell Oil CompanyInventors: Janet A. Day, Robert J. G. Searle
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Patent number: 4371547Abstract: 2-Benzylideneglutaraldehydes of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 independently are hydrogen or a substituent selected from the group consisting of halo, lower-alkyl, phenyl, carboxy, lower-alkoxycarbonyl, phenoxycarbonyl, aminocarbonyl, hydroxysulfonyl, nitro, cyano, hydroxy, lower-alkoxy and phenoxy, a method of use thereof as disinfectants, disinfectant compositions comprising them, and 2,6-dialkoxy-3-(.alpha.-alkoxybenzyl)tetrahydropyrans of the formula ##STR2## where R.sup.1, R.sup.2 and R.sup.3 are as defined above and R.sup.4 and R.sup.5 independently are alkyl of one to four carbon atoms, which are intermediates for their preparation are disclosed.Type: GrantFiled: August 21, 1981Date of Patent: February 1, 1983Assignee: Sterling Drug Inc.Inventors: Wolfgang Munzenmaier, Heinz Eggensperger, Helmut H. Ehlers, Wolfgang Beilfuss, Lothar Bucklers, Hans-Peter Harke
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Patent number: 4368135Abstract: Anisotropic compounds with negative or positive DCA and .DELTA.n.ltoreq.0.2 have the formula (1) ##STR1## in which R.sup.1 and R.sup.2 l are independently hydrogen, alkyl, alkoxy having 1 to 12 carbon atoms respectively, or one of R.sup.1 and R.sup.2 can represent cyclical fragment of formulae (1a) or (1b); ##STR2## the bridges Z.sup.1, Z.sup.2 and Z.sup.3 are identical or different and means covalent bonds or carboxyl or oxycarbonyl groups; R.sup.3 is hydrogen, alkyl or alkoxy group having 1 to 12 carbon atoms, respectively; X.sup.1 and X.sup.4 are independently hydrogen, halogen, nitrile or nitro, wherein at least one of X.sup.1 and X.sup.4 is not hydrogen when R.sup.2 represents a cyclical fragment of formula (1a) or (1b) and Z.sup.2 is a carboxyl group or Z.sup.3 is an oxycarbonyl group, respectively. Liquid crystal compositions are also disclosed.Type: GrantFiled: June 30, 1980Date of Patent: January 11, 1983Assignee: BBC, Brown, Boveri & Company, Ltd.Inventor: Maged A. Osman
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Patent number: 4365991Abstract: Propionic acid oximes of the general formula ##STR1## wherein R.sub.1 is hydrogen, alkyl of from 1 to 6 carbon atoms or cycloalkyl of from 3 to 6 carbon atoms, R.sub.2 is hydrogen, alkyl of from 1 to 6 carbon atoms, alkenyl of from 2 to 6 carbon atoms or alkynyl of from 2 to 6 carbon atoms, or R.sub.1 and R.sub.2 together with the carbon atom to which they are attached form a cyclopentane or cyclohexane ring which can be mono-, di- or trisubstituted with alkyl of from 1 to 3 carbon atoms, R.sub.3 is hydrogen, halogen or nitro with the proviso that R.sub.1 and R.sub.2 are not simultaneously hydrogen, processes for their manufacture, herbicidal compositions containing these compounds as the active ingredient and methods of use of the herbicidal compositions are disclosed.Type: GrantFiled: March 6, 1981Date of Patent: December 28, 1982Assignee: Hoffmann-La Roche Inc.Inventor: Wijitha de Silva
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Patent number: 4364875Abstract: The method of preparing a compound of the formula ##STR1## wherein R.sub.1 is hydrogen, halogen, alkyl of 1 to 8 carbon atoms, trifluoromethyl or acetyl;n is 1 when R.sub.1 has all the defined meanings, or 2 or 3 when R.sub.1 is halogen or alkyl;R.sub.2 is hydrogen; alkyl of 1 to 16 carbon atoms; alkenyl of 2 to 16 carbon atoms; alkinyl of 2 to 16 carbon atoms; monosubstituted alkyl of 2 to 6 carbon atoms, where the substituent is hydroxyl, alkoxy of 1 to 4 carbon atoms, phenoxy, halo-phenoxy, (alkyl of 1 to 4 carbon atoms) phenoxy, (alkoxy of 1 to 4 carbon atoms)phenoxy, nitro-phenoxy, cyano-phenoxy, amino or (alkyl of 1 to 4 carbon atoms)thio; benzyl; halo-benzyl; --NR.sub.3 R.sub.4 ; --CHR.sub.3 --COOR.sub.4 ; or --CHR.sub.3 --CONR.sub.4 R.sub.5, whereR.sub.3, R.sub.4 and R.sub.5 are each hydrogen or alkyl of 1 to 8 carbon atoms; andX.sub.1 and X.sub.2 are each hydrogen or halogen,which comprises reacting a compound of the formula ##STR2## wherein n, R.sub.1, X.sub.1 and X.sub.Type: GrantFiled: July 7, 1981Date of Patent: December 21, 1982Assignee: Celamerck GmbH & Co. KGInventors: Richard Sehring, Wolfgang Buck
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Patent number: 4360690Abstract: 1-Aryl-cyclopropane-1-carboxylic acid esters of the formula ##STR1## in which R.sup.1 represents a hydrogen atom, a cyano radical or an alkyl, alkenyl or alkinyl radical within each case up to 7 carbon atoms, andR.sup.2 represents a phenyl radical which is substituted by halogen and/or optionally halogen-substituted phenoxy, with the proviso that the radical R.sup.2 in total contains at least one fluorine substituent,R.sup.3 and R.sup.4, which can be identical or different, represents a fluorine, chlorine or bromine atom or a methyl radical,R.sup.5 represents a hydrogen or halogen atom or a methyl or methoxy radical, andR.sup.6 represents a hydrogen or halogen atom, a cyano nitro or amino radical or an optionally halogen-substituted radical selected from C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy and C.sub.1 to C.sub.4 alkylthio,or whereinthe two radicals R.sup.5 and R.sup.6 together represent an optionally halogen-substituted C.sub.1 or C.sub.Type: GrantFiled: June 12, 1981Date of Patent: November 23, 1982Assignee: Bayer AktiengesellschaftInventors: Rainer Fuchs, Klaus Naumann, Ingeborg Hammann, Bernhard Homeyer, Wolfgang Behrenz, Wilhelm Stendel
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Patent number: 4358606Abstract: Novel esters of phenylalkyloxy- or phenylalkylthioacylamino acids and pyridylalkyloxy- or pyridylalkylthioacylamino acids, synthesis thereof, intermediates therefor, and the use of said esters for the control of weeds.Type: GrantFiled: June 19, 1981Date of Patent: November 9, 1982Assignee: Zoecon CorporationInventors: Shy-Fuh Lee, Clive A. Henrick
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Patent number: 4358308Abstract: The 4-perfluoroacetyl-, 4-perfluoromethylthio-, 4-perfluoromethylsulfinyl-, and 4-perfluoromethylsulfonyl-4'-nitrodiphenyl ethers comprise a class of compounds that are highly effective herbicides.Type: GrantFiled: October 19, 1981Date of Patent: November 9, 1982Assignee: Rohm and Haas CompanyInventor: Colin Swithenbank
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Patent number: 4350824Abstract: A process for the preparation of a 1,1-dichloroalkene of the formula ##STR1## in which R.sup.1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain,comprising reacting a carbonyl compound of the formula ##STR2## with a trichloromethanephosphonic acid ester of the formula ##STR3## in which R.sup.3 each individually is an alkyl or phenyl radical, or the two radicals R.sup.3 together are alkanediyl,in the presence of at least an equimolar amount of a phosphorous acid triamide of the formulaP(NR.sup.4.sub.2).sub.3in whichR.sup.4 each independently is an alkyl radical, or the two radicals R.sup.4 together are alkanediyl.Advantageously,R.sup.1 is hydrogen,R.sup.2 a C.sub.2 to C.sub.Type: GrantFiled: February 23, 1981Date of Patent: September 21, 1982Assignee: Bayer AktiengesellschaftInventors: Hans-Jochem Riebel, Fritz Maurer, Uwe Priesnitz
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Patent number: 4350522Abstract: Compounds of the formula ##STR1## wherein X is a hydrogen atom, a halogen atom, a trihalomethyl group, an alkyl group, or a cyano group,Y is a hydrogen atom, a halogen atom, or a trihalomethyl group, andZ is a hydroxy group, an alkoxy group, an alkyl group, a halogen atom, an amino group, an alkylthio group, a cyano group, a carboxy group, a carbalkoxy group, a carboxyalkyl group, a carbalkoxyalkyl group, an alkanoyloxy group, or a carbamoyloxy group,and compositions containing these compounds exhibit herbicidal activity.Type: GrantFiled: September 1, 1978Date of Patent: September 21, 1982Assignee: Rohm and Haas CompanyInventors: Horst O. Bayer, Colin Swithenbank
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Patent number: 4348409Abstract: Compounds of the general formula I ##STR1## wherein R.sup.1 is hydrogen or a methoxy, ethoxy, propoxy, butoxy, tetrafluoroethoxy, methylthio, ethylthio, propylthio, fluoro, chloro, bromo, methyl, ethyl, or nitro group, and R.sup.2 is hydrogen or a methyl group, or R.sup.1 and R.sup.2 together form a methylenedioxy group; R.sup.3 is hydrogen, or a lower alkyl group, or one of the following groups (a) to (f):(a) 3-phenoxybenzyl(b) 2-benzyl-4-furylmethyl(c) .alpha.-cyano-3-phenoxybenzyl(d) 3,4-methylenedioxybenzyl(e) .alpha.-ethynyl-3-phenoxybenzyl(f) .alpha.-cyano-3-(4'-chlorophenoxy)-benzyland Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, Y.sup.5 and Y.sup.6 are the same or different groups and each is hydrogen or a fluoro, bromo or chloro group, with the proviso that when R.sup.1 is hydrogen, fluoro, chloro, bromo or methyl and R.sup.2 is hydrogen, then one of Y.sup.1 to Y.sup.6 is other than hydrogen.The compounds in which R.sup.3 is one of groups (a) to (f) are insecticides.Type: GrantFiled: June 20, 1979Date of Patent: September 7, 1982Assignee: Commonwealth Scientific and Industrial Research OrganizationInventors: George Holan, David F. O'Keefe
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Patent number: 4348534Abstract: 2-Aryloxy-2-halopropionic acid compounds are prepared by reacting 2-aryloxypropionic acid compounds with N-halocarboxylic acid imides in the presence of aliphatic halohydrocarbons as solvents, and of from 0.0001 to 0.001 mole of halogen per mole of N-halocarboxylic acid imide, from 0.005 to 0.05 per cent by weight of water, based on N-halocarboxylic acid imide, and from 0.0005 to 0.005 mole of azo-bis-isobutyronitrile and/or dibenzoyl peroxide, per mole of N-halocarboxylic acid imide.The end products obtainable by the process of the invention are valuable starting materials for the preparation of drugs, crop protection agents and dyes.Type: GrantFiled: June 17, 1981Date of Patent: September 7, 1982Assignee: BASF AktiengesellschaftInventors: Gerd Husslein, Gerhard Hamprecht
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Patent number: 4344963Abstract: 2-Phenyl-alk-1-enyl-cyclopropane-carboxylic acid esters of the formula ##STR1## in which R each independently ishydrogen, halogen, cyano, nitro and, in each case optionally halogen-substituted, alkyl, alkoxy, alkylenedioxy or alkylthio,R.sup.1 is optionally halogen-substituted alkyk, andR.sup.2 is a radical customary in the alcohol part of pyrethroidswhich exhibit insecticidal and acaricidal activity. They are made from the corresponding alkyl esters which are new and made by novel processes.Type: GrantFiled: April 25, 1980Date of Patent: August 17, 1982Assignee: Bayer AktiengesellschaftInventors: Rainer Fuchs, Ingeborg Hammann, Bernhard Homeyer, Wilhelm Stendel
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Patent number: 4344789Abstract: Compounds, such as 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitroacetophenone oxime-O-(acetic acid, methyl ester) and 5-(2-chloro-4-trifluoromethylphenoxy)-2-chloroacetophenone oxime-O-(acetic acid, methyl ester), are useful for postemergence and preemergence control of weeds, and are represented by Formula I of the application.Type: GrantFiled: April 15, 1980Date of Patent: August 17, 1982Assignee: PPG Industries, Inc.Inventor: Dennis K. Krass
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Patent number: 4341899Abstract: This invention provides a selective dechlorination process that comprises contacting a vaporized mixture of methyl 2,5-dichlorobenzoate and hydrogen, in a molar ratio respectively of 1:3-4, optionally together with between about 1% and about 10% of methanol by weight of methyl 2,5-dichlorobenzoate with a nickel catalyst at a temperature between about 200.degree. C. and about 300.degree. C. and for a residence time of between about 2.0 seconds and about 5.0 seconds.Type: GrantFiled: February 4, 1980Date of Patent: July 27, 1982Assignee: Rhone-Poulenc AgrochimieInventors: Ross A. Kremer, Leopoldo C. Mansueto, Jr.
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Patent number: 4340747Abstract: Esters of 1,2-diphenyl-cyclohex-1-ene-4-carboxylic-acid are effective plant growth regulating agents. They are useful for controlling wild oats in cereal cultures and for growth inhibition in different cultures, e.g. for the inhibition of suckers in tobacco plants.Type: GrantFiled: May 19, 1980Date of Patent: July 20, 1982Assignee: Ciba-Geigy CorporationInventors: Verena Laanio, Werner Fory, Rolf Schurter
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Patent number: 4339268Abstract: There is provided herbicidal nitroalkyl 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoates. These compounds are particularly useful when applied in a post-emergence application to soybean fields containing broadleaf weeds.Type: GrantFiled: June 8, 1981Date of Patent: July 13, 1982Assignee: Rhone-Poulenc AgrochimieInventor: Robert J. Theissen
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Patent number: 4338333Abstract: The compounds of formula (II): ##STR1## in which R.sub.1 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl, hydroxymethyl, methyl, methoxyl, amino, formamido, acetamido, methylsulphonylamido, nitro, benzyloxy, methylsulphonylmethyl, ureido, trifluoromethyl or p-methoxybenzylamino group; R.sub.2 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl group; R.sub.3 is a hydrogen, chlorine or bromine atom or a hydroxyl group, R.sub.4 is a hydrogen atom or a methyl group; R.sub.5 is a hydrogen atom or a methyl group; R.sub.6 is a hydrogen, fluorine or chlorine atom or a methyl, methoxyl or hydroxy group; X is an oxygen atom or a bond; Y is an alkylene group of up to 6 carbon atoms or a bond; and Z is an alkylene, alkenylene or alkynylene group of up to 10 carbon atoms, have been found to possess anti-obesity and/or anti-hyperglycaemic activity.Type: GrantFiled: June 9, 1980Date of Patent: July 6, 1982Assignee: Beecham Group LimitedInventors: Anthony T. Ainsworth, David G. Smith
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Patent number: 4338316Abstract: The disclosure relates to 9.beta.-aryloxy prostane derivatives, for example 16-(3-chlorophenoxy)-11.alpha.,15.alpha.-dihydroxy-16-methyl-9.beta.-pheno xy-18,19,20-trinor-5-cis,13-trans-prostadienoic acid, which possess high activity as abortifacients, cervical softeners, inducers of parturition or inhibitors of gastric acid production in mammals. These properties are typical of prostaglandin analogues of the E series, but chemically the new 9.beta.-aryloxy prostane derivatives are prostaglandin F series analogues and are therefore more stable than the E series analogues previously used for the above purposes. The new derivatives are manufactured by known analogy processes, and are formulated in conventional manner.Type: GrantFiled: September 26, 1979Date of Patent: July 6, 1982Assignee: Imperial Chemical Industries LimitedInventor: Peter R. Marsham
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Patent number: 4337270Abstract: Novel anthranilic acid derivatives of the general formula: ##STR1## wherein X is a halogen atom, an alkoxyl group having 1-3 carbon atoms, an alkyl group having 1-3 carbon atoms or a nitro group, n is an integer of 1-2, Y is an alkoxyl group having 1-3 carbon atoms, m is an integer of 2-3, Z is --COCH.dbd.CH-- or --CO--, R.sub.1 is a hydrogen atom or an alkyl group having 1-4 carbon atoms, and pharmaceutically acceptable salts thereof, which derivatives and salts possess a strong antiallergic action and are thus useful as therapeutically active agents for diseases caused by allergies, such as asthma, hay fever, urticaria and atopic dermatitis; an antiallergic composition comprising the same; and a method of alleviating diseases caused by allergies using the same.Type: GrantFiled: May 21, 1980Date of Patent: June 29, 1982Assignee: Hisamitsu Pharmaceutical Co., Inc.Inventors: Kanji Noda, Akira Nakagawa, Toshiharu Motomura, Masayoshi Tsuji, Hidetoshi Amano, Hiroyuki Ide
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Patent number: 4335054Abstract: Compounds of the formula I ##STR1## in which p, m, Z, R, R' and Y are as defined in claim 1, can be obtained in a simple and economical manner by a novel process which comprises reacting a halide of the formula ##STR2## with the corresponding acrylic acid derivative, in the presence of a base and of certain palladium catalysts, such as palladium acetate. The compounds (I), and functional derivatives prepared therefrom, are useful for the preparation of photocrosslinkable polymers, which can in particular be employed as (so-called) photoresists.Type: GrantFiled: May 8, 1981Date of Patent: June 15, 1982Assignee: Ciba-Geigy CorporationInventors: Hans-Ulrich Blaser, Dieter Reinehr, Alwyn Spencer