Cyclic Alcohol Moiety Patents (Class 560/228)
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Patent number: 4788218Abstract: Novel compounds having the general formula: ##STR1## wherein: R.sup.1 is hydrogen or an acyl substituent of the formula:--(C.dbd.O)--R.sup.2wherein:R.sup.2 is an alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkylene, haloalkyl, aryl, haloaryl or arylalkylene are described. These compounds have both gonadotropic and antigonadotropic properties depending upon the dosage level, and are therefore useful in therapy in the control of male fertility in mammals, particularly in human beings. These compounds combine gonadotropic, antigonadotropic and androgenic properties in the same compound. Their use with LHRH antagonists on male fertility control is also disclosed.Type: GrantFiled: April 28, 1986Date of Patent: November 29, 1988Assignee: SRI InternationalInventors: Masato Tanabe, David F. Crowe, George Detre, Peters, Richard H., Mitchell A.g34 Avery
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Patent number: 4727151Abstract: Labile quaternary ammonium salts of the following formula (I) and (II) are provided: ##STR1## wherein N represents a tertiary aliphatic amine; wherein N represents an unsaturated amine; wherein R represents a member selected from the group consisting of a hydrogen atom, a C.sub.1 -C.sub.8 open chain or cyclo alkyl group, a C.sub.1 -C.sub.8 alkoxyalkyl group, a C.sub.1 -C.sub.8 acyloxyalkyl group, a C.sub.1 -C.sub.8 haloalkyl group, a C.sub.1 -C.sub.8 carboxyalkyl group, a C.sub.2 -C.sub.8 alkenylphenyl group, an aryl group, and a substituted aryl group, whose substituents are selected from the group consisting of a halogen atom, an O-lower alkyl (C.sub.1 -C.sub.4) group, an O-acyl group, a nitro group, a carboxyl group, and a carboethoxy group; wherein R.sub.1 which may be the same or different, represents any member defined by R above with the proviso that R.sub.Type: GrantFiled: November 22, 1978Date of Patent: February 23, 1988Assignee: INTERx Research CorporationInventor: Nicolae S. Bodor
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Patent number: 4701551Abstract: A process for preparing trifluoroacetic or trichloroacetic acid esters, wherein trifluoroacetic or trichloroacetic acid is brought together with a non-perfluorinated alcohol in liquid hydrofluoric acid and wherein the ester obtained is separated by decantation. The trifluoroacetic or trichloroacetic acid esters are used as synthesis intermediates in the pharmaceutical or the plant-protection industry.Type: GrantFiled: July 21, 1986Date of Patent: October 20, 1987Assignee: Rhone-Poulenc Specialites ChimiquesInventors: Michel DesBois, Louis Amiet
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Patent number: 4661149Abstract: The invention relates to certain substituted phenoxypropionaldehyde derivatives, formulations of said derivatives and the use thereof for preemergence or postemergence control of noxious plants, i.e., weeds.Type: GrantFiled: November 12, 1985Date of Patent: April 28, 1987Assignee: PPG Industries, Inc.Inventor: Muppala S. Raju
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Patent number: 4617140Abstract: Bicyclohexyl derivatives of formula IR.sup.1 --Cy--Cy--X--Y IwhereinX is --CO--O-- or --O--CO--,Y is alkyl or perfluoroalkyl in each case of 1-8 C atoms, --Cy--Cy--R.sup.2, --Cy--Ph--R.sup.2, --Ph--Cy--R.sup.2, --Ph--Ph--R.sup.2 or --Ph--Dio--R.sup.2,Cy is 1,4-cyclohexylene,Ph is 1,4-phenylene,Dio is 1,3-dioxane-2,5-diyl andR.sup.1 and R.sup.2 are each alkyl or alkoxy in each case of 1-8 C atoms,can be used as components of liquid crystal dielectrics.Type: GrantFiled: July 29, 1985Date of Patent: October 14, 1986Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Rudolf Eidenschink, Joachim Krause
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Patent number: 4596828Abstract: [(2-Hydroxy-5-alkoxyphenyl)methylthio]phenylmethanol and derivatives thereof were prepared from an appropriate 2-hydroxy-5-alkoxybenzaldehyde with a hydroxymethylthiophenol. These compounds were found to be potent anti-inflammatory agents.Type: GrantFiled: March 28, 1985Date of Patent: June 24, 1986Assignee: Merck & Co., Inc.Inventors: Milton L. Hammond, Robert A. Zambias
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Patent number: 4584396Abstract: Novel substituted phenoxypropionate of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently are a hydrogen atom or a C.sub.1 to C.sub.6 alkyl group,X is a hydrogen or halogen atom or a nitro, C.sub.1 to C.sub.6 alkyl or C.sub.1 to C.sub.6 alkoxy group,a and n each independently are 1 or 2, andAr is a group of the formula ##STR2## wherein Y is a trifluoromethyl group, a halogen atom or a nitro, cyano or C.sub.1 to C.sub.6 alkyl group, andb is 1, 2 or 3,and their use as herbicides. Novel intermediates are taught, of the formula ##STR3## in which Z.sup.1 is halogen or a 4-hydroxyphenoxy group.Type: GrantFiled: December 12, 1983Date of Patent: April 22, 1986Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Kozo Shiokawa, Koichi Moriya
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Patent number: 4552896Abstract: The title compound, 1-(3-phenoxy-propyl-2,3-dibromopropionate, ##STR1## is an insect repellent.Type: GrantFiled: June 6, 1984Date of Patent: November 12, 1985Assignee: Stauffer Chemical Co.Inventor: Nathan S. Bunker
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Patent number: 4539130Abstract: This invention relates to peroxygen bleaching activator compounds and bleaching compositions. The peroxygen bleach activator compounds, used in combination with peroxygen bleach compounds which yield hydrogen peroxide in an aqueous solution, provide effective and efficient bleaching of textiles over a wide range of temperatures. In a highly preferred embodiment the bleaching compositions of the invention are detergent compositions.Type: GrantFiled: October 30, 1984Date of Patent: September 3, 1985Assignee: The Procter & Gamble CompanyInventors: James E. Thompson, Charles D. Broaddus
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Patent number: 4539424Abstract: Linear esters, e.g., alkyl adipates, are facilely prepared by reacting an alcohol and carbon monoxide with a monoolefin, in the presence of cobalt, optionally hydrogen, and a tertiary nitrogen base, and in a reaction solvent which comprises a 5- or 6-membered monoheterocycle containing from 1 to 3 identical or different, non-adjacent oxygen and divalent sulfur heteroatoms, with the proviso that such heterocycle can also contain from one to two carbon-carbon double bonds, and, if a 5-membered heterocycle, can also contain a nitrogen heteroatom separated from an oxygen or sulfur heteroatom by at least one ring carbon atom and linked to one of the adjacent carbon atoms by a double bond.Type: GrantFiled: October 19, 1983Date of Patent: September 3, 1985Assignee: Rhone-Poulenc Chimie de BaseInventor: Jean Jenck
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Patent number: 4521614Abstract: Esters, e.g., alkyl adipates, are facilely prepared by carbonylation among an alcohol, carbon monoxide and a monoolefin, e.g., an alkyl pentenoate, in the presence of a catalytically effective amount of cobalt and a tertiary nitrogen base, and optionally hydrogen, said reaction being carried out in an aromatic hydrocarbon reaction medium bearing from 1 to 3 nuclear substituents, and said substituents comprising cyano or a radical of the formula R--Y-- having up to 20 carbon atoms, wherein Y is a direct valence bond, an oxygen atom, a sulfur atom, a carbonyl group or a carbonyloxy group (--CO--O--), with R being bonded to the oxygen of the group --CO--O--, and R is alkyl, aralkyl or or aryl, or a cyano substituted such R--Y-- radical, or a radical R--Y-- which includes one of the divalent bridges --O--, --CO-- or --CO--O-- along its skeletal carbon chain, with the proviso that at least one of said substituents is either cyano or a radical R--Y-- wherein Y is other than a direct valence bond.Type: GrantFiled: May 3, 1983Date of Patent: June 4, 1985Assignee: Rhone-Poulenc Chimie De BaseInventor: Jean Jenck
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Patent number: 4486327Abstract: The invention relates to bodies containing bleach activators. The bodies comprise specific peroxygen bleach activators and select binder or enrobing materials. When formulated in such bodies the peroxygen bleach activators have excellent storage stability and maintain excellent dispersibility in wash water.Type: GrantFiled: December 22, 1983Date of Patent: December 4, 1984Assignee: The Procter & Gamble CompanyInventors: Alan P. Murphy, Ali Kassamali, John D. Curry
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Patent number: 4483778Abstract: This invention relates to peroxygen bleaching activator compounds and bleaching compositions. The peroxygen bleach activator compounds, used in combination with peroxygen bleach compounds which yield hydrogen peroxide in an aqueous solution, provide effective and efficient bleaching of textiles over a wide range of temperatures. In a highly preferred embodiment the bleaching compositions of the invention are detergent compositions.Type: GrantFiled: December 22, 1983Date of Patent: November 20, 1984Assignee: The Procter & Gamble CompanyInventors: James E. Thompson, Charles D. Broaddus
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Patent number: 4479966Abstract: Prostaglandin I.sub.2 analogues of the formula: ##STR1## [wherein the symbol between the carbon atoms in positions 5 and 6 represents a single or double bond, Y represents ethylene or trans-vinylene, R.sup.1 represents hydrogen, alkyl of 1 to 12 carbon atoms, aralkyl of 7 to 12 carbon atoms, cycloalkyl of 4 to 7 carbon atoms optionally substituted by alkyl of 1 to 4 carbon atoms, phenyl optionally substituted by chlorine, trifluoromethyl, alkyl of 1 to 4 carbon atoms or phenyl, a --C.sub.m H.sub.2m COOR.sup.7 group (wherein m represents an integer of from 1 to 12 and R.sup.7 represents alkyl of 1 to 4 carbon atoms), a --C.sub.n H.sub.2n OR.sup.8 group (wherein n represents an integer of from 2 to 12 and R.sup.8 represents hydrogen or alkyl of 1 to 4 carbon atoms) or a ##STR2## group (wherein R.sup.9 and R.sup.10 each represent alkyl of 1 to 4 carbon atoms and n is as hereinbefore defined), R.sup.2 represents hydrogen or a hydroxy-protecting group, R.sup.Type: GrantFiled: January 21, 1980Date of Patent: October 30, 1984Assignee: Ono Pharmaceutical Company, Ltd.Inventors: Masaki Hayashi, Yoshitaka Konishi, Yoshinobu Arai
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Patent number: 4460603Abstract: N-[1-(2'-substituted-alkyl)-amidomethyl and carboalkoxymethyl]-substituted-N-acylanilines have fungicidal activity.Type: GrantFiled: July 6, 1981Date of Patent: July 17, 1984Assignee: Chevron Research CompanyInventor: David C. K. Chan
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Patent number: 4454343Abstract: Novel syntheses of dihalovinylcyclopropanecarboxylates, including potent insecticides, are described. The processes begin with the reaction between an alkenol and an orthoester to produce a .gamma.-unsaturated carboxylate, followed by the catalyzed addition of a carbon tetrahalide to the double bond and dehydrohalogenation to produce a cyclopropane derivative.Type: GrantFiled: December 3, 1982Date of Patent: June 12, 1984Assignee: FMC CorporationInventors: Kiyoshi Kondo, Kiyohide Matsui
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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: 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: 4377707Abstract: Halogenated dicyclopentyl ethers or thioethers of alkylene glycol mono(meth) acrylate or mono (meth) propionates are prepared. The dihalo compounds having (meth) acrylic functionality are useful to prepare thermosetting or thermoplastic resins with built in fire retardency. The tetrahalo compounds are useful fire retardant additives in the manufacture of polymeric foams.Type: GrantFiled: December 17, 1981Date of Patent: March 22, 1983Assignee: The Dow Chemical CompanyInventors: Clinton J. Boriack, Hans R. Friedli
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Patent number: 4370497Abstract: The present invention relates to the use of telluroxides as mild and selective oxidizing agents serving to oxidize certain functions, notably >C.dbd.S groups, in the presence of other relatively easily oxidized functions which remain unaffected; telluroxides of interest as oxidizing agents include, for example, compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, each represent an optionally substituted aryl or heterocyclic group; or R and R.sup.1 together with the tellurium atom therebetween represent a heterocyclic ring, which may contain one or more further heteroatoms, and which may carry substituents and/or fused aromatic rings.Type: GrantFiled: August 7, 1980Date of Patent: January 25, 1983Inventors: Derek H. R. Barton, Steven V. Ley, Clive A. Meerholz
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Patent number: 4361438Abstract: Compounds having the formula ##STR1## in which X and Y are halogen; R is cyano, halogen, thio-C.sub.1 -C.sub.4 alkyl, phenyl, pyridyl, hydroxy, or OR.sub.1 ; R.sub.1 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 mono- or di-alkylcarbamyl, C.sub.2 -C.sub.6 alkoxyalkyl, phenylcarbamyl, C.sub.1 -C.sub.6 alkanoyl or C.sub.1 -C.sub.6 haloalkanoyl; and n is: (a) 1 or 2 if R is thioalkyl, cyano or phenyl; and (b) 2 if R is otherwise as defined, are herbicides.Type: GrantFiled: January 21, 1981Date of Patent: November 30, 1982Assignee: Stauffer Chemical CompanyInventor: Raymond A. Felix
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Patent number: 4360375Abstract: A herbicidal composition which comprises a phenoxyphenoxy unsaturated derivative having the formula: ##STR1## wherein X represents a halogen atom or CF.sub.3 ; Y represents a hydrogen atom or a halogen atom; and Z represents --COOR, --COR", --COOH, --CH.sub.2 OH, or --CH.sub.2 OR"'.Type: GrantFiled: December 23, 1980Date of Patent: November 23, 1982Assignee: Kumiai Chemical Industry Co., Ltd.Inventors: Kazuo Jikihara, Shigekazu Itoh, Shuichi Takayama, Koichi Sato, Ichiro Kimura, Isao Chiyomaru
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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: 4335246Abstract: Substituted arylamine dye intermediates and their preparation are disclosed.Type: GrantFiled: September 24, 1979Date of Patent: June 15, 1982Assignee: Aziende Colori Nazionali Affini ACNA S.p.A.Inventors: Francesco De Feo, Giovanni Burei, Roberto Cipolli
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Patent number: 4332959Abstract: The process is for the manufacture of phenoxylactic acids and their derivatives of the general formula: ##STR1## (in which R.sub.1 and R.sub.2, identical or different, can represent hydrogen atoms, methyl residues, methoxy groups or halogens; Y represents an OH or O--CO--R.sub.3 group with R.sub.3 representing either an aliphatic residue possibly substituted by a halogen, or an aromatic residue possibly substituted on the nucleus by one or several methyl, methoxy, halogen groups or lastly a heterocyclic group; Z represents OH group or an ##STR2## with R.sub.4 representing an alkyl or aryl radical and R.sub.5 hydrogen or an alkyl radical, NR.sub.4 R.sub.5 possibly also representing the morpholinyl radical). A cyanhydrin is subjected to a Ritter reaction (reaction with tert. butanol or isobutene in the presence of an acid).Type: GrantFiled: August 17, 1979Date of Patent: June 1, 1982Assignee: Sucreries du Soissonnais et Compagnie SucriereInventors: Jesus Anatol, Yves Clenet, Georges Bourdiau
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Patent number: 4310465Abstract: A synthesis of Vitamin E has the condensation of 2,4-pentanediene and 1,2-epoxy-2,6,10,14-tetramethylpentadecane including intermediates in this synthesis which uses base catalyzed condensations of aliphatic compounds to construct the Vitamin E molecule from aliphatic precursors.Type: GrantFiled: December 17, 1979Date of Patent: January 12, 1982Assignee: Hoffmann-La Roche Inc.Inventors: Gary L. Olson, Gabriel Saucy
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Patent number: 4310464Abstract: 4-.beta., .beta.-dichlorovinyl (or dibromovinyl)-3,3-dimethylbutyrolactones are prepared from 1,1-dichloro (or dibromo)-4-methylpenta-1,3-diene by reacting with an acid of formula CH.sub.2 R.CO.sub.2 H in presence of a salt of a metal in one of its higher valency states, especially manganese (III), cerium (IV), or vanadium (V). Higher yields are obtained in the presence of the anhydride of the acid and of the sodium or potassium salt of the acid. Treatment of the lactones with an inorganic acid halide opens the lactone ring with formation of the corresponding 4-haloacid halide, which with alcohols affords the corresponding 4-haloacid ester, cyclised by bases to a 3-.beta.,.beta.-dichloro (or dibromo)vinyl-2,2-dimethylcyclopropanecarboxylic ester, intermediate for insecticides such as the m-phenoxybenzyl ester.Type: GrantFiled: July 6, 1976Date of Patent: January 12, 1982Assignee: Imperial Chemical Industries LimitedInventors: Winston Costain, Bernard W. H. Terry, Nazim Punja, Peter J. V. Cleare
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Patent number: 4289711Abstract: A novel process is described for the preparation of compounds of formula ##STR1## wherein R.sup.2 and R.sup.3 are each chloro or bromo; X is carboxyl, nitrile, optionally substituted carbonamide, carbonyl halide or an ester group. Those compounds wherein X is an appropriate ester group --COOB where B is an aryl group such as m-phenoxybenzyl are known insecticides; compounds where X is other than --COOB may be suitably converted thereto.The novel process consists of a series of steps from the corresponding acetyl compound of formula ##STR2## which comprises halogenation, reduction, esterification and finally elimination reactions.Type: GrantFiled: September 3, 1976Date of Patent: September 15, 1981Assignee: Burroughs Wellcome Co.Inventor: Grahame R. Lee
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Patent number: 4288385Abstract: The present invention relates to certain novel substituted 2,6-dinitroaniline compounds. It further relates to certain preemergence herbicidal methods employing said novel dinitroanilines for the selective control of certain grasses and broadleaved weeds in the presence of graminaceous crops, especially rice. This invention also relates to the postemergence control of crabgrass and certain broadleaved weeds in the presence of established turf grasses.Type: GrantFiled: July 25, 1979Date of Patent: September 8, 1981Assignee: American Cyanamid Co.Inventors: Albert W. Lutz, Robert E. Diehl
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Patent number: 4237312Abstract: In the oxidation of acyclic conjugated dienes, recovery and recycle of the oxidation catalyst is accomplished by distilling off the oxidation solvent, extraction of the oxidation product with a suitable solvent, and removal of the extraction solvent residue from the catalyst, and recycle of the catalyst to the oxidation step.Type: GrantFiled: April 2, 1979Date of Patent: December 2, 1980Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4237311Abstract: A compound of the general formula ##STR1## and pharmaceutically acceptable salts thereof, in which formula the groups R.sup.o are the same or different and are selected from the group consisting of hydrogen, halogen, alkyl having 1, 2 or 3 carbon atoms, and alkoxy having 1, 2 or 3 carbon atoms; R.sup.1 is hydrogen, methyl or ethyl; R.sup.2 is methyl or ethyl; R.sup.3 and R.sup.4 are the same or different and are hydrogen or an alkyl group having 1, 2 or 3 carbon atoms; and n is 0, 1 or 2. Pharmaceutical preparations containing these compounds are useful for treatment of depressive disorders.Type: GrantFiled: August 10, 1978Date of Patent: December 2, 1980Assignee: Astra Lakemedel AktiebolagInventors: Ulf M. A. Lindberg, Svante B. Ross, Seth-Olov Thorberg, Sven O. / gren
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Patent number: 4221916Abstract: Saturated vicinal esters produced by reacting olefins with carboxylic acid and anhydrides thereof in the presence of oxygen and a vanadium- or ruthenium-containing catalyst.Type: GrantFiled: August 25, 1978Date of Patent: September 9, 1980Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4221917Abstract: Monoolefins and diolefins are converted to corresponding esters in a process by contacting together at least one monoolefin, diolefin or mixture thereof, oxygen, at least one iodosoaryl dicarboxylate and at least one carboxylic acid, carboxylic acid anhydride or mixture thereof.Type: GrantFiled: March 3, 1978Date of Patent: September 9, 1980Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4220800Abstract: Saturated vicinal esters are produced by reacting olefins with carboxylic acids and oxygen in the presence of a boron-containing catalyst component.Type: GrantFiled: September 5, 1978Date of Patent: September 2, 1980Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4204073Abstract: A process for producing trimethyl oxo or hydroxy substituted cycopentenone food coloring agents including intermediates in this process.Type: GrantFiled: April 6, 1979Date of Patent: May 20, 1980Assignee: Hoffmann-La Roche Inc.Inventor: Frank Kienzle
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Patent number: 4201787Abstract: Isovaleric acid ester derivatives, process for producing thereof, and insecticides containing said derivatives of the general formula I: ##STR1## wherein A represents O, NH, or CH.sub.2,R.sub.1 represents, if A is O or NH, an alkyl, an alkenyl, a haloalkyl and a haloalkenyl radical with 2-6 carbon atoms, and a radical selected from those of the general formulae II, III, IV and V: ##STR2## in which n is an integer of 1-3, R.sub.3 represents hydrogen, methyl group or chlorine atom; andif A is CH.sub.2, R.sub.1 represents an alkyl, an alkenyl, a haloalkyl and a haloalkenyl radical with 1-5 carbon atoms, whileR.sub.1 --A represents a naphthyl group bonding to the main chain at the .beta.-position, andR.sub.2 represents hydrogen or a cyano group.Type: GrantFiled: November 30, 1977Date of Patent: May 6, 1980Assignee: Dainippon Jochugiku Kabushiki KaishaInventors: Yoshio Katsuda, Yoshihiro Minamite
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Patent number: 4180676Abstract: A catalyst comprising a uranium compound, an alkali metal ion, and a halide, is effective to convert conjugated dienes in carboxylic acid media to diacyloxy olefins.Type: GrantFiled: August 25, 1977Date of Patent: December 25, 1979Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4164615Abstract: A catalyst comprising a titanium compound, an alkali metal ion, and a halide, is effective for the conversion of conjugated diolefins to diacyloxy olefins.Type: GrantFiled: August 25, 1977Date of Patent: August 14, 1979Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4162363Abstract: Conjugated dienes or monoolefins are converted to diesters in a process utilizing a catalyst system comprising an alkali metal compound and a sulfur source comprising elemental sulfur or a sulfur halide, optionally with a halide source, in carboxylic acid media.Type: GrantFiled: August 25, 1977Date of Patent: July 24, 1979Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4162366Abstract: New insecticides, organic esters wherein the alcohol moiety is .alpha.-trifluoromethyl-3-phenoxybenzyl alcohol and the acid moiety is a pyrethroid carboxylic acid, are described and shown to control a broad spectrum of insects, including acarids.Type: GrantFiled: April 7, 1978Date of Patent: July 24, 1979Assignee: FMC CorporationInventor: John F. Engel
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Patent number: 4159991Abstract: .alpha.-Acyloxy-N,N'-diacylmalonamides of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are the same or different and are hydrogen, straight chain or branched alkyl radicals having from one to eleven carbon atoms, or hydrocarbon radicals with six to twelve carbon atoms and comprising at least one aromatic ring, are novel compounds prepared by the action of a mixture of carboxylic acids R.sub.3 COOH and R.sub.4 COOH upon an .alpha.-acyloxymalononitrile, R.sub.1 COO--C(CN).sub.2 --R.sub.2, in the presence of an acid catalyst and are useful as intermediates in organic synthesis and low temperature activators in bleaching or scouring compositions.Type: GrantFiled: August 22, 1977Date of Patent: July 3, 1979Assignee: Produits Chimiques Ugine KuhlmannInventors: Bernard Dubreux, Serve Y. Delavarenne, Jean-Pierre Schirmann
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Patent number: 4159387Abstract: There are described new squaric acid esters, particularly mono-ortho esters, di-ortho esters, ortho ester anhydrides and ortho ester halides of squaric acid; a new process for producing these squaric acid esters; and a process for converting the squaric acid esters into squaric acid. It is possible by the new process to produce, with the use of readily obtainable starting products, the new squaric acid esters according to the invention in an economical manner and with good to very good yields; and the squaric acid esters can be converted under mild reaction conditions into squaric acid.Type: GrantFiled: November 23, 1977Date of Patent: June 26, 1979Assignee: Ciba-Geigy CorporationInventor: Daniel Bellus
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Patent number: 4138497Abstract: Compounds are provided having the structure ##STR1## wherein n is 1, 2 or 3, m is 0, 1 or 2, R.sub.1 R.sub.2, R.sub.3, R.sub.4 and R.sub.5 may be the same or different and can be hydrogen, lower alkyl, halo-lower alkyl, acyl, lower alkoxy-carbonyl ##STR2## amido ##STR3## or lower alkoxylakylene, X is a straight or branched bivalent aliphatic radical and Y is ##STR4## These compounds are useful in the treatment of hypertension.Type: GrantFiled: July 29, 1977Date of Patent: February 6, 1979Assignee: E. R. Squibb & Sons, Inc.Inventors: Frederic P. Hauck, Joseph E. Sundeen, Joyce Reid
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Patent number: 4127736Abstract: An asymmetric synthesis of optically active prostaglandin F.sub.2.alpha. from cyclopentadiene including intermediates in this synthesis.Type: GrantFiled: September 19, 1977Date of Patent: November 28, 1978Assignee: Hoffmann-La Roche Inc.Inventors: Naresh K. Chadha, John J. Partridge, Jr., Milan R. Uskokovic
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Patent number: 4127728Abstract: A process for the preparation of a substituted 1-phenyl-2,2,2-trihalo-ethanol ester of the formula ##STR1## in which R is alkyl, halogenoalkyl, alkoxy, cycloalkyl or optionally substituted phenyl, benzyl, phenoxy, or phenylsulfonyl,X is halogenoalkyl with 1-3 carbon atoms and 1-3 halogen atoms,Y is halogen, cyano, nitro, alkyl, alkoxy, alkylmercapto, sulfoalkoxy or optionally substituted methylenedioxy, andn is an integer from 0 to 3,Comprising reacting a compound of the formula ##STR2## WITH A HALOGENATED ALDEHYDE OF THE FORMULAX CHOin the presence of a Friedel-Crafts catalyst at a temperature of about -70 to +100.degree. C thereby to form a complex alcoholate, and reacting the complex alcoholate with an acid halide of the formula ##STR3## OR WITH A CORRESPONDING ACID ANHYDRIDE AT A TEMPERATURE OF ABOUT -70 TO +100.degree. C.Type: GrantFiled: August 24, 1976Date of Patent: November 28, 1978Assignee: Bayer AktiengesellschaftInventors: Thomas Schmidt, Wolfgang Kramer, Eckart Kranz
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Patent number: 4123443Abstract: New economically valuable and convenient methods for preparing bromoacetic acid and its esters from chloroacetic acid are disclosed.Type: GrantFiled: March 6, 1978Date of Patent: October 31, 1978Assignee: Katayama Chemical Works Co., Ltd.Inventors: Umekawa Osamu, Takemori Koji, Katayama Sakae
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Patent number: 4113968Abstract: When 1-halogeno-3-alkene-2-ol is reacted with an ortho-carboxylic ester and/or a ketene acetal, a .gamma.-halogeno-.delta.-unsaturated-carboxylic ester is obtained as a main reaction product. When this intermediate is treated with a basic substance, a substituted cyclopropane-carboxylic ester is formed. This ester can be used as an insecticide or an agricultural chemical as it is or after the alcohol residue of the ester has been converted to other alcohol residue.Type: GrantFiled: September 26, 1975Date of Patent: September 12, 1978Assignee: Kuraray Co., Ltd.Inventors: Fumio Mori, Yoshiaki Omura, Takashi Nishida, Kazuo Itoi
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Patent number: 4113863Abstract: Prostenoic acid derivatives of the general formula ##STR1## wherein R.sup.1 is H or alkyl of 1-4 carbon atoms;R.sup.2 is alkyl of 5 - 9 carbon atoms, phenoxymethyl or phenoxymethyl substituted by up to 3 of F, Cl, Br, CH.sub.3, CF.sub.3, or OCH.sub.3 ;R.sup.3 is H or alkyl of 1 - 5 carbon atoms, and physiologically acceptable salts thereof, as well as intermediates therefore are blood-pressure lowering, vasodilatory, diuretic, and nasal mucosa decongesting agents and are produced from intermediates of the formula ##STR2## wherein R.sup.4 is H or acyl of up to 5 carbon atoms and A is CH.sub.2 D or CH.dbd.C(OR.sup.5); D is carbonyl or dialkoxypolymethylene of up to 7 carbon atoms.Type: GrantFiled: November 5, 1976Date of Patent: September 12, 1978Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Manfred Baumgarth, Hans-Eckart Radunz, Dieter Orth, Reinhard Lissner, Hans-Joachim Enenkel, Filippus Johannes Zeelen
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Patent number: 4111683Abstract: Compounds of the formula ##STR1## wherein R is aliphatic hydrocarbyl, alicyclic hydrocarbyl or aryl suitably substituted, if desired, or a heterocyclic group, R.sup.1 is hydrogen or alkyl, R.sup.2 is alkyl or alkoxy, R.sup.3 is ##STR2## wherein a is 0 or 1, R.sup.4 is hydrogen or CW'.sub.3, the W' being hydrogen or halogen, Z is halogen and X is halogen, hydroxy, alkoxy, acetoxy, carbethoxyalkoxy, phenoxy, alkylthio, carbethoxyalkylthio, phenylthio, phosphono, dithiophosphonoxy, phosphoramido, isocyanato, isothiocyanato, alkyl- and dialkylthiocarbamoylthio, alkyl- and dialkylcarbamoyloxy, alkylsulfonyl, etc., have herbicidal activity.Type: GrantFiled: November 12, 1976Date of Patent: September 5, 1978Assignee: Chevron Research CompanyInventor: Malcolm Scott Singer
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Patent number: 4105792Abstract: Prostan-1-ol esters and intermediates for their preparation are described; the former compounds exhibit improved organ specificity and a longer duration of activity at lower dosages than the corresponding non-esterified prostaglandins and are useful, inter alia, in triggering abortion, inducing labor and regulating the menstrual cycle.Type: GrantFiled: May 25, 1976Date of Patent: August 8, 1978Assignee: Schering AktiengesellschaftInventors: Werner Skuballa, Bernd Raduchel, Helmut Vorbruggen, Walter Elger, Olaf Loge, Eckehard Schillinger