Polycarboxylic Acid Patents (Class 560/146)
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Patent number: 5078907Abstract: A bleach precursor compound, its peroxygen derivative, and detergent compositions containing these materials are disclosed herein. The bleach precursors structurally comprise a pair of different diesters, one ester containing an electrically-charged functional group. Perhydrolysis of the precursor in the presence of hydrogen peroxide and a basic aqueous media generates a peroxycarboxylic acid.Type: GrantFiled: November 1, 1989Date of Patent: January 7, 1992Assignee: Lever Brothers Company, division of Conopco, Inc.Inventors: Stephen A. Madison, Pamela C. Lam
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Patent number: 4959391Abstract: Phenol derivatives of the formula ##STR1## wherein A and B have the same or different meanings and each represent one of the groups --C.tbd.C--, cis--CH.dbd.CH-- or trans--CH.dbd.CH--, R.sub.1 is hydrogen, an optionally substituted alkyl or phenyl group or a cycloalkyl group, R.sub.2 is hydrogen, methyl or ethyl, R.sub.3 represents hydrogen, acetyl or propionyl, R.sub.4 has the same meaning as R.sub.3 or represents an alkyl group, R.sub.5 is a carboxylic or a hydroxy group or a functional derivative of such groups or R.sub.5 is a nitrile group and R.sub.6 is hydrogen, an alkyl group or the group OR.sub.4 which specifically inhibit 5-lipoxygenase and are useful in pharmaceutical compositions for prophylaxis and treatment of diseases due to the action of leukotrienes. The compounds are prepared by reacting suitable acetylene compounds or metal derivatives thereof with alkyl or aryl halides or by means of Wittig reactions optionally followed by transforming the member R.sub.Type: GrantFiled: July 14, 1988Date of Patent: September 25, 1990Assignee: Gruenenthal GmbHInventors: Oswald K. Zimmer, Werner P. Vollenberg, Gerriet K. H. Loschen, Werner Winter, Erwin O. Kiesewetter, Ulrich G. P. Seippl
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Patent number: 4918213Abstract: An optically active, generally mesomorphic compound represented by the following formula (I): ##STR1## wherein R.sub.1 denotes an alkyl group having 1-18 carbon atoms, R.sub.2 denotes an alkyl group having 1-12 carbon atoms; X denotes a single bond, --O--, ##STR2## Y denotes a single bond, ##STR3## --CH.sub.2 O-- or --OCH.sub.2 --; Z denotes --OCH.sub.2 --, ##STR4## respectively denotes ##STR5## C* denotes an asymmetric carbon atom; k, m and n are respectively 0, 1 or 2 with proviso that k+m+n amounts to 2 or 3; and p is 1 or 2.Type: GrantFiled: July 25, 1988Date of Patent: April 17, 1990Assignee: Canon Kabushiki KaishaInventors: Hiroyuki Nohira, Masanao Kamei, Hideki Kanazawa, Yoko Yamada, Yuko Etoh
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Patent number: 4894181Abstract: Carbocyclic compounds of the formula I ##STR1## wherein Q is a benzene or cyclohexane ring or a naphthalene system, X is in each case --CH.sub.2 --(CH.sub.2).sub.p -- where it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O--, --S--, --CO--, --O--CO--, --CO--O-- or --CH.dbd.CH--,p is 0, 1 or 2,A.sup.1 and A.sup.2 independently of one another are each a 1,4-phenylene group which is unsubstituted or monosubstituted or polysubstituted by halogen atoms and/or CH.sub.3 groups and/or CN groups and in which it would also be possible for one or more CH groups to be replaced by N atoms, a 1,4-cyclohexylene group wherein it would also be possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O-- and/or --S--, a piperidine-1,4-diyl group or a 1,4-bicyclo[2.2.2]octylene group,Z is --CO--O--, --O--CO--, --O--, --CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CHCN--CH.sub.2 --, --CH.sub.2 --CHCN--, --CH.dbd.CH--, --CH.dbd.N--, --N.dbd.CH--, --NO.Type: GrantFiled: May 16, 1988Date of Patent: January 16, 1990Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Klaus Praefcke, Bernd Kohne, Eike Poetsch
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Patent number: 4847376Abstract: The present invention provides a lipase substrate of the general formula: ##STR1## wherein A is an alkylene or alkenylene radical containing up to 16 carbon atoms, R and R.sub.1, which can be the same or different, each signify an alkyl, alkenyl or acyl radical containing up to 20 carbon atoms or an optionally alkyl-substituted aryl or aralkyl radical containing up to 8 carbon atoms in the alkyl moiety and wherein one of R and R.sub.1 can also be a hydrogen atom, X is the residue of an aromatic hydroxy or thiol compound, and each Y and Z, independently from each other, is --S-- or --O--, Z also --CH.sub.2 --.The present invention also provides a process and a reagent for the optical determination of lipase.Type: GrantFiled: May 1, 1986Date of Patent: July 11, 1989Assignee: Boehringer Mannheim GmbHInventors: Ulrich Neumann, Martina Junius, Hans-Georg Batz
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Patent number: 4772745Abstract: Photosensitive anthracene compounds containing two anthracene rings joined by a flexible linkage, and containing a functional group as an annular substituent on one of the anthracene rings, react with polymers to form materials useful in information proceedings.Type: GrantFiled: August 18, 1986Date of Patent: September 20, 1988Assignee: The United States of America as represented by the Secretary of CommerceInventors: Qui Tran-Cong, Charles C. Han
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Patent number: 4760087Abstract: Phenol derivatives of the formula ##STR1## wherein A and B have the same or different meanings and each represent one of the groups --C.tbd.C--, cis--CH.dbd.CH-- or trans--CH.dbd.CH--, R.sub.1 is hydrogen, an optionally substituted alkyl or phenyl group or a cycloalkyl group, R.sub.2 is hydrogen, methyl or ethyl, R.sub.3 represents hydrogen, acetyl or propionyl, R.sub.4 has the same meaning as R.sub.3 or represents an alkyl group, R.sub.5 is a carboxylic or a hydroxy group or a functional derivative of such groups or R.sub.5 is a nitrile group and R.sub.6 is hydrogen, an alkyl group or the group OR.sub.4 which specifically inhibit 5-lipoxygenase and are useful in pharmaceutical compositions for prophylaxis and treatment of diseases due to the action of leukotrienes. The compounds are prepared by reacting suitable acetylene compounds or metal derivatives thereof with alkyl or aryl halides or by means of Wittig reactions optionally followed by transforming the member R.sub.Type: GrantFiled: May 13, 1986Date of Patent: July 26, 1988Assignee: Gruenenthal GmbHInventors: Oswald K. Zimmer, Werner P. Vollenberg, Gerriet K. H. Loschen, Werner Winter, Erwin Kiesewetter, Ulrich G. P. Seipp
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Patent number: 4739079Abstract: Compounds having the formula ##STR1## wherein ##STR2## R.sub.1 is hydrogen, benzyl or alkanoyl, X is C.sub.2-4 alkylene; andZ-W is alkyl, phenylalkyl or pyridylalkyl which can have an oxygen atom as part of the alkyl chain and their use as CNS agents, antidiarrheals and antiemetics. Processes for their preparation and intermediates therefor are described.Type: GrantFiled: March 27, 1986Date of Patent: April 19, 1988Assignee: Pfizer Inc.Inventors: Michael R. Johnson, Lawrence S. Melvin, Jr.
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Patent number: 4684737Abstract: A process for producing a substituted phthalic acid which comprises heating a substituted tetrahydrophthalic acid compound having a substituent in at least one of the 3-, 4-, 5- and 6-positions in the presence of sulfur to dehydrogenate it, and heat-treating the product in the presence of water optionally together with an organic solvent. As required, the heat-treated product is dehydrocyclized to form a substituted phthalic acid anhydride.Type: GrantFiled: August 17, 1984Date of Patent: August 4, 1987Assignee: Nippon Zeon Co., Ltd.Inventors: Hiroshi Horino, Michiro Ohnaka, Atsushi Hayashi, Yoshiko Ikeno
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Patent number: 4632785Abstract: Disclosed is a method for the trimerization of organic isocyanates comprising thermally activating, in the presence of said isocyanates, a catalyst comprising a carboxylic acid salt selected from the alkali metal salts or quaternary ammonium salts of particular substituted malonic acids of half-esters thereof, particular carbamyl substituted aliphatic acids, or triaryl acetic acids.Mixtures of the catalysts with isocyanates have surprisingly long periods of stability at ambient temperatures (about 20.degree. C.) which makes the present method particularly suitable to systems for molding polyisocyanurates wherein long open times are required of a resin pre-mix prior to the actual curing step.Type: GrantFiled: July 1, 1985Date of Patent: December 30, 1986Assignee: The Dow Chemical CompanyInventor: Edward A. Barsa
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Patent number: 4612386Abstract: Carboxylic acid esters are produced by the reaction of a carboxylic acid halide with a carbonate ester in the presence of an initiator. The reaction of a dicarboxylic acid dihalide and a bis(alkyl carbonate) ester produces a polymeric polyester.Type: GrantFiled: December 17, 1981Date of Patent: September 16, 1986Assignee: The Dow Chemical CompanyInventor: James M. Renga
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Patent number: 4582855Abstract: Novel compounds of the general formula ##STR1## wherein Ar represents a substituted or unsubstituted aromatic or heterocyclic group; W represents alkylene of from 1 to about 10 carbon atoms; and B represents --NR.sub.2 COR.sub.1, --NR.sub.2 CONR.sub.1 R.sub.3, --NR.sub.2 SO.sub.2 R.sub.1, --NR.sub.2 SO.sub.2 NR.sub.1 R.sub.3, or --NR.sub.2 COOR.sub.1 wherein R.sub.1, R.sub.2 and R.sub.3 may be the same or different and may be hydrogen, alkyl, alkoxyalkyl, cycloalkyl, alkenyl, alkynyl, aryl, heteroaryl, or aralkyl, except that R.sub.1 is not hydrogen when B is --NR.sub.2 SO.sub.2 R.sub.1 or --NR.sub.2 COOR.sub.1, or R.sub.1 and R.sub.3 may together with N form a 5 to 7 momoered heterocyclic group; and the pharmaceutically acceptable salts thereof. These compounds exhibit .beta.-adrenergic blocking activity and are also useful in the treatment of glaucoma.Type: GrantFiled: November 12, 1981Date of Patent: April 15, 1986Assignee: American Hospital Supply CorporationInventors: Sheung T. Kam, William L. Matier
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Patent number: 4547582Abstract: A method of producing alkyl 3-hydroxy-4-(4-hydroxyphenoxy)pentanoate which comprises the steps of: (a) reacting 4-benzyloxyphenol with an alkali hydroxide and 2-chloropropionic acid in the presence of a suitable solvent and at a temperature sufficient to cause formation of 2-(4-benzyloxyphenoxy)propionic acid; (b) reacting said 2-(4-benzyloxyphenoxy)propionic acid with a compound selected from phosgene, oxalyl chloride, thionyl chloride, or phosphorus trichloride, in the presence of a suitable catalyst and solvent and at a temperature sufficient to cause formation of 2-(4-benzyloxyphenoxy)propionyl chloride; (c) reacting said 2-(4-benzyloxyphenoxy)propionyl chloride with 2,2-dimethyl-1,3-dioxan-4,6-dione and pyridine, all in the presence of a suitable solvent and at a temperature sufficient to cause formation of 5-[2-(4-benzyloxyphenoxy)propionyl]-2,2-dimethyl-1,3-dioxan-4,6-dione; (d) reacting said 5-[2-(4-benzyloxyphenoxy)propionyl]-2,2-dimethyl-1,3-dioxan-4,6-dione with an alkyl alcohol for a period of timType: GrantFiled: October 5, 1984Date of Patent: October 15, 1985Assignee: Stauffer Chemical CompanyInventor: Peter K. Wehrenberg
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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: 4504418Abstract: Biodegradable non-ionic surface-active agents containing carbonate groups or residues of carboxylic esters can be prepared by reacting hydrophilic polyoxyalkylene glycols derived from the same or different alkylene oxide glycols with monofunctional alcohols. The compositions of the invention contain both hydrophilic and hydrophobic groups in the molecule making them suitable for use as surface-active agents. The residues of the monofunctional alcohols provide hydrophobic groups in the molecule of the surface-active agent.Type: GrantFiled: January 9, 1981Date of Patent: March 12, 1985Assignee: BASF Wyandotte CorporationInventor: William K. Langdon
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Patent number: 4500463Abstract: Polyprenyl carboxylic acid derivatives having the general formula (I): ##STR1## in which n is an integer of from 2 to 4, R.sub.1 represents the hydrogen atom or a protecting group for the carboxylic acid group, and R.sub.2 represents a hydroxymethyl, formyl or carboxyl group, are disclosed. A process for the preparation of the polyprenyl carboxylic acid derivative involving microbiological oxidation using a strain belonging to the genus Nocardia is disclosed. The compounds have anti-ulcer activity and hypotensive activity. The compounds also are useful as intermediates for preparing polyprenyl carboxylic acids of the formula ##STR2## and esters thereof, wherein l is an integer of from 4 to 11. The polyprenyl carboxylic acids and esters thereof have hypotensive activity and anti-ulcer activity.Type: GrantFiled: May 1, 1981Date of Patent: February 19, 1985Assignees: Eisai Co., Ltd., Agency of Industrial Science & TechnologyInventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Yuichi Inai, Yoshiyuki Kohara, Yoshiyuki Kawakami, Tomio Tsurugi
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Patent number: 4451664Abstract: An improved process for preparing diaryl esters of a monohydroxy aromatic compound with dicarboxylic acids is disclosed, in which the esterification reaction is optimized by continuously removing water and/or other by-products of the reaction from the reactor, while supplying to the reactor a make-up amount of the monohydroxy aromatic compound containing no more than about 100 ppm of water. The make-up stream may be obtained by stripping the by-product stream of water and other by-products of the reaction.Type: GrantFiled: September 24, 1982Date of Patent: May 29, 1984Assignee: Occidental Chemical CorporationInventor: Gautam R. Ranade
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Patent number: 4381307Abstract: Novel derivatives of known bio-affecting carboxylic acids R-COOH are disclosed, said derivatives having the structural formula ##STR1## wherein Y and Y' are each H or C.sub.1 -C.sub.4 alkyl; n is 0 or 1; R.sub.1 and R.sub.2 are each selected from a variety of unsubstituted or substituted hydrocarbon radicals, or are combined so that --NR.sub.1 R.sub.2 represents the residue of a saturated or unsaturated heterocyclic compound containing one secondary nitrogen atom; and R.sub.3 is H or one of a variety of other substituents. Salts and N-oxides of compounds of formula (I) and the corresponding diacyloxy derivatives of known bio-affecting carboxylic acids HOOC-R'-COOH are disclosed also.Type: GrantFiled: October 31, 1980Date of Patent: April 26, 1983Assignee: Merck & Co., Inc.Inventor: Kenneth B. Sloan
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Patent number: 4374263Abstract: The invention relates to an esterification process employing as a heterogeneous catalyst an inorganic oxide, e.g. silica, to which there is bonded by reaction with surface hydroxyl groups a sulphonic acid-functionalized silane.Type: GrantFiled: October 24, 1980Date of Patent: February 15, 1983Assignee: The British Petroleum Company LimitedInventors: Ronald D. Hancock, Robert Mackison
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Patent number: 4361703Abstract: N-acetyl-para-aminophenyl N'acetylaminothioalkanoates I are new analgesic compounds with greatly reduced hepatotoxic effects, when taken in overdose, relative to N-acetyl-para-aminophenol. They are prepared by reacting an N-acetylaminothioalkanoic acid IV with a reactive organic chloride V to form a mixed anhydride II and then reacting the latter with N-acetyl-para-aminophenol. The mixed anhydrides II are new and useful intermediates. Alternatively the derivatives I may be prepared by reacting the acid IV with bis-(4-nitrophenyl) sulfite to form a para-nitrophenyl N-acetylaminothioalkanoic acid ester VIII, reducing the latter to a para-aminophenyl-N-acetylaminothioalkanoate VII, and acetylating this product. The esters VII and VIII are new and useful intermediates. Both reactions may pass through S-blocked intermediates, which are also new. Pharmaceutical compositions containing the derivatives I are disclosed, and also analgesic methods using them.Type: GrantFiled: March 23, 1981Date of Patent: November 30, 1982Assignee: Sterling Drug Inc.Inventors: George Margetts, Roderic S. Andrews, Jean Legros
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Patent number: 4315830Abstract: A method for altering the characteristics of liquid telechelic polymers by means of reducing the reactive group content and adjusting the viscosity of a given liquid telechelic polymer. This is accomplished by means of a two stage process which comprises reacting some of the polymer's available reactive groups with a difunctional reactant and adding a diluent to produce a final composition of desired viscosity and reactive group content.Type: GrantFiled: January 19, 1972Date of Patent: February 16, 1982Assignee: The United States of America as represented by the Secretary of the NavyInventors: David M. French, J. T. L. Rosborough, Clyde J. Swedenberg
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Patent number: 4316045Abstract: A process for the catalytic preparation of aryl carboxylates is provided in which an arylmetallo carboxylate is contacted in liquid medium with an organic peracid in the presence of a catalytic amount of an aryl iodide, to form the desired aryl carboxylate.Type: GrantFiled: August 29, 1980Date of Patent: February 16, 1982Assignee: The Halcon SD Group, Inc.Inventor: Lawrence C. Costa
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Patent number: 4316046Abstract: A process for the preparation of aryl carboxylates is provided in which an arylmetallo carboxylate is contacted with an aryliodoso carboxylate in liquid medium to form the desired aryl carboxylate. Promoters can be employed to increase the rate of reaction and improve selectivity to the aryl carboxylate.Type: GrantFiled: August 29, 1980Date of Patent: February 16, 1982Assignee: The Halcon SD Group, Inc.Inventor: Lawrence C. Costa
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Patent number: 4311850Abstract: Muconic acid monoesters of alkanediols of 2-6 carbons and of phenol are prepared by copper (II) oxidative cleavage of phenols, catechols or orthobenzoquinones. The products are useful as comonomers in polyamides and other polymers. The alkanediol or phenol is introduced into the copper (II) reactant or catalyst.Type: GrantFiled: November 19, 1979Date of Patent: January 19, 1982Assignee: Allied CorporationInventors: Timothy R. Demmin, Milorad M. Rogic
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Patent number: 4301044Abstract: Zwitterionic surfactant compounds are made readily biodegradable in the environment by the inclusion of a biochemically and/or hydrolytically labile chemical linkage located between the cationic and anionic charge centers of the compounds and anywhere from the second to the tenth atom distant from the cationic charge center. The biodegradable linkage is preferably an ester or amide. The alkoxylated zwitterionic surfactants herein exhibit outstanding particulate soil removal performance and are also effective in removing oily soils from fabrics, in addition to being readily biodegradable. Also described are detergent compositions containing the zwitterionic surfactants, and, optionally containing cosurfactants and detergent builders.Type: GrantFiled: January 22, 1980Date of Patent: November 17, 1981Assignee: The Procter & Gamble CompanyInventors: George E. Wentler, Joseph McGrady, Eugene P. Gosselink, William A. Cilley
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Patent number: 4293555Abstract: Disclosed are 6- and 6,6-disubstituted-2-substituted-oxapen-2-em-3-carboxylic acids of the following structure: ##STR1## wherein: R.sup.1 and R.sup.2 are independently selected from hydrogen, alkyl, alkoxyl, aralkyl, aryl, heterocyclyl and heterocyclylalkyl; R is selected from hydrogen, --OR, --SR, --NR.sub.2, alkyl, aryl, aralkyl, heterocyclyl, or heterocyclylalkyl. Such compounds and their pharmaceutically acceptable salt, and ester derivatives are useful as antibiotics. Also disclosed are processes for the preparation of such compounds, pharmaceutical compositions comprising such compounds and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.Type: GrantFiled: October 10, 1979Date of Patent: October 6, 1981Assignee: Merck & Co., Inc.Inventors: Burton G. Christensen, Frank P. DiNinno
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Patent number: 4282151Abstract: New reactive asymmetrical dicarboxylic acid ester compounds of the formula ##STR1## wherein R.sub.1 is an alkyl radical containing up to 3 carbon atoms or is a digoxin or digitoxin residue, R.sub.2 and R.sub.3, which may be the same or different, are alkoxy radicals containing up to 3 carbon atoms or together represent an oxygen atom, X is a cyanomethoxy, succinimide-N-oxy, N-methyl-pyridiniumoxy, 2,4-dinitrophenoxy, 2,4,5-trichlorophenoxy, pentachlorophenoxy, phenylthio, p-nitrophenoxy, n-nitrophenylthio, piperidyl-N-oxy, phthalimido-N-oxy or benztriazol-N-oxy radical and n is 2, 3, 4 or 5, are useful for the preparation of reagents for the investigation of cardiac glycosides (Digitalis glycosides).Type: GrantFiled: March 6, 1978Date of Patent: August 4, 1981Assignee: Boehringer Mannheim GmbHInventors: Hans-Georg Batz, Hans-Ralf Linke, Klaus Stellner, Gunter Wiemann
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Patent number: 4282373Abstract: Compounds of the formula (II): ##STR1## wherein X is halogen, hydroxyl or functionalized hydroxyl; Y is halogen, hydroxyl or alkoxy; R.sup.1 is a carboxylic acid group and ester thereof and amide derivative thereof or cyano; and R.sup.2 is hydrogen, a hydrocarbon, a heterocycle, a carboxylic acid group, a carboxylic acid ester, a carboxylic acid amide derivative, acyl, cyano, isocyano or an optionally substituted imine of the formula --CH.dbd.NZ or --N.dbd.CH.sub.2 wherein Z is hydrogen, alkyl, aryl, sulphonyl, --SR.sup.a, sulphoxide --SR.sup.a, or sulphonate --SR.sup.a wherein R.sup.a is alkyl of 1 to 6 carbon atoms or aryl, are useful as intermediates for the ultimate production of penicillins or cephalosporins.Type: GrantFiled: May 7, 1979Date of Patent: August 4, 1981Assignee: Beecham Group LimitedInventors: Angela W. Guest, Andrew W. Taylor, Robert Ramage
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Patent number: 4271311Abstract: Esterification of phenolic compounds which comprises reacting a phenolic compound and a carboxylic acid using a catalyst consisting essentially of an alkali metal compound and a boron compound wherein said alkali metal compound is at least one member selected from the group consisting of alkali metal salts of boric acid, alkali metal polyborates, alkali metal hydroxides, and alkali metal borohydrides and said boron compound is at least one member selected from the group consisting of boric acid, boric anhydride, alkali metal polyborates, alkali metal salts of boric acid and alkali metal borohydrides.Type: GrantFiled: July 13, 1979Date of Patent: June 2, 1981Assignee: Standard Oil Company (Indiana)Inventors: William W. Knickmeyer, James Spanswick, James R. Stephens
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Patent number: 4243572Abstract: A plasticizer for polyvinyl butyral wherein the plasticizer is an alkyl alkylaryl adipate and particularly a benzyl alkyl adipate. The plasticized polyvinyl butyral is specially useful in the manufacture of transparent sheets and particularly as an interlayer for laminated safety glass.Type: GrantFiled: November 19, 1979Date of Patent: January 6, 1981Assignee: Saint-Gobain IndustriesInventor: Daniel Dages
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Patent number: 4234740Abstract: A process for preparing a diester of a dicarboxylic acid having two more carbon atoms than the unsaturated hydrocarbon used as the starting material, which comprises subjecting an unsaturated hydrocarbon, carbon monoxide and an alcohol to reaction in the presence of a platinum group metal or a salt thereof; a compound selected from the group consisting of nitric acid, a nitrogen oxide and an ester of nitrous acid; and a halogen compound.Type: GrantFiled: November 28, 1978Date of Patent: November 18, 1980Assignee: Ube Industries, Ltd.Inventors: Sumio Umemura, Kanenobu Matsui, Yoshinari Ikeda, Katsuro Masunaga, Takumi Kadota
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Patent number: 4234733Abstract: A process for producing an aliphatic carboxylic acid and an aliphatic carboxylic acid esters ofa phenol which comprises reacting a phenol of the general formula ##STR1## wherein n is an integer of 1 to 6, m is an integer of 0 to 5, the sum of n and m is 6, and R represents hydrogen, alkyl, aryl, alkenyl, carbinol, acyl, acyloxy, formyl, carboxy, halogen, sulfo, nitro, nitroso, amino, amido, or cyano, and two or more R groups may be the same or different, and the substituents R may be bonded to each other to form a penta- or hexa-carboxylic or heterocyclic ring, and an aliphatic carboxylic acid ester or an aliphatic ether with carbon monoxide, and separating and recovering the aliphatic carboxylic acid from the reaction mixture.Type: GrantFiled: October 24, 1978Date of Patent: November 18, 1980Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Tomiya Isshiki, Yasuhiko Kijima, Yuh Miyauchi
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Patent number: 4233230Abstract: A process for preparing esters and halides is disclosed comprising the step of reacting a cyclic olefin having the formula I ##STR1## wherein R.sub.1 and R.sub.4 are the same or different from each other and each represents hydrogen, methyl, or ethyl;R.sub.2 and R.sub.3 are the same or different from each other and each represents hydrogen or alkyl containing 1 to 5 carbon atoms; andn represents a whole number from 2 to 12, with an acyclic olefin having the formula II ##STR2## wherein R.sub.5 represents hydrogen, methyl, ethyl or the group ##STR3## wherein R.sub.12 and R.sub.13 are the same or different from each other and each represents hydrogen or alkyl containing 1 to 5 carbon atoms;Y represents halogen; an acyloxy group R.sub.14 --CO--O wherein R.sub.14 represents alkyl containing 1-12 carbon atoms, phenyl or phenyl alkyl containing 7-12 carbon atoms, or an oxycarbonyl group R.sub.15 --O--CO wherein R.sub.Type: GrantFiled: May 4, 1978Date of Patent: November 11, 1980Assignee: Rhone-Poulenc IndustriesInventor: Jean Otton
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Patent number: 4227015Abstract: Aryl substituted diketones and keto-esters, useful as antiviral agents and insecticides, are prepared by reacting an arylalkyl or arylalkenyl iodide with a metal salt of the appropriate diketone or keto-ester. The intermediate iodides are prepared by condensing a methyl cyclopropyl ketone with an aromatic aldehyde to give an arylvinyl cyclopropyl ketone, reducing the latter to an arylethyl cyclopropyl carbinol or arylvinyl cyclopropyl carbinol, treating the carbinol with phosphorus tribromide and then with zinc bromide to give an arylalkyl or arylalkenyl bromide, and then replacing the bromine atom by iodine.Type: GrantFiled: February 14, 1979Date of Patent: October 7, 1980Assignee: Sterling Drug Inc.Inventor: Joseph C. Collins
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Patent number: 4208341Abstract: Muconic acid monoesters of alkanediols of 2-6 carbons and of phenol are prepared by copper (II) oxidative cleavage of phenols, catechols or orthobenzoquinones. The products are useful as comonomers in polyamides and other polymers. The alkanediol or phenol is introduced into the copper (II) reactant or catalyst.Type: GrantFiled: January 8, 1979Date of Patent: June 17, 1980Assignee: Allied Chemical CorporationInventors: Timothy R. Demmin, Milorad M. Rogic
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Patent number: 4145559Abstract: Esters of 4-substituted 2-methyleneglutaric acids are prepared by reacting an ester of acrylic acid with an ester of an .alpha.-substituted acrylic acid, such as an ester of methacrylic acid, in the presence of a tertiary organic phosphine, an organic phosphorus triamide, an organic phosphonous diamide, or an organic phosphinous amide.Type: GrantFiled: November 6, 1974Date of Patent: March 20, 1979Assignee: Rohm and Haas CompanyInventors: Joseph W. Nemec, Richard B. Wuchter
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Patent number: 4138580Abstract: A process for preparing a diester of a dicarboxylic acid having two more carbon atoms than the unsaturated hydrocarbon used as a starting material, which comprises subjecting an unsaturated hydrocarbon, carbon monoxide and an alcohol to reaction in the presence of a platinum group metal in combination with one or more compounds selected from the group consisting of nitric acid, a nitrogen oxide and an ester of nitrous acid.Type: GrantFiled: September 29, 1977Date of Patent: February 6, 1979Assignee: Ube Industries, Ltd.Inventors: Sumio Umemura, Kanenobu Matsui, Yoshinari Ikeda, Katsuro Masunaga
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Patent number: 4129586Abstract: Compounds which contain azo or peroxide linkages as well as the radical of an ultraviolet light stabilizing group are described. These compounds function as polymerization initiators which cause an ultraviolet light stabilization group to be chemically bound to the polymer.Type: GrantFiled: June 6, 1977Date of Patent: December 12, 1978Assignee: Pennwalt CorporationInventors: Chester S. Sheppard, Ronald E. MacLeay
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Patent number: 4086338Abstract: New carboxyalkylacylamino acids which are derivatives of proline, pipecolic acid and azetidine-2-carboxylic acid and have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.Type: GrantFiled: February 11, 1977Date of Patent: April 25, 1978Assignee: E. R. Squibb & Sons, Inc.Inventors: David W. Cushman, Miguel Angel Ondetti
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Patent number: 4062788Abstract: Lubricating compositions are provided which comprise a major amount of oil of lubricating viscosity and an effective amount of dichlorophenyl esters of hydrocarbyl dicarboxylic acids. The lubricating compositions have improved load-bearing properties. Also provided are novel dichlorophenyl esters of malonic and lower alkyl substituted malonic acid.Type: GrantFiled: August 16, 1976Date of Patent: December 13, 1977Assignee: Shell Oil CompanyInventor: Hendrik Schadenberg
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Patent number: 4056543Abstract: Methylenemalonates are prepared by reacting a substituted norbornene with an electrophilic material in the presence of a lithium amide complex and pyrolyzing. The resulting acrylates are useful as fast setting, polymerizable adhesives.Type: GrantFiled: September 7, 1976Date of Patent: November 1, 1977Assignee: Eastman Kodak CompanyInventor: Ignazio Salvatore Ponticello
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Patent number: 4053430Abstract: This invention relates to novel water-soluble esters of oxalic acid, and to compositions that are useful for generating chemiluminescent emission by reacting said esters of oxalic acid with hydrogen peroxide in the presence of water and a fluorescent compound, and to a process for generating chemiluminescent emission by using said compositions.Type: GrantFiled: July 16, 1976Date of Patent: October 11, 1977Assignee: American Cyanamid CompanyInventor: Arthur Gaudens Mohan