Abstract: Alkyne compounds of the formula ##STR1## wherein R.sup.1 is H, alkyl of up to 4 carbon atoms or phenyl; R.sup.2 is H, aliphatic acyl of up to 6 carbon atoms or aroyl of up to 11 carbon atoms; R.sup.3 and R.sup.4 are H, F, Cl or Br and n is 0 or 1, and physiologically acceptable metals salts thereof, have anti-inflammatory activity. These compounds can be made from compounds of the formula ##STR2## wherein Q is a functionally-modified hydroxy and R.sup.1, R.sup.3, R.sup.4 and n are as above by treatment with a solvolyzing agent.
Type:
Grant
Filed:
June 28, 1978
Date of Patent:
April 1, 1980
Assignee:
Merck Patent Gesellschaft mit beschraenkter Haftung
Inventors:
Joachim Gante, Hans-Adolf Kurmeier, Dieter Orth, Erich Schacht, Albrecht Wild
Abstract: Ester and amides having the formula ##STR1## wherein R, R.sup.1 and R.sup.2 are independently lower alkyl or cycloalkyl groups, R.sup.3 is hydrogen, alkyl, cycloalkyl, alkylene, phenyl, phenyl substituted by alkyl groups, alkylthioethyl, thiobis-alkylene, alkyleneoxyalkylene, polyoxyalkylene or a polyvalent cyclic or acyclic hydrocarbon radical, R.sup.4 is hydrogen, lower alkyl, cycloalkyl, R.sup.5 is hydrogen, alkyl, phenyl, phenyl substituted by alkyl groups, alkylene, a polyvalent cyclic or acyclic hydrocarbon radical or alkyleneoxyalkylene, A is lower alkylene, m is 1 to 4 and n is 1 to 6.
Abstract: A process for preparing a mixture of polycyclic aromatic polycarboxylic acids that is substantially soluble in acetone but substantially insoluble in water which comprises subjecting a slurry containing coal to reaction with aqueous nitric acid in an atmosphere containing molecular oxygen, mechanically separating the solids in the resulting slurry, extracting the resulting solids with a polar solvent to separate therefrom a mixture of polycyclic aromatic polycarboxylic acids substantially soluble in acetone but substantially insoluble in water and a mixture of polycyclic aromatic polycarboxylic acids substantially insoluble in acetone and substantially insoluble in water.
Type:
Grant
Filed:
July 12, 1978
Date of Patent:
March 25, 1980
Assignee:
Gulf Research and Development Company
Inventors:
Johann G. D. Schulz, Edward T. Sabourin
Abstract: A process for preparing a mixture of polycyclic aromatic polycarboxylic acids that is substantially soluble in acetone and substantially soluble in water which comprises subjecting a slurry containing coal to reaction with aqueous nitric acid in an atmosphere containing molecular oxygen, mechanically separating the solids in the resulting slurry, separating nitric acid and water from the resulting filtrate and then extracting the remainder of said filtrate with a polar solvent to obtain said mixture of polycyclic aromatic polycarboxylic acids substantially soluble in acetone and substantially soluble in water.
Type:
Grant
Filed:
July 12, 1978
Date of Patent:
March 25, 1980
Assignee:
Gulf Research and Development Company
Inventors:
Johann G. D. Schulz, Edward T. Sabourin
Abstract: A process for the preparation of a substituted fluorobenzene of the formula ##STR1## in which R is alkyl, alkoxy, halogen, amino, acylamido, carboxyl, benzyloxy, aryloxy, or benzyloxy or aryloxy carrying at least one alkyl, alkoxy, halogen or halogenoalkyl substituent,R.sup.1 each independently is alkyl or halogen, andn is an integer from 0 to 4, comprising reacting an N-aryl-N',N'-dialkyl-triazene of the formula ##STR2## in which Alkyl is alkyl with 1 to 4 carbon atoms, with about a 5 to 25-fold molar excess of anhydrous hydrofluoric acid at a temperature between about -20.degree. and +150.degree. C.
Type:
Grant
Filed:
November 7, 1977
Date of Patent:
March 18, 1980
Assignee:
Bayer Aktiengesellschaft
Inventors:
Heinz Forster, Hans Klusacek, Arthur Wenz
Abstract: Racemates [and optically active isomers of benzoylphenylacetic acid esters of the formula ##STR1## wherein R is selected from the group consisting of hydrogen and alkyl of 1 to 7 carbon atoms, and the two benzene rings may be optionally substituted with at least one member of the group consisting of chlorine, fluorine, bromine, trifluoromethyl and alkyl and alkoxy and alkylthio of 1 to 7 carbon atoms], intermediates and process for their preparation and their use as analgesics and antiinflammatory agents.
Abstract: 2-Aryl-C.sub.2 to C.sub.5 -alkanoic acids and esters thereof are prepared by heating a 2-(2-oxo-3-cyclohexenyl)-alkanoic acid or ester derivative in the presence of a sulfonic acid or a phosphonic acid at 75.degree. C. to 130.degree. C. while providing a means for removing water from the reaction mixture. In the process new butenolide derivative intermediates have been discovered. Alternatively, the 2-aryl-C.sub.2 to C.sub.6 -alkanoic acids can be prepared from the butenolides by forming a mixture of the 2-(2-oxo-3-cyclohexenyl)-alkanoic acid with acetic anhydride in the presence of an acid scavenging base, allowing the mixture to stand for a time sufficient to form an acetate intermediate, heating the resulting mixture to about 75.degree. C. to about 130.degree. C. to form the betenolide intermediates. Thereafter these intermediates can be heated with sulfonic or phosphonic acid as above while removing water to form the 2-aryl-C.sub.2 to C.sub.
Abstract: Dehydrohalogenation-rearrangement of 1,1-bis(4-oxy-substituted aryl)-2-haloethanes to yield 4,4'-dioxysubstituted stilbenes is effected by heating an acidic reaction medium comprising the 1,1-bis(4-oxy-substituted aryl)-2-haloethane dissolved in a solution of an aliphatic carboxylic acid and a carboxylic acid salt. The process is particularly directed to the preparation of 4,4'-dihydroxystilbene from 1,1-bis(4-hydroxyphenyl)-2-chloroethane.
Abstract: New insecticidal (.beta.-phenyl-.beta.-substituted-vinyl)cyclopropanecarboxylates in which the .beta.-substituent may be halogen or lower haloalkyl are described and their preparation and insecticidal utility are exemplified.
Abstract: Acyloxy-substituted aryloxyalkyl diketones, useful as anti-viral agents, are prepared either by esterification of the corresponding hydroxy-substituted compounds or by reacting a haloalkyl diketone with an alkali metal salt of an acyloxy-substituted phenol.
Abstract: The esters are soluble in an aqueous solution of a base before exposure to actinic radiation but, on exposure to actinic radiation, polymerize and become insoluble in such an aqueous solution. Development of photopolymerized images does not therefore require the use of toxic or flammable organic solvents. They contain free carboxyl groups and at least one unit of the formulae I-IV ##STR1## where R.sup.1 is a carbon atom chain containing specified groupings, such as one of formula --CH.dbd.CH--CO--CH.dbd.CH--, --CH.dbd.CHCO--, --COCH.dbd.CHC.sub.6 H.sub.4 CH.dbd.CHCO--, or ##STR2## and Y is oxygen or sulfur. They are obtained by the reaction of an at least dianhydride of a polycarboxylic acid with alcoholic hydroxyl groups of an alcohol containing at least one unit of formula I-IV.
Abstract: This invention relates to phenylacetic acid derivatives having the formula: ##STR1## in which A represents a grouping ##STR2## R, R.sub.2, R.sub.3 and R.sub.4, which may be the same or different, represent each hydrogen or an alkyl group, and represents a single or double carbon-carbon bond; and their salts with inorganic and organic bases. Said compounds possess anti-inflammatory and analgesic activities that make them therapeutically useful, in particular for the treatment of rheumatic diseases and of local inflammations.
Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is straight chain alkyl of 11-14 carbon atoms; andR.sub.2 and R.sub.3 are independently alkyl of 1-6 carbon atoms or alkoxy of 1-4 carbon atomsare effective in eradicating mites.
Abstract: The esters are soluble in an aqueous solution of a base before exposure to actinic radiation but, on exposure to actinic radiation, polymerize and become insoluble in such an aqueous solution. Development of photopolymerized images does not therefore require the use of toxic or flammable organic solvents. They contain free carboxyl groups and at least one unit of the formulae I-IV ##STR1## where R.sup.1 is a carbon atom chain containing specified groupings, such as one of formula --CH.dbd.CH--CO--CH.dbd.CH--, --CH.dbd.CHCO--, --COCH.dbd.CHC.sub.6 H.sub.4 CH.dbd.CHCO--, or ##STR2## and Y is oxygen or sulfur. They are obtained by the reaction of an at least dianhydride of a polycarboxylic acid with alcoholic hydroxyl groups of an alcohol containing at least one unit of formula I-IV.
Abstract: Stilbene derivatives having at least one further phenyl substituent in the para-position to a benzene ring in the stilbene are optical brighteners particularly suitable for incorporation on spinning masses.
Type:
Grant
Filed:
April 14, 1977
Date of Patent:
December 18, 1979
Assignee:
Sandoz Ltd.
Inventors:
Fritz Fleck, Hans Kittl, Salvatore Valenti
Abstract: The invention is 2-haloalkyl(oxy-, thio-, sulfinyl-, or sulfonyl)phenylalkanoic acids which are useful intermediates in the preparation of insecticides of m-phenoxybenzyl and .alpha.-cyano-m-phenoxybenzyl esters.
Abstract: A composition of matter for use in a visual-type instrument which includes a polarizer for a light beam and an analyzer for a light beam, the chemical composition being birefringent at a first relative humidity and nonbirefringent at a second relative humidity.
Abstract: A fire retardant system comprising a compound having within its structure the 1,2,3,4,9,9-hexahalo-1,4-dihydro-1,4-methanonaphthalene-5,8-dione or 1,2,3,4,9,9-hexahalo-1,4-dihydro-1,4-methanophthalene-5,8-dioxy nucleus or a compound which is capable of being converted to the 1,2,3,4,9,9-hexahalo-1,4-dihydro-1,4-methanonaphthalene-5,8-dione nucleus and requires no metal oxide addition to exert its function.
Type:
Grant
Filed:
November 16, 1977
Date of Patent:
November 13, 1979
Assignee:
Uniroyal, Inc.
Inventors:
Julian R. Little, Walter Nudenberg, Yong S. Rim
Abstract: Dextrorotatory 2-phenoxypropionic acids are made by heating an alkali metal salt of dextrorotatory 2-chloropropionic acid with an alkali metal phenate in an inert organic solvent of high boiling point under reflux.
Abstract: A process is described for purifying 4,4'-benzophenonedicarboxylic acid, useful in preparing thermoplastic polyesters yielding molded articles having high impact strength, wherein the acid contains aromatic monocarboxylic acid genetic impurity, which comprises the steps of(a) mixing the impure 4,4-benzophenonedicarboxylic acid with aqueous ammonium hydroxide solution, containing about 28 weight percent or less of ammonia in a weight ratio of solution to acid of about 5:1 to 100:1, thereby forming a solution of the diammonium salt of the aromatic dicarboxylic acid;(b) mixing the resultant solution with an inert water-soluble organic liquid which is a non-solvent for the diammonium salt, in a weight ratio of organic liquid to solution not greater than about 20:1, thereby precipitating the diammonium salt of the acid;(c) separating the diammonium salt from the solution; and(d) recovering the aromatic dicarboxylic acid from the diammonium salt.