Patents Examined by S. P. Williams
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Patent number: 3978079Abstract: Novel O-oxalylhydroxyl-amine compositions of matter and reactions and to the direct generation of light from chemical energy employing such compositions. By "light" as referred to herein is meant electromagnetic radiation at wavelengths falling between about 350 m.mu. and 800 m.mu.. Disclosed compounds include diphthalimide oxalate, disuccinimido oxalate, and dimaleimido oxalate.Type: GrantFiled: July 24, 1974Date of Patent: August 31, 1976Assignee: American Cyanamid CompanyInventors: Laszlo Joseph Bollyky, Robert Henry Weitman
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Patent number: 3978224Abstract: Disclosed are 2-cyanoethyl amino alkyl-3-phenyl indoles of the formula ##SPC1##Wherein n 1, X.sub.2, Y.sub.1 and Y.sub.2 are hydrogen or halogen, at least one of X.sub.1 and X.sub.2 being halogen; n is an integer selected from 1,2 and 3; and the acid addition salts thereof which are useful as antimicrobials.Type: GrantFiled: July 1, 1975Date of Patent: August 31, 1976Assignee: Schering CorporationInventors: Martin Steinman, Pirouz Tahbaz
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Patent number: 3976659Abstract: This invention relates to a new class of pH sensitive indicator dyes useful as optical filter agents in photographic processes to protect a selectively exposed photosensitive material from further exposure during processing in the presence of incident light. Such dyes contain a phenolate group as the ring-closing moiety and are represented by the compounds ##SPC1##Wherein R is hydrogen, alkyl, aryl, aralkyl or alkaryl, R.sup.1 and R.sup.2 the same are hydrogen, chloro or nitro, and R.sup.3 is hydrogen, carboxy, sulfonamido, sulfamoyl, or alkoxy.Type: GrantFiled: August 28, 1975Date of Patent: August 24, 1976Assignee: Polaroid CorporationInventor: Alan L. Borror
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Patent number: 3975531Abstract: Novel 4-(5- and 7-)benzoylindolin-2-ones of the formula: ##SPC1##Wherein R is hydrogen, lower-alkyl, or methylthio, R.sup.1 is hydrogen or lower-alkyl, R.sup.2 is lower-alkyl, lower-alkoxy, halogen, nitro or trifluoromethyl, R.sup.3 is hydrogen, halogen or lower-alkoxy, and n is 0, 1 or 2, are prepared by (a) acylation of indolin-2-one to give 5-benzoylindoline-2-one, (b) cyclization of 2-acetamido-3-benzoylphenylacetic acid or ethyl 2-acetamido-3-benzoylphenylacetate to give 7-benzoyindoline-2-one, or (c) by reacting aminobenzophenones with alkyl .alpha.(methylthio)acetates to give alkyl 2-amino-3-(5- or 6-)benzoyl-.alpha.-(methylthio)phenylacetates which are cyclized and demethylthiolated to 4-(5- and 7-)benzoylindolin-2-ones. The novel compounds possess anti-inflammatory activity and are intermediates for the preparation of 2-amino-3-(5- or 6-) benzoylphenylacetic acids which posess anti-inflammatory properties.Type: GrantFiled: January 29, 1975Date of Patent: August 17, 1976Assignee: A. H. Robins Company, IncorporatedInventors: William John Welstead, Jr., Henry Wayne Moran
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Patent number: 3974179Abstract: Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole or 1,3,4,9-tetrahydrothiopyrano[3,4-b]indole nucleus bearing a substituent in position 1, said substituent incorporating an acid, ester or amide function therein, are disclosed. The nucleus is further substituted at position 1 and may be optionally substituted at positions 3, 4, 5, 6, 7, 8, and 9. The derivatives are useful antiinflammatory, analgesic, antibacterial and antifungal agents and methods for their preparation and use are also disclosed.Type: GrantFiled: October 10, 1974Date of Patent: August 10, 1976Assignee: American Home Products CorporationInventors: Christopher A. Demerson, Leslie G. Humber, Thomas A. Dobson, Ivo L. Jirkovsky
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Patent number: 3972994Abstract: Disubstituted azabicycloalkanes of the formula ##SPC1##Wherein:n is 0, 1 or 2R is saturated or unsaturated straight or branched (C.sub.1 -C.sub.5) aliphatic hydrocarbon, andX.sub.1, x.sub.2, x.sub.3, x.sub.4, x.sub.5, which are the same or different, are hydrogen, halogen, hydroxy, lower alkyl, lower alkoxy, trifluoromethyl, nitro, amino or sulfamoyl.These compounds are used as medicine especially in the treatment of gastroduodenal ulcers, gastric hypersecretion, nauseous syndromes of central origin and hypertension.Type: GrantFiled: November 20, 1974Date of Patent: August 3, 1976Assignee: Science Union et CieInventors: Laszlo Beregi, Pierre Hugon, Xavier Pascaud, Jean-Claude Poignant
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Patent number: 3972894Abstract: Preparing oxindoles and intermediates therefor by reacting an N-haloaniline with .beta.-thio esters or .beta.-thio amides to form an azasulfonium halide, reacting the azasulfonium halide with a base to form an ortho-[thio-ether (hydrocarbonoxycarbonyl) alkyl]aniline, or a [thio-ether (aminocarbonyl) alkyl]aniline, reacting the orthosubstituted aniline with an acid to form a 3-thio-ether-2-oxindole, and then reducing the 3-thio-ether-2-oxindole with Raney Nickel to form the 2-oxindole.Type: GrantFiled: February 27, 1975Date of Patent: August 3, 1976Assignee: The Ohio State University Research FoundationInventor: Paul G. Gassman
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Patent number: 3971805Abstract: Iminoisoindolinone pigments of the formula ##SPC1##Wherein the X denote chlorine or bromine atoms are useful for coloring plastics and lacquers in fast yellow shades.Type: GrantFiled: April 17, 1975Date of Patent: July 27, 1976Assignee: Ciba-Geigy CorporationInventor: Ernst Model
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Patent number: 3969367Abstract: Phosphorylthio-acetyl derivatives of decahydroquinolines, octahydroindoles and octahydropyrindines are effective plant regulating agents (growth regulators and selective herbicides) and fungicides.The new phosphorylacylamines correspond to the formula I ##SPC1##wherein R.sub.1 and R.sub.2 each independently represents hydrogen or methyl, R.sub.3 represents alkyl or haloalkyl, R.sub.4 represents alkyl, alkoxy, haloalkoxy, alkylthio or an amino radical, X represents oxygen or sulphur, and one of the two indices m and n represents 1 and the other represents 0 or 1.Type: GrantFiled: January 30, 1975Date of Patent: July 13, 1976Assignee: Ciba-Geigy CorporationInventors: Elmar Sturm, Hans Jorg Cellarius, deceased
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Patent number: 3965182Abstract: Aromatic amines are made by reacting a phenol with aluminum nitride and either ammonia or a primary or secondary amine at temperatures from 200.degree.-600.degree.C. For example, 2,6-dimethyl-phenol reacts with aluminum nitride and ammonia to yield 2,6-dimethylaniline.Type: GrantFiled: October 2, 1969Date of Patent: June 22, 1976Assignee: Ethyl CorporationInventor: Calvin J. Worrel
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Patent number: 3962471Abstract: Indolylacetylamino acids of the formula ##SPC1##Wherein R is H or CH.sub.3, physiologically acceptable salts thereof and the corresponding amides, alkyl and benzyl esters and alkyl and benzyl ethers thereof, possess anti-inflammatory activity.Type: GrantFiled: March 12, 1975Date of Patent: June 8, 1976Assignee: Schering AktiengesellschaftInventors: Helmut Biere, Hanns Ahrens, Clemens Rufer, Eberhard Schroder, Henning Koch
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Patent number: 3960926Abstract: Preparing azasulfonium halide salt derivatives of an aniline by reacting a halogen with a non-carbonylic dihydrocarbon sulfide, a beta-carbonylic hydrocarbon sulfide, or a .beta.-thio ester or amide to form a halogen: sulfur compound complex and then reacting the complex with an aniline to form the azasulfonium halide salts. The azasulfonium halide salts are useful as intermediates in processes for making ortho-alkylated anilines, indoles, and 2-oxindoles which have a variety of known uses.Type: GrantFiled: April 30, 1975Date of Patent: June 1, 1976Assignee: The Ohio State University Research FoundationInventors: Paul G. Gassman, Gordon D. Gruetzmacher
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Patent number: 3959216Abstract: This invention discloses chemical compounds of the formula ##SPC1##Wherein X and Y are each chlorine or bromine and n is an integer from 2 to 5. Further disclosed are fire retardant compositions comprising a combustible polymer and a compound of the foregoing description.Type: GrantFiled: March 20, 1975Date of Patent: May 25, 1976Assignee: Velsicol Chemical CorporationInventors: Sidney B. Richter, Glendon D. Kyker
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Patent number: 3959217Abstract: This invention discloses chemical compounds of the formula ##SPC1##Wherein Y is chlorine or bromine and n is an integer from 2 to 5. Further disclosed are fire retardant compositions comprising a combustible polymer and a compound of the foregoing description.Type: GrantFiled: March 21, 1975Date of Patent: May 25, 1976Assignee: Velsicol Chemical CorporationInventors: Sidney B. Richter, Glendon D. Kyker
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Patent number: 3959377Abstract: Prepares 2-nitro-4-amino-N-phenylaniline by reacting 4-fluoro-3-nitroaniline at a temperature of at least about 140.degree.C and in a large molar excess of aniline e.g. molar ratio of aniline to 4-fluoro-3-nitroaniline being at least about 5:1.Type: GrantFiled: October 30, 1972Date of Patent: May 25, 1976Assignee: Clairol IncorporatedInventor: Milos S. Bil
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Patent number: 3957873Abstract: An improved process for oxidizing an amine to the corresponding amine oxide with peracetic acid comprises carrying out the reaction in a distillation column, using as oxidant the gaseous mixture of peracetic acid and acetaldehyde resulting from the vapor-phase oxidation of acetaldehyde with oxygen. The amine is introduced in liquid form into the upper portion of the distillation column while the gaseous mixture of peracetic acid and acetaldehyde is simultaneously introduced into an intermediate location in the column. Reaction takes place within the column, with acetic acid and acetaldehyde being withdrawn as vapor from the top while a liquid comprising the amine oxide product is recovered from the base.Type: GrantFiled: September 24, 1971Date of Patent: May 18, 1976Assignee: Celanese CorporationInventors: Hubert H. Thigpen, Wallace E. Taylor, Arthur W. Schnizer
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Patent number: 3957819Abstract: The invention relates to indole derivatives of the formula ##SPC1##And their acid addition salts wherein R is hydrogen or lower alkyl, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each hydrogen, hydroxyl, lower alkyl, lower alkoxy, trifluoromethyl or halogen and X is a halogen atom. The compounds are useful as antidepressant agents. They can also be cyclised to form anti-depressant 10-aryl-2,3,4,10-tetrahydropyrimido-[1,2-a]indol-10-ols.Type: GrantFiled: December 9, 1974Date of Patent: May 18, 1976Assignee: John Wyeth & Brother LimitedInventor: Alan Chapman White
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Patent number: 3954797Abstract: Preparing azasulfonium halide salt derivatives of an aniline by reacting a halogen with a non-carbonylic dihydrocarbon sulfide, a beta-carbonylic hydrocarbon sulfide, or a .beta.-thio ester or amide to form a halogen: sulfur compound complex and then reacting the complex with an aniline to form the azasulfonium halide salts. The azasulfonium halide salts are useful as intermediates in processes for making ortho-alkylated anilines, indoles, and 2-oxindoles which have a variety of known uses.Type: GrantFiled: December 28, 1973Date of Patent: May 4, 1976Assignee: Chromalloy American CorporationInventors: Paul G. Gassman, Gordon D. Gruetzmacher
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Patent number: 3953397Abstract: This invention discloses chemical compounds of the formula ##SPC1##Wherein Y is chlorine or bromine and n is an integer from 2 to 5. Further disclosed are fire retardant compositions comprising a combustible polymer and a compound of the foregoing description.Type: GrantFiled: April 14, 1975Date of Patent: April 27, 1976Assignee: Velsicol Chemical CorporationInventors: Sidney B. Richter, Glendon D. Kyker
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Patent number: 3950307Abstract: This invention discloses fire retardant chemical compounds of the formula ##SPC1##Wherein X and Y are each chlorine or bromine and n is an integer from 2 to 5 which are useful in polymeric compositions.Type: GrantFiled: March 10, 1975Date of Patent: April 13, 1976Assignee: Velsicol Chemical CorporationInventors: Sidney B. Richter, Glendon D. Kyker