Patents Examined by S. P. Williams
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Patent number: 3994921Abstract: Iminoisoindolenine pigments of the formula ##SPC1##Wherein R represents a phenylene or diphenylene radical, X represents a hydrogen or halogen atom, Y represents an alkyl, alkoxy, alkanoylamino or alkylsulphonyl group containing 1 to 4 carbon atoms, a nitro group, a phenyl, benzoylamino, phenoxy or phenylsulphonyl group which may be substituted by halogen atoms, alkyl or alkoxy groups of 1 to 4 carbon atoms, X.sub.1 represents a hydrogen or halogen atom, an alkyl or alkoxy group of 1 to 4 carbon atoms, an alkoxycarbonyl group of 2 to 6 carbon atoms, a nitro, trifluoromethyl, carbamoyl or cyano group, Y.sub.1 represents a halogen atom, an alkyl or alkoxy group of 1 to 4 carbon atoms or a trifluoromethyl group, Z represents a --NHCO or NHCONH group, m is 1 to 4, n is 0 to 2, and p is 0 to 1, the sum of m + n being 4, are useful for coloring plastics and lacquers in yellow shades of excellent fastness properties.Type: GrantFiled: October 21, 1975Date of Patent: November 30, 1976Assignee: Ciba-Geigy CorporationInventor: Jost Von der Crone
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Patent number: 3993617Abstract: Certain 2-substituted phthalimidines of the formula: ##SPC1##Wherein Ar is 3,4-dichlorophenyl and 2-naphthyl possess activity as antifungal agents.Type: GrantFiled: October 30, 1975Date of Patent: November 23, 1976Assignee: Morton-Norwich Products, Inc.Inventor: Thomas James Schwan
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Patent number: 3993662Abstract: New dicarboximides of the formula ##SPC1##WhereinR represents a phenyl mono- to trisubstituted, identically or differently, by fluorine, chlorine, bromine, iodine, trifluoromethyl, nitro, cyano, C.sub.1 --C.sub.4 -alkyl, methoxy or methylthio, or monosubstituted by a methylenedioxy group, andZ.sub.1 and Z.sub.2 each represent hydrogen, or together with the carbon atoms to which they are bound they represent a carbon-carbon bondAnd their use for controling insects are disclosed.Type: GrantFiled: October 28, 1975Date of Patent: November 23, 1976Assignee: Ciba-Geigy CorporationInventors: Hans U. Brechbuhler, Jean Claude Petitpierre
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Patent number: 3992406Abstract: Aromatic bisimides can be prepared by effecting reaction between a 3- or 4-nitro-N-substituted phthalimide with an aromatic dihydroxy compound in the presence of a certain class of solid alkali-metal fluorides and using a dipolar aprotic compound as a solvent.Type: GrantFiled: April 14, 1976Date of Patent: November 16, 1976Assignee: General Electric CompanyInventor: Ronald L. Markezich
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Patent number: 3992450Abstract: Compounds of the general formula: ##SPC1##Wherein m = 0 or 1;Ar is an arylene or lower alkyl substituted arylene radical;R.sub.1 and R.sub.2, which may be the same or different, are lower alkyl or hydroxyalkyl groups, or ##EQU1## R.sub.3 is H, lower alkyl, benzyl, R.sub.4, or ##EQU2## R.sub.4 is ##SPC2##Alkyl group, an aryl group, ##EQU3## wherein n=2-6; and R.sub.6 is a lower alkyl group or an aryl group. Where m = 1, the formula represents a colorless leuco compound; where m = 0, the formula represents the yellow dye derivative of the leuco. These compounds are particularly useful in photosensitive compositions.Type: GrantFiled: April 30, 1971Date of Patent: November 16, 1976Assignee: E. I. Du Pont de Nemours and CompanyInventor: John Fred Neumer
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Patent number: 3992408Abstract: Phthalimides of the Formula ##SPC1##Wherein X is NH.sub.2, N(CH.sub.3).sub.2, Cl or Br and R.sub.0 and R.sub.1 are hydrogen, methyl or ethyl are disclosed as intermediates in the preparation of benzodiazepines.Type: GrantFiled: August 6, 1975Date of Patent: November 16, 1976Assignee: The Upjohn CompanyInventor: Martin Gall
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Patent number: 3992189Abstract: This invention relates to herbicidal isoindol-1-one derivatives. These compounds have the general formulae: ##SPC1##WhereinR.sub.1 is hydrogen or methyl;R.sub.2 is hydrogen or alkyl of 1 to 4 carbons;X is fluorine, chlorine or bromine;Y is hydrogen or fluorine;Z is hydrogen or fluorine, provided that when Y and Z are both fluorine, X must also be fluorine; andA is --(CH.sub.2).sub.4 -- or --CH=CH--CH=CH--, provided that when A is --CH=CH--CH=CH-- and Y is hydrogen, Z must be fluorine.Both geometric isomers, Formulae IIa and IIb, are encompassed by this invention.In particular, these compounds have demonstrated that they are active pre- and post-emergence herbicides and tend to do minimal damage to certain desirable crops, e.g., corn and wheat.Type: GrantFiled: October 31, 1975Date of Patent: November 16, 1976Assignee: E. I. Du Pont de Nemours & CompanyInventor: Steven Jerome Goddard
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Patent number: 3992407Abstract: Aromatic bisimides can be prepared by effecting reaction between a 3- or 4-fluoro-N-substituted phthalimide with an aromatic dihydroxy compound in the presence of a certain class of solid alkali-metal fluorides and using a dipolar aprotic compound as a solvent.Type: GrantFiled: April 14, 1976Date of Patent: November 16, 1976Assignee: General Electric CompanyInventor: Ronald L. Markezich
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Patent number: 3991074Abstract: A process for the catalytic conversion of o-ethylaniline to indole in a gaseous phase and in the presence of hydrogen or steam and an SiO.sub.2 -containing catalyst modified by chromium dioxide and copper, wherein said conversion is conducted at about 400.degree. - 700.degree. C.; said catalyst comprising at least about 15% by weight copper and at least about 8% by weight of a chromate of a metal of Group IIA of the Periodic Table. A catalyst for use in the invention is provided.Type: GrantFiled: November 15, 1974Date of Patent: November 9, 1976Assignee: Rutgerswerke AktiengesellschaftInventors: Georg Grigoleit, Gerd Collin, Rudolf Oberkobusch
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Patent number: 3988349Abstract: Racemic organic carboxylic acids are efficiently resolved into their enantiomers with antipodes of .alpha.-methyl-p-nitrobenzylamine.Type: GrantFiled: May 15, 1975Date of Patent: October 26, 1976Assignee: Hoffmann-La Roche Inc.Inventors: Clark William Perry, Sidney Teitel
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Patent number: 3987059Abstract: Highly branched .alpha.-substituted indoles, e.g., 2-(1-methylcyclohexyl)-indole, are prepared by treating N-(.alpha.-branched carbonyl) toluidines with alkyl lithium.Type: GrantFiled: August 25, 1975Date of Patent: October 19, 1976Assignee: Sandoz, Inc.Inventor: William J. Houlihan
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Patent number: 3987057Abstract: This invention relates to herbicidal 2-(substituted aryl)-3a,4,5,6,7,7a-hexahydro-1H-isoindole-1,3(2H)-diones. These compounds may be used for selective weed control for certain crops or for total vegetation control. In particular, the compounds may be utilized as rice herbicides and have the formula ##SPC1##Wherein X is Cl, Br or F, and Y is H or F, provided that when Y is F, X is F.Type: GrantFiled: January 30, 1975Date of Patent: October 19, 1976Assignee: E. I. Du Pont de Nemours and CompanyInventor: Steven Jerome Goddard
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Patent number: 3984435Abstract: A.DELTA..sup.1 - tetrahydrophthalic anhydride is reacted with an amine in the presence of lower fatty acid. Alternatively N-(4-hydroxyphenyl)-.DELTA..sup.1 -tetrahydrophthalimide or a salt thereof is reacted with an aralkyl halide. A N-substituted-.DELTA..sup.1 -tetrahydrophthalimide compound having herbicidal activity is produced. This compound has the formula ##EQU1## wherein R' is naphthyl; phenyl; phenyl substituted by 1-3 substituents selected from the group consisting of halogen, nitro, cyano, thiocyano, carboxyl, haloalkyl, lower alkyl and alkylthio; --CH.sub.2 Y wherein Y is phenyl, naphthyl or phenyl substituted by 1-5 substituents selected from the group consisting of halogen, nitro, lower alkyl and lower alkoxyl; or ##SPC1##Wherein Z is phenyl, naphthyl, or phenyl substituted by at least one substituent selected from the group consisting of halogen, nitro, lower alkyl and lower alkoxyl.Type: GrantFiled: February 10, 1975Date of Patent: October 5, 1976Assignee: Mitsubishi Chemical Industries Ltd.Inventors: Kazuo Matsui, Hiroshi Kasugai, Kuni Matsuya, Hiroyasu Aizawa
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Patent number: 3984563Abstract: Compounds with antiinflammatory, analgesic and CNS depressant activity having the following general formula ##SPC1##WhereinR represents hydrogen or methoxy;R.sub.1 represents hydrogen; lower alkyl; lower alkyl substituted with a group carboxy, carbo(lower alkoxy) or carbamyl; phenyl; benzyl, lower aliphatic acyl; benzoyl; benzoyl substituted with a halo group;R.sub.2 represents hydrogen; lower alkyl; carbo(lower alkoxy); carbamyl; phenylcarbamyl; lower aliphatic acyl; benzoyl; benzoyl substituted with a halo group,R.sub.3 represents halo; lower alkyl; lower alkyl substituted with a group selected from carboxy, carbo(lower alkoxy), carbamyl, halo, amino, mono and di-lower alkylamino, phthalimido and morpholino; phenyl; phenyl substituted with a group selected from lower alkoxy, halo, nitro, amino and acetamido;R.sub.4 represents hydrogen or lower alkyl; with the proviso that when simultaneously R.sub.1 represents hydrogen, methyl, phenyl, benzyl, acetyl or benzoyl, R.sub.Type: GrantFiled: September 9, 1974Date of Patent: October 5, 1976Assignee: Gruppo Lepetit S.p.A.Inventors: Giorgio Winters, Nunzio Di Mola
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Patent number: 3983137Abstract: This invention is concerned with a novel class of protonated compounds, namely, 3-(indol-3-yl)dehydronaphthalide hydrochlorides, with their synthesis by the reaction of a 3-(indol-3-yl)naphthalide and a high-potential quinone in an inert anhydrous aprotic solvent in the presence of a carboxylic acid catalyst, and with the synthesis of indole naphthalide indicator dyes by reacting the said dehydronaphthalide hydrochlorides and an indole in an aromatic hydrocarbon solvent in the presence of a carboxylic acid catalyst.Type: GrantFiled: September 4, 1975Date of Patent: September 28, 1976Assignee: Polaroid CorporationInventor: Yunn H. Chiang
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Patent number: 3983242Abstract: 3-Alkylsulfinyl-2-indolinones, of the formula ##SPC1##E.g., 3-methylsulfinyl-5-trifluoromethyl-2-indolinone, are useful as minor tranquillizers, muscle relaxants and sedative-hypnotics and are obtainable by oxidizing corresponding 3-alkylthio-2-indolinones.Type: GrantFiled: September 8, 1975Date of Patent: September 28, 1976Assignee: Sandoz, Inc.Inventors: Goetz E. Hardtmann, Thomas E. Jackson
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Patent number: 3980667Abstract: Series of 5-endo-benzoyloxy-N-[amino(lower)-alkyl]bicyclo[2.2.2]octane-2,3-di-endo-c arboxylic acid imides, 5-endo-(3-indolecarbonyloxy)-N-[amino-(lower)alkyl]bicyclo[2.2.2]octane-2, 3-di-endo-carboxylic acid imides, 5-endo-n-substituted-carbamoyloxy-N-[amino(lower)alkyl]bicyclo[2.2.2]octan e-2,3-di-endo-carboxylic acid imides and 5-endo-(1-naphthoyloxy)-N-[amino(lower)alkyl]bicyclo[2.2.2]octane-2,3-di-e ndo-carboxylic acid imides have been found to possess unique prophylactic and therapeutic activity as anti-arrhythmia agents. An example of such a compound possessing activity is 5-endo-(3-indolecarbonyloxy)-N-(3-dimethylaminopropyl)bicyclo[2.2.Type: GrantFiled: March 5, 1975Date of Patent: September 14, 1976Assignee: Bristol-Myers CompanyInventors: Richard Anthony Partyka, Henry Michael Holava, Alex Michael Jelenevsky
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Patent number: 3980641Abstract: N-substituted-14-hydroxy-3-substituted-morphinan derivatives have been found to possess potent narcotic agonist or antagonist activity. In particular, the compound 3,14-dihydroxy-N-cyclopropylmethylmorphinan has been found to possess potent agonist-antagonist activity.Type: GrantFiled: July 31, 1975Date of Patent: September 14, 1976Assignee: Bristol-Myers CompanyInventors: Ivo Monkovic, Henry Wong, Gary Lim
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Patent number: 3980668Abstract: A series of 5-endo-(3-indolecarbonyloxy)-N-[amino-(lower)alkyl]bicyclo[2.2.1]heptane-2 ,3-di-endo-carboxylic acid imides having the formula ##SPC1##Wherein R.sup.1 is H, Cl, Br, F or (lower)alkyl, R.sup.7 is H or methyl, R.sup.2 and R.sup.3 are alike or different and each is H, Cl, Br, F, (lower)alkyl, nitro, CF.sub.3, OH or (lower)alkoxy, n is an integer of 2 to 4 inclusive and R.sup.4 and R.sup.5 are alike or different and each is H, (lower)alkyl or when taken together with the nitrogen a radical of the formula ##SPC2##In which R.sup.6 is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof have been found to possess unique prophylactic and therapeutic activity as anti-arrhythmia agents. An example of such a compound possessing excellent activity is 5-endo-(3-indolecarbonyloxy)-N-(3-dimethylaminopropyl)bicyclo-[2.2.1]hepta ne-2,3-di-endo-carboxylic acid imide hydrochloride.Type: GrantFiled: July 10, 1975Date of Patent: September 14, 1976Assignee: Bristol-Myers CompanyInventors: Ronald Leslie Buchanan, Alex Michael Jelenevsky
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Patent number: 3979410Abstract: o-nitrobenzylketones are prepared by reacting a trans-.beta.-substituted amino-2-nitrostyrene with a lower alkanoyl halide, halo-lower alkanoyl halide, phthalimido-lower alkanoyl halide, benzoyl halide or substituted benzoyl halide, and subsequently hydrolyzing the resulting product to yield the desired o-nitrobenzylketone.Type: GrantFiled: September 22, 1975Date of Patent: September 7, 1976Assignee: Hoffmann-La Roche Inc.Inventors: Rodney Ian Fryer, Edward Ernest Garcia