The Nitrogen Is Bonded Directly To A -c(=x)- Group, Wherein X Is Chalcogen Patents (Class 549/452)
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Patent number: 4540695Abstract: Aminonaphthacene derivatives of the formula: ##STR1## wherein A is either one of the following groups: ##STR2## wherein R.sup.1 is a hydrogen atom or a group of the formula: --COR.sup.7, R.sup.2 and R.sup.3 are each a lower alkoxy group or, when taken together, represent an ethylenedioxy group or an oxo group, R.sup.4 and R.sup.5 are both hydrogen atoms or either one of them is a hydrogen atom and the other is a group of the formula: --COR.sup.7, R.sup.6 is a hydrogen atom, a hydroxyl group or a group of the formula: --OCOR.sup.7 and R.sup.7 is a lower alkyl group, a halo(lower)alkyl group, a phenyl group or a halophenyl group, which are useful as anti-microbial and/or anti-tumor agents, or as intermediates in their production.Type: GrantFiled: August 11, 1982Date of Patent: September 10, 1985Assignee: Sumitomo Chemical Co., Ltd.Inventors: Kikuo Ishizumi, Naohito Ohashi, Michihisa Muramatsu
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Patent number: 4507292Abstract: Aryl N-oxalyl-N-methyl-carbamates of the general formula ##STR1## in which X represents an alkoxy, alkenoxy, alkinoxy, aryloxy, alkylthio, alkenylthio, alkinylthio or arylthio radical, each of which may be optionally substituted, or represents a radical of the general formula --N R.sup.3 R.sup.4, wherein R.sup.3 and R.sup.4 are identical or different and represent a hydrogen atom or an alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl or aryl radical, each of which may be optionally substituted,or the radicals R.sup.3 and R.sup.4, together with the N atom to which they are bonded, form an optionally substituted heterocyclic ring, andR.sup.1 represents an aryl radical which is optionally substituted,are novel and find use as pesticides, especially for combating insects, acarids and nematodes.Type: GrantFiled: January 27, 1983Date of Patent: March 26, 1985Assignee: Bayer AktiengesellschaftInventors: Gerhard Heywang, Engelbert Kuhle, Wolfgang Behrenz, Ingeborg Hammann, Bernhard Homeyer
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Patent number: 4502994Abstract: A novel enantiomeric synthesis from ascorbic acid of (3S,4S)-3-amino-4-carbamoyloxymethyl-2-azetidinone-1-sulfate, an intermediate for an antibiotic compound.Type: GrantFiled: December 9, 1982Date of Patent: March 5, 1985Assignee: Hoffmann-La Roche Inc.Inventors: Chung-Chen Wei, Manfred Weigele
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Patent number: 4501909Abstract: This invention provides novel aminopolyol derivative represented by the general formula ##STR1## wherein each of R and R' represents a hydrogen atom, or an alkyl or aryl group or R and R', taken together, form an alkylene group, R.sup.1 represents a lower alkyl group, R.sup.2 represents a hydrogen atom or an acyl group, and R.sup.3 represents a lower alkyl group; and a process for production thereof.The aminopolyol derivatives of formula (I) are useful as intermediates for the synthesis of amino sugars such as 3-epi.daunosamine, acosamine, ristosamine and daunosamine which is the sugar moiety of daunomycin useful as an anti-cancer agent.Type: GrantFiled: April 4, 1984Date of Patent: February 26, 1985Assignee: Sagami Chemical Research CenterInventors: Tamejiro Hiyama, Kazuhiro Kobayashi
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Patent number: 4496755Abstract: A manufacturing method is described for the preparation of optically active 1-(6-methoxy-2-naphthyl)-2-(alkoxycarbonyl)amino-1-propanone, its derivatives and their halo analogs. The optically active 1-(6-methoxy-2-naphthyl)-2-(alkoxycarbonyl)amino-1-propanone, its derivatives and their halo analogs are useful intermediates in the preparation of 2-(6-methoxy-2-naphthyl)propionic acid, which is useful as pharmaceutical, e.g. antiinflammatory, analgesic and anti-pyretic agents.Type: GrantFiled: March 28, 1983Date of Patent: January 29, 1985Assignee: Sagami Chemical Research CenterInventors: Genichi Tsuchihashi, Shuichi Mitamura, Koji Kitajima, Kumi Kobayashi
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Patent number: 4490374Abstract: The synthesis of substituted quinazolinones is described. The novel quinazolinones are renal vasodilators and thereby increase renal blood flow, and are useful as cardiovascular agents.Type: GrantFiled: September 30, 1982Date of Patent: December 25, 1984Assignee: Ortho Pharmaceutical CorporationInventors: Victor T. Bandurco, Seymour D. Levine, Dennis M. Mulvey, Alfonso J. Tobia
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Patent number: 4490165Abstract: There are provided certain substituted phenylalkoxyphenylurea compounds, methods for the preparation thereof, and methods for the selective control of dicotyledonous and certain monocotyledonous plants in the presence of agronomic crops.Type: GrantFiled: September 14, 1981Date of Patent: December 25, 1984Assignee: American Cyanamid CompanyInventors: David M. Spatz, Barrington Cross
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Patent number: 4479002Abstract: Carbamate-carbamoyl fluoride compounds are useful intermediates for the production of insecticidal bis-carbamate compounds.Type: GrantFiled: December 1, 1975Date of Patent: October 23, 1984Assignee: Union Carbide CorporationInventor: Wei C. Liang
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Patent number: 4465502Abstract: Compounds of the formula: ##STR1## wherein X is halo; m and n are 0 or 1; R.sup.1 and R.sup.3 are hydrogen, alkyl or are joined to form a carbocyclic ring; R.sup.2 and R.sup.4 are hydrogen or alkyl;R.sup.5 and R.sup.6 are hydrogen, alkyl or alkoxyalkyl; R.sup.7 is hydrogen, halo, nitro, alkoxy or alkyl; and Y is oxygen or NR.sup.8 wherein R.sup.8 is hydrogen or alkyl, have herbicidal and growth-regulating activity, particularly against grassy weeds.Type: GrantFiled: September 7, 1982Date of Patent: August 14, 1984Assignee: Chevron Research CompanyInventor: John W. Kobzina
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Patent number: 4453966Abstract: Novel carbaminic acid phenyl esters of the general formula ##STR1## are described, in which R.sub.1 is C.sub.1 -C.sub.2 -alkoxy-C.sub.1 -C.sub.2 -alkyl, di-C.sub.1 -C.sub.2 -alkoxy-C.sub.1 -C.sub.2 -alkyl, cyano-C.sub.1 -C.sub.2 -alkyl, halogen-C.sub.1 -C.sub.2 -alkyl, phenyl-C.sub.1 -C.sub.2 -alkyl, 1,3-dioxolan-2-yl-methyl, 2-methyl-1,3-dioxolan-4-yl-methyl, 2,2-dimethyl-1,3-dioxolan-4-yl-methyl or aminocarbonylmethyl;R.sub.2 is phenyl optionally mono- or disubstituted by one or more substituents selected from the group consisting of halogen, methyl and methoxy; andR.sub.3 is C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.8 alkenyl, cyclopropyl or trichloromethyl, or R.sub.1 is methyl or ethyl, R.sub.2 is .alpha.-cyanobenzyl or 1-cyano-2-phenylethyl and R.sub.3 is ethyl.Type: GrantFiled: January 4, 1982Date of Patent: June 12, 1984Assignee: Schering AktiengesellschaftInventors: Gerhard Boroschewski, Ludwig Nusslein, Friedrich Arndt
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Patent number: 4448773Abstract: Compounds of the formula ##STR1## in which Ar is 2-alkyl-, -alkoxy- or -halo-methyl-phenyl or .alpha.-naphthyl, each of which is further substituted,R.sub.1 is 2-furyl, 2-tetrahydrofuryl, alkenyl, cyclopropyl, .beta.-alkoxyethyl, hydroxymethyl, triazolylmethyl, imidazolylmethyl, pyrazolylmethyl, alkylsulfinyl, alkylsulfonyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkenylthio, alkynylthio, alkylsulfinyloxy, dialkylaminosulfinyloxy, phosphoric or thiophosphoric esters or amides, or alkylcarbonyloxy,R.sub.7 is hydrogen or optionally-substituted methyl or ethyl, andR.sub.8 is alkyl optionally substituted by alkoxy,are microbicidally, in particular fungicidally, active. Preferred compounds are those in which Ar is 2-methylphenyl, 2-methoxyphenyl, 2-chlorophenyl or .alpha.-naphthyl, each of which is further substituted by azido, and each of R.sub.7 and R.sub.8 is methyl.Type: GrantFiled: April 22, 1982Date of Patent: May 15, 1984Assignee: Ciba-Geigy CorporationInventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
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Patent number: 4424370Abstract: The invention is directed to a cyclic acetal of N-acylglutamic acid-.gamma.-semialdehyde of the formula ##STR1## in which A is an unsubstituted alkylene group having 2 to 3 carbon atoms or such an alkylene group substituted by 1 to 2 methyl groups and R is a methyl, methoxy, phenyl, or benzyloxy group and to a method of producing a compound of formula (I) by reaction of a compound of the general formula ##STR2## in which A is as defined above, with hydrogen cyanide or a cyanide ion supplying compound, ammonia or an ammonium ion supplying compound and carbon dioxide or a carbonate ion supplying compound and basic hydrolysis of the reaction mixture obtained and reaction of the hydrolysis mixture with a suitable acylating compound and use of the compounds of formula (I) to produce .alpha.-N-acyltryptophane.Type: GrantFiled: November 10, 1981Date of Patent: January 3, 1984Assignee: Degussa AktiengesellschaftInventors: Axel Kleemann, Marc Samson
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Patent number: 4406686Abstract: Herbicide antidote compounds having the formula: ##STR1## in which X is halomethyl, wherein halo is selected from the group consisting of chlorine, bromine, and iodine and the methyl group is mono-, di-, or tri-substituted; andR.sub.1 is selected from the group consisting of lower alkyl having 1-4 carbon atoms, inclusive, and alkenyloxy having from 2-6 carbon atoms, inclusive, provided that, if R.sub.1 is alkyl the haloacetylaminomethyl moiety is attached to the ring at the 2-position.Type: GrantFiled: July 24, 1981Date of Patent: September 27, 1983Assignee: Stauffer Chemical CompanyInventor: Francis H. Walker
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Patent number: 4402729Abstract: This invention discloses compounds of the formula ##STR1## wherein X is halogen or trifluoromethyl; Y is selected from the group consisting of hydrogen, halogen, nitro and cyano; R.sup.1 is alkyl; R.sup.2 is selected from the group consisting of hydrogen, alkyl, alkenyl and alkynyl; and R.sup.3 is selected from the group consisting of alkyl and halogen; m is an integer from 0 to 3; and n is the integer 0 or 1 and further herbicidal compositions thereof.Type: GrantFiled: May 7, 1982Date of Patent: September 6, 1983Assignee: Velsicol Chemical CorporationInventor: Takeo Hokama
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Patent number: 4390710Abstract: Aromatic esters of carbamic acid derivatives, e.g., p-chlorophenyl-N-methyl carbamate, are prepared by reaction of the corresponding aromatic alcohol, e.g., p-chlorophenol, and monoisocyanate, e.g., methyl isocyanate, in the presence of a catalytic amount of a combination of a 4-aminopyridine catalyst, e.g., 4-dimethylaminopyridine, and pyridine or methyl substituted pyridines. The product is substantially pure, having less than 0.80 weight percent allophanate ester by-product, e.g., p-chlorophenyl-N,N'-dimethyl allophanate, and less than 0.50 weight percent unreacted aromatic alcohol, e.g., p-chlorophenol. The reaction is readily controlled and characterized by the substantial absence of reflux. The product can be retained in the liquid state at reaction temperature for extended periods of time without significantly increasing the level of allophanate ester by-product.Type: GrantFiled: October 19, 1981Date of Patent: June 28, 1983Assignee: PPG Industries, Inc.Inventor: James A. Manner
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Patent number: 4350824Abstract: A process for the preparation of a 1,1-dichloroalkene of the formula ##STR1## in which R.sup.1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain,comprising reacting a carbonyl compound of the formula ##STR2## with a trichloromethanephosphonic acid ester of the formula ##STR3## in which R.sup.3 each individually is an alkyl or phenyl radical, or the two radicals R.sup.3 together are alkanediyl,in the presence of at least an equimolar amount of a phosphorous acid triamide of the formulaP(NR.sup.4.sub.2).sub.3in whichR.sup.4 each independently is an alkyl radical, or the two radicals R.sup.4 together are alkanediyl.Advantageously,R.sup.1 is hydrogen,R.sup.2 a C.sub.2 to C.sub.Type: GrantFiled: February 23, 1981Date of Patent: September 21, 1982Assignee: Bayer AktiengesellschaftInventors: Hans-Jochem Riebel, Fritz Maurer, Uwe Priesnitz
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Patent number: 4344790Abstract: Novel carbaminic acid phenyl esters of the general formula ##STR1## are described, in which R.sub.1 is C.sub.1 -C.sub.2 -alkoxy-C.sub.1 -C.sub.2 -alkyl, di-C.sub.1 -C.sub.2 -alkoxy-C.sub.1 -C.sub.2 -alkyl, cyano-C.sub.1 -C.sub.2 -alkyl, halogen-C.sub.1 -C.sub.2 -alkyl, phenyl-C.sub.1 -C.sub.2 -alkyl, 1,3-dioxolan-2-yl-methyl, 2-methyl-1,3-dioxolan-4-yl-methyl, 2,2-dimethyl-1,3-dioxolan-4-yl-methyl or aminocarbonylmethyl;R.sub.2 is phenyl optionally mono- or disubstituted by one or more substituents selected from the group consisting of halogen, methyl and methoxy; andR.sub.3 is C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.8 alkenyl, cyclopropyl or trichloromethyl, or R.sub.1 is methyl or ethyl, R.sub.2 is .alpha.-cyanobenzyl or 1-cyano-2-phenylethyl and R.sub.3 is ethyl.Type: GrantFiled: October 23, 1979Date of Patent: August 17, 1982Assignee: Schering AGInventors: Gerhard Boroschewski, Ludwig Nusslein, Friedrich Arndt
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Patent number: 4335054Abstract: Compounds of the formula I ##STR1## in which p, m, Z, R, R' and Y are as defined in claim 1, can be obtained in a simple and economical manner by a novel process which comprises reacting a halide of the formula ##STR2## with the corresponding acrylic acid derivative, in the presence of a base and of certain palladium catalysts, such as palladium acetate. The compounds (I), and functional derivatives prepared therefrom, are useful for the preparation of photocrosslinkable polymers, which can in particular be employed as (so-called) photoresists.Type: GrantFiled: May 8, 1981Date of Patent: June 15, 1982Assignee: Ciba-Geigy CorporationInventors: Hans-Ulrich Blaser, Dieter Reinehr, Alwyn Spencer
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Patent number: 4335138Abstract: Novel carbamates derived from substituted cyclic .beta.-keto-alcohols, their preparation, and pharmaceutical formulations which contain these compounds and which may be used as hypnotics in the treatment of sleep disturbance and as sedatives.Type: GrantFiled: September 15, 1980Date of Patent: June 15, 1982Assignee: BASF AktiengesellschaftInventors: Walter-Wielant Wiersdorff, Karl-Heinz Geiss, Harald Weifenbach, Wolfgang Worstmann, Dieter Lenke, Rolf Kretzschmar
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Patent number: 4329293Abstract: An improved process is disclosed for sulfenylating carbamates in the presence of a solvent and acid acceptor, in which the reaction between a carbamate and a sulfenyl halide is conducted in the presence of a catalytic amount of a complex of a lower alkylamine and sulfur dioxide. Several methods for preparing and utilizing the complex in the reaction are disclosed and exemplified.Type: GrantFiled: October 31, 1980Date of Patent: May 11, 1982Assignee: FMC CorporationInventors: John W. Ager, Maurice J. C. Harding, Charles E. Hatch, III
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Patent number: 4329473Abstract: This invention relates to novel analogs of proline terminal tripeptides and related compounds and is typified by ##STR1## The compounds are potent inhibitors of angiotensin converting enzyme and as such are useful as antihypertensive agents.Type: GrantFiled: December 24, 1980Date of Patent: May 11, 1982Inventors: Ronald G. Almquist, Joseph I. De Graw