Carbamic Acid Patents (Class 560/148)
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Patent number: 4578506Abstract: The title compounds, having the formula (RO.sub.2 CNHCH.sub.2).sub.3 PY where Y=oxygen or sulfur, are prepared by reacting a tetrakis(N-carbalkoxylaminomethyl)phosphonium salt having the formula (RO.sub.2 CNHCH.sub.2).sub.4 P.sup.+ X.sup.- with ammonia or a primary or secondary amine, followed by an oxidizing or sulfurizing agent. The products, after methylolation with formaldehyde, are useful as finishing agents for imparting flame retardant properties to cotton fabrics.Type: GrantFiled: March 8, 1982Date of Patent: March 25, 1986Assignee: The United States of America as represented by the Secretary of AgricultureInventor: Arlen W. Frank
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Patent number: 4571430Abstract: Novel homocysteine thiolactone bifunctional chelating agents useful for chelating radionuclides to produce a radiodiagnostic agent for use in vivo imaging and a method for producing this chelating agent.Type: GrantFiled: November 28, 1983Date of Patent: February 18, 1986Assignee: Medi-Physics, Inc.Inventors: Edmund F. Byrne, Glen L. Tolman
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Patent number: 4556483Abstract: New and improved collector compositions for use in froth flotation processes for the beneficiation of mineral values from base metal sulfide ores are disclosed. The collector compositions comprise at least one hydrocarboxycarbonyl thiourea compound selected from compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen or R.sup.2 ; R.sup.2 is selected from saturated and unsaturated hydrocarbyl radicals, hydrocarboxy radicals and aromatic radicals; and R.sup.3 is selected from saturated and unsaturated hydrocarbyl radicals, alkyl polyether radicals and aromatic radicals, said R.sup.2 and R.sup.3 radicals, optionally, and independently, being substituted by polar groups selected from halogen, nitrile and nitro groups. The use of the hydrocarboxycarbonyl thiourea collectors provides excellent metallurgical recoveries of sulfide mineral values in froth flotation processes conducted over a very broad range of pH including acid, neutral and mildly alkaline pH.Type: GrantFiled: August 17, 1984Date of Patent: December 3, 1985Assignee: American Cyanamid CompanyInventors: Yun-Lung Fu, Samuel S. Wang
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Patent number: 4551472Abstract: Unsymmetrical N-substituted bis-carbamoyl sulfide compounds exhibit exceptional broad spectrum pesticidal activity coupled with extremely low mammalian toxicity and phytotoxicity.Type: GrantFiled: January 9, 1984Date of Patent: November 5, 1985Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4535167Abstract: Chiral N-protected, N-substituted .alpha.-amino acids are described. These compounds are prepared by condensation of an N-protected .alpha.-amino acid with an aldehyde followed by the selective reductive cleavage of an oxazolidinone intermediate.Type: GrantFiled: May 23, 1983Date of Patent: August 13, 1985Assignee: Merck & Co. Inc.Inventor: Roger M. Freidinger
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Patent number: 4500726Abstract: Poly(oxyalkylene) glycols and polymer-supported poly(oxyalkylene) alcohols are employed as phase-transfer reagents in blocking primary amino functionality of alkali metal salts of amino acids with a benzyloxycarbonyl group.Type: GrantFiled: May 23, 1984Date of Patent: February 19, 1985Assignee: PPG Industries, Inc.Inventor: James A. Krogh
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Patent number: 4484001Abstract: Crown ethers and silacrown ethers are employed as phase-transfer reagents in blocking primary amino functionality of alkali metal salts of amino acids with a benzyloxycarbonyl group.Type: GrantFiled: November 18, 1983Date of Patent: November 20, 1984Assignee: PPG Industries, Inc.Inventor: James A. Krogh
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Patent number: 4482737Abstract: N-substituted N-isocyanatocarbonyl-carbamates, some of which are new, of the general formula ##STR1## are prepared by reacting an N-substituted carbamic acid ester of the general formulaR--NH--COOR.sup.1 (II)with chlorocarbonyl isocyanate of the formulaCl--CO--NCO (III)in a diluent, at a temperature between 50.degree. and 200.degree. C. The compounds (I) can be used as intermediate products for the preparation of new pest-combating agents.Type: GrantFiled: November 3, 1982Date of Patent: November 13, 1984Assignee: Bayer AktiengesellschaftInventors: Engelbert Kuhle, Hermann Hagemann
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Patent number: 4480110Abstract: A process for the preparation of N,O-disubstituted urethanes. A substituted urea, an alcohol and a compound taken from the group consisting of N-unsubstituted urethanes, urea, polyurets and mixtures thereof at a temperature of 120.degree.-350.degree. C. The urethanes prepared by this process are particularly suitable for the preparation of isocyanates.Type: GrantFiled: January 9, 1984Date of Patent: October 30, 1984Assignee: Bayer AktiengesellschaftInventors: Peter Heitk/a/ mper, Rudolf Fauss, Kurt Findeisen, Stefan Penninger, Hans-Joachim Scholl
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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: 4474806Abstract: Sulfonyl or carbonyl derivatives of inositols are found to be effective phospholipase C inhibitors and thereby potent anti-inflammatory and analgesic agents. These inositol derivatives are prepared by condensation of a protected inositol with a substituted sulfonic or carboxylic acid derivative followed by removal of protecting groups.Type: GrantFiled: May 10, 1982Date of Patent: October 2, 1984Assignee: Merck & Co., Inc.Inventors: Thomas R. Beattie, Shu S. Yang
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Patent number: 4474808Abstract: N-Sulphenylated biuret-N"-carboxylic acid esters of the general formula ##STR1## in which R.sup.1 and R.sup.2 can be identical or different and represent an optionally substituted aliphatic, cycloaliphatic, aromatic or araliphatic radical,R.sup.3 represents a hydrogen atom or an optionally substituted aliphatic, cycloaliphatic, araliphatic or aromatic radical andR.sup.4 represents a trihalogenomethyl radical,are obtained by the reaction of an acyl isocyanate of the general formula ##STR2## with a sulphenamide of the general formula ##STR3## if appropriate in the presence of a diluent. The compounds of the formula (I) are new. They can be used as pest-combating agents which are microbicides, especially fungicides or bactericides.Type: GrantFiled: November 3, 1982Date of Patent: October 2, 1984Assignee: Bayer AktiengesellschaftInventors: Engelbert Kuhle, Paul Reinecke, Karl-Heinz Kuck
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Patent number: 4460601Abstract: Dipeptides are claimed which consist of a mercaptoalkanoic acid and a derivative of said acid, namely an S-alkyl-, aralkyl-, aryl-, acyl- or aroyl derivative with methionine, a methionine ester or a methionine amide, as well as their salts with metallic cations and organic bases. These compounds have the property of protecting the liver against intoxications and have sedative and hypnotic properties.Type: GrantFiled: December 21, 1982Date of Patent: July 17, 1984Assignee: Maggioni Farmaceutici, S.p.A.Inventors: Giampaolo Picciola, Franco Ravenna, Mario Riva
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Patent number: 4454336Abstract: This disclosure describes a novel process for the synthesis of 5-mercapto-1,2,3-thiadiazoles which are useful as intermediates in the preparation of antibacterial agents.Type: GrantFiled: September 27, 1982Date of Patent: June 12, 1984Assignee: American Cyanamid CompanyInventors: William V. Curran, Martin L. Sassiver, James H. Boothe
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Patent number: 4394519Abstract: Process for the preparation of peptides including higher polypeptides utilizing indenylmethoxycarbonyl blocking groups and products produced thereby.Type: GrantFiled: January 19, 1982Date of Patent: July 19, 1983Assignee: Research CorporationInventors: Louis A. Carpino, Beri Cohen
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Patent number: 4394383Abstract: A novel class of chemical compounds useful as pesticides consists of N-alkoxysulfenylcarbamate esters. The preparation of these compounds, their physical properties, formulations, and use to control both household insects and crop pests are exemplified.Type: GrantFiled: September 28, 1981Date of Patent: July 19, 1983Assignee: Regents of the University of CaliforniaInventors: Mitsuyasu Kawata, Noriharu Umetsu, Tetsuo R. Fukuto
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Patent number: 4374248Abstract: Histamine H.sub.2 -antagonists of the formula ##STR1## wherein p is 1 or 2; R.sup.1 is hydroxy, amino, substituted amino or a 5- to 9-membered fully saturated nitrogen-containing heterocyclic ring attached via its nitrogen atom; m is an integer of from 0 to 2; n is an integer of from 2 to 4; Z is sulfur, oxygen or methylene; and A is an optionally substituted phenyl, imidazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, triazolyl, thiadiazolyl, oxadiazolyl, furyl, thienyl or pyridyl ring; and nontoxic pharmaceutically acceptable salts, hydrates, solvates or N-oxides thereof are novel anit-ulcer agents. Intermediates and processes for their preparation are disclosed.Type: GrantFiled: June 23, 1981Date of Patent: February 15, 1983Assignee: Bristol-Myers CompanyInventors: Ronnie R. Crenshaw, Aldo A. Algieri
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Patent number: 4364959Abstract: Compounds of the formula I ##STR1## wherein R.sub.1 is methyl or ethyl,R.sub.2 is C.sub.1 -C.sub.8 -alkyl or C.sub.3 -C.sub.8 -cycloalkyl andR.sub.3 is hydrogen, C.sub.1 -C.sub.6 -alkoxy or cyclopropylpossess valuable pesticidal, in particular insecticidal, properties.Type: GrantFiled: June 20, 1978Date of Patent: December 21, 1982Assignee: Ciba-Geigy CorporationInventors: Jozef Drabek, Manfred Boger
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Patent number: 4359467Abstract: Prostanoic acid derivatives of the formula ##STR1## wherein R.sub.1 is an acid, ester, amide or hydroxyalkylene group; R.sub.2 and R.sub.3 are H or alkyl; R.sub.4 and R.sub.5 are both CH.sub.3 or one is Cl and the other is CH.sub.3 ; A is CH.sub.2 CH.sub.2 or --CH.dbd.CH; B is CH.sub.2 CH.sub.2, trans- ##STR2## W is free or functionally modified hydroxyalkylene or carbonyl; Z is free or functionally modified hydroxymethylene or carbonyl; X Y is either ##STR3## or, when Z is free or functionally modified hydroxymethylene, ##STR4## or, when Z is free or functionally modified carbonyl, --CH.dbd.CH--, R.sub.12 being H, CH.sub.3, CN or free or functionally modified hydroxy; and physiologically acceptable salts thereof when R.sub.1 is an acid group, possess pharmacological activity, including abortion triggering activity.Type: GrantFiled: April 22, 1981Date of Patent: November 16, 1982Assignee: Schering AktiengesellschaftInventors: Helmut Vorbruggen, Norbert Schwarz, Olaf Loge, Walter Elger
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Patent number: 4344883Abstract: N-chlorosulfinylcarbamate esters are produced by the reaction of thionyl chloride with carbamate esters having one unsubstituted hydrogen on the carbamate nitrogen atom, preferably in the presence of a hydrogen chloride acceptor. The resulting N-chlorosulfinylcarbamate esters are useful intermediates in the preparation of pesticides having relatively low mammalian toxicity.Type: GrantFiled: October 6, 1980Date of Patent: August 17, 1982Assignee: The Regents of the University of CaliforniaInventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
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Patent number: 4336402Abstract: A process for the preparation of N-alkyl-monosubstituted carbamic acid esters by reacting an unsubstituted carbamic acid ester and an aliphatic primary amine at a suitable pressure and reaction temperature in the presence of a monohydric aliphatic alcohol and preferably in the presence of a strongly basic tertiary amine as catalyst. Optionally an inert co-solvent in addition to the alcohol may be employed.Type: GrantFiled: July 30, 1980Date of Patent: June 22, 1982Assignee: Atlantic Richfield CompanyInventors: Samuel J. Falcone, John J. McCoy
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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: 4329481Abstract: Disclosed is 2 and a process for its preparation: ##STR1## It is useful in the synthesis of N-formimidoyl thienamycin; R.sup.2 is hydrogen or a protecting group.Type: GrantFiled: April 17, 1981Date of Patent: May 11, 1982Assignee: Merck & Co., Inc.Inventors: Thomas M. H. Liu, Robert A. Reamer, Ichiro Shinkai, Meyer Sletzinger
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Patent number: 4327034Abstract: Sulfamic acid halides and processes for the preparation of sulfamic acid halides by reaction of monosubstituted sulfamic acid halides with halogen compounds in the presence of specific amounts of a basic compound and in the presence of an organic solvent, if desired with subsequent treatment with water at a pH of at most 7. The compounds obtainable by the process of the invention, some of which are new, are valuable starting materials for the preparation of crop protection agents, dyes and drugs.Type: GrantFiled: June 25, 1979Date of Patent: April 27, 1982Assignee: BASF AktiengesellschaftInventors: Gerhard Hamprecht, Adolf Parg, Karl-Heinz Koenig
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Patent number: 4316910Abstract: Substituted 2-carbamoyloximino-butanes of the formula ##STR1## in which R is alkyl or alkylthioalkyl,R.sup.1 is alkyl, alkoxyalkyl, alkenyl or alkynyl,R.sup.2 is hydrogen, alkyl or --SR.sup.3,R.sup.3 is alkyl, halogenoalkyl, optionally substituted phenyl, alkoxycarbonyl, --N(CH.sub.3)R.sup.4, or a radical identical to that to which --SR.sup.3 is bonded,R.sup.4 is alkyl, alkoxycarbonyl or optionally substituted phenylsulphonyl,X is hydrogen or halogen,Y is hydrogen or halogen,Z is halogen, andn is 0, 1 or 2,which possess arthropodicidal activity.Type: GrantFiled: August 11, 1980Date of Patent: February 23, 1982Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Bernhard Homeyer, Ingeborg Hammann, Hans-Ludwig Elbe
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Patent number: 4315026Abstract: A novel class of chemical compounds useful as pesticides consists of alkylpolyoxysulfinyl and alkylpolythiosulfinyl derivatives of carbamate esters. The preparation of these compounds and their formulation to control insects are exemplified.Type: GrantFiled: April 11, 1980Date of Patent: February 9, 1982Assignee: The Regents of the University of CaliforniaInventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto, Teruomi Jojima
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Patent number: 4308274Abstract: A novel class of chemical compounds useful as pesticides consists of N-alkylsulfonyl-, N-arylsulfonyl-, and N-aminosulfonylaminosulfinylcarbamate esters. The preparation of these compounds and their formulation to control insects are exemplified.Type: GrantFiled: April 2, 1979Date of Patent: December 29, 1981Assignee: The Regents of the University of CaliforniaInventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
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Patent number: 4303669Abstract: Novel hybrid 1,3-dione-carbamate compounds which exhibit utility as insecticides and acaricides. Also included are insecticidal and acaricidal compositions containing these compounds and a method of controlling insects and acarids.Type: GrantFiled: March 25, 1980Date of Patent: December 1, 1981Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4299974Abstract: Disclosed is a process for preparing N-protected 2-aminoethanethiol which proceeds via the silyl covered sulfur intermediate: ##STR1## wherein R.sup.1 is triorganosilyl and R.sup.2 is a readily removable N-protecting group.Type: GrantFiled: June 16, 1980Date of Patent: November 10, 1981Assignee: Merck & Co., Inc.Inventors: Thomas M. H. Liu, Ichiro Shinkai, Meyer Sletzinger
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Patent number: 4293501Abstract: The present invention relates to sodium, thallium, silver or lithium salts of the compoundHS--CH=CHNHC(O).sub.n R.sub.6wherein n is 1 or 2, R.sub.6 is alkyl, phenyl or substituted phenyl. The salts are useful as reagents for the preparation of sulfur containing Clavulanic acid derivatives.Type: GrantFiled: December 14, 1979Date of Patent: October 6, 1981Assignee: Beecham Group LimitedInventors: Roger J. Ponsford, Andrew J. G. Baxter, Robert Southgate
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Patent number: 4292436Abstract: Disclosed is 2 and a process for its preparation: ##STR1## It is useful in the synthesis of N-formimidoyl thienamycin; R.sup.2 is hydrogen or a protecting group.Type: GrantFiled: June 25, 1980Date of Patent: September 29, 1981Assignee: Merck & Co., Inc.Inventors: Thomas M. H. Liu, Robert A. Reamer, Ichiro Shinkai, Meyer Sletzinger
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Patent number: 4281121Abstract: 1,3,4-thiadiazole-2-carboxylic acid derivatives of the formula ##STR1## wherein R is C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkinyl or C.sub.3 -C.sub.6 -cycloalkyl,R.sub.1 is C.sub.1 -C.sub.6 -alkoxycarbonyl, aminocarbonyl, C.sub.1 -C.sub.8 -alkylaminocarbonyl, C.sub.3 -C.sub.6 -cycloalkylaminocarbonyl, di-C.sub.1 -C.sub.8 alkylaminocarbonyl, cyclohexylmethylaminocarbonyl, alkoxyalkylaminocarbonyl, morpholinocarbonyl, pyrrolidinocarbonyl, piperidinocarbonyl or cyano,and n is 0.1 or 2.The compounds wherein n is 1 or 2 have both a high fungicidal and nematocidal activity. The compounds in which n is 0 are the starting products or intermediate products in making the compound in which a sulfonyl or sulfinyl group is present (n=1 or 2) but have also nematocidal properties of their own. All compounds of the invention avoid the undesirable environmental properties and other shortcomings of the prior art products, particularly those of the broadly used mercury compounds.Type: GrantFiled: December 6, 1979Date of Patent: July 28, 1981Assignee: Schering AktiengesellschaftInventors: Ludwig Nusslein, Dietrich Baumert, Ernst A. Pieroh
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Patent number: 4273709Abstract: Disclosed is a process for the total synthesis of thienamycin from 4-allylazetidinone (IIIa) via ##STR1## L-aspartic acid (III): ##STR2## R.dbd.H, blocking group or salt cation.Type: GrantFiled: July 23, 1979Date of Patent: June 16, 1981Assignee: Merck & Co., Inc.Inventors: Burton G. Christensen, Ronald W. Ratcliffe, Thomas N. Salzmann
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Patent number: 4266070Abstract: A process for the production of urethanes is provided in which an organic primary or secondary amine is contacted, in the substantial absence of reactive oxygen, with a source of carbon monoxide and an organic compound containing at least one hydroxyl group in the presence of a catalyst comprising a member selected from the group consisting of carbonyls of Co, Mo, Ti, Rh, Fe, Ni and mixtures thereof. Urethane yields and selectivities are further improved by conducting the reaction in the additional presence of an organic compound containing at least one C.dbd.N or C.dbd.C group. When such unsaturated organic compounds are employed, the catalyst can additionally comprise iridium carbonyl.Type: GrantFiled: May 25, 1979Date of Patent: May 5, 1981Assignee: Halcon Research and Development Corp.Inventor: David Moy
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Patent number: 4262015Abstract: A novel class of chemical compounds useful as pesticides consists of N-alkylthio- and N-arylthiosulfinylcarbamate esters. The preparation of these compounds and their formulation to control insects are exemplified.Type: GrantFiled: March 7, 1979Date of Patent: April 14, 1981Assignee: The Regents of the University of CaliforniaInventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
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Patent number: 4261897Abstract: N-chlorosulfinylcarbamate esters are produced by the reaction of thionyl chloride with carbamate esters having one unsubstituted hydrogen on the carbamate nitrogen atom, preferably in the presence of a hydrogen chloride acceptor. The resulting N-chlorosulfinylcarbamate esters are useful intermediates in the preparation of pesticides having relatively low mammalian toxicity.Type: GrantFiled: March 7, 1979Date of Patent: April 14, 1981Assignee: The Regents of the University of CaliforniaInventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
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Patent number: 4260781Abstract: A process for the production of carbamates is provided in which an organic primary or secondary amine is contacted, in the substantial absence of reactive oxygen, with a source of carbon monoxide, an organic compound containing at least one hydroxyl group, and a metal reactant comprising at least one member selected from the group consisting of compounds and complexes of Group VIII of the Periodic Table.Type: GrantFiled: May 25, 1979Date of Patent: April 7, 1981Assignee: Halcon Research and Development Corp.Inventor: Robert J. Harvey
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Patent number: 4249017Abstract: The title compounds, having the formula (RO.sub.2 CNHCH.sub.2).sub.3 PY where Y=oxygen or sulfur, are prepared by reacting a tris(N-carbalkoxylaminomethyl)phosphine, having the formula (RO.sub.2 CNHCH.sub.2).sub.3 P, with an oxidizing or sulfurizing agent. The products, after methylolation with formaldehyde, are useful as finishing agents for imparting flame retardant properties to cotton fabrics.Type: GrantFiled: November 29, 1978Date of Patent: February 3, 1981Assignee: The United States of America as represented by the Secretary of AgricultureInventor: Arlen W. Frank
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Patent number: 4242520Abstract: A process for the production of carbamates is provided which comprises contacting an organic primary or secondary amine with a source of carbon monoxide, an organic compound containing at least one hydroxyl group and a source of sulfur, selenium or tellurium, in the presence of a catalyst for the reaction and in the presence of at least one member selected from the group consisting of disulfides of the formulaR.sup.1 --S--S--R.sup.2wherein R.sup.1 and R.sup.2 comprise members selected from the group consisting of alkyl, aryl, cycloalkyl, alkaryl, aralkyl, heterocyclic, alkenyl, alkynyl, alkanoyl, aranoyl, halogenated derivatives of the foregoing groups, and derivatives of the foregoing groups in which one or more carbon atoms is replaced by an oxygen atom.Type: GrantFiled: January 29, 1979Date of Patent: December 30, 1980Assignee: Halcon Research & Development CorporationInventor: David Moy
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Patent number: 4234580Abstract: Carbamate thiosulfenylcarbamoyl fluoride compounds are insecticidal and miticidal compounds and are also useful intermediates in the preparation of pesticidally active bis-carbamate disulfide compounds.Type: GrantFiled: March 28, 1977Date of Patent: November 18, 1980Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4209632Abstract: Sulfonyl carbazates containing at least one group of:--SO.sub.2 --NHNH--COO--wherein the oxygen and the sulfur atoms attach to various organic groups are useful as high temperature blowing agents for gas-expandable polymers. Additionally, novel polyfunctional and secondary-alkyl substituted sulfonyl carbazates have been discovered.Type: GrantFiled: December 30, 1977Date of Patent: June 24, 1980Assignee: Uniroyal, Inc.Inventor: Byron A. Hunter
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Patent number: 4204072Abstract: The title compounds, having the formula (RO.sub.2 CNHCH.sub.2).sub.3 P, are prepared by reacting a quaternary phosphonium salt, having the formula (RO.sub.2 CNHCH.sub.2).sub.4 P.sup.+ X.sup.-, with a base, preferably one that is capable of reacting with and thereby inactivating the by-product formaldehyde or formaldehyde derivative. The products are useful as intermediates for the preparation of finishing agents that impart flame retardant properties to cotton fabrics.Type: GrantFiled: November 29, 1978Date of Patent: May 20, 1980Assignee: The United States of America as represented by the Secretary of AgricultureInventor: Arlen W. Frank
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Patent number: 4175200Abstract: N,N'-disubstituted sulfonyl hydrazine with the following structural formula are disclosed:R(SO.sub.2 NR.sup.1 NHR.sup.2).sub.nwherein the R.sup.1 and R.sup.2 groups are the same or different and are either --COOR.sup.3 or --CONHR.sup.4. These novel compounds are useful as high temperature blowing agents for gas-expandable polymers.Type: GrantFiled: April 21, 1977Date of Patent: November 20, 1979Assignee: Uniroyal, Inc.Inventors: Byron A. Hunter, Franklin H. Barrows
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Patent number: 4169894Abstract: Unsymmetrical N-substituted bis-carbamoyloxy disulfide compounds exhibit outstanding nematocidal, miticidal and insecticidal activity, coupled with substantially reduced mammalian toxicity and phytotoxicity as compared to known pesticidal compounds having a comparable spectrum of activity against insect, arachnid and nematode pests.Type: GrantFiled: March 28, 1977Date of Patent: October 2, 1979Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4166864Abstract: Unsymmetrical bis-arylcarbamate disulfide compounds exhibit outstanding miticidal and insecticidal activity, coupled with substantially reduced mammalian toxicity and phytotoxicity as compared to known pesticidal compounds having a comparable spectrum of activity against insect and mite pests.Type: GrantFiled: March 28, 1977Date of Patent: September 4, 1979Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4147878Abstract: Certain novel carbamates and thiolcarbamates are broad spectrum herbicides, which can be applied to the locus of undesired vegetation either preemergence or postemergence. Typical representatives of this class of compounds are methyl N-(N-cyclohexylcarbamoyl-N',N'-dimethyl-amidino)-N-methylcarbamate and methyl N-[1-(3-cyclohexyl-1-methylureido)-1-dimethylaminomethylene]carbamate.Type: GrantFiled: April 17, 1978Date of Patent: April 3, 1979Assignee: E. I. Du Pont de Nemours and CompanyInventor: Julius J. Fuchs
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Patent number: 4138422Abstract: Biologically active compositions are prepared by reacting an active hydrogen containing precursor with an isocyanate compound in the presence of solid particulate matter.Type: GrantFiled: July 24, 1974Date of Patent: February 6, 1979Assignee: Union Carbide CorporationInventors: John K. Chan, Erich Tobler, Herbert E. Johnson
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Patent number: 4135049Abstract: Sulfonyl carbazates containing at least one group of:--SO.sub.2 --NHNH--COO--wherein the oxygen and the sulfur atoms attach to various organic groups are useful as high temperature blowing agents for gas-expandable polymers. Additionally, novel polyfunctional and secondary-alkyl substituted sulfonyl carbazates have been discovered.Type: GrantFiled: November 19, 1976Date of Patent: January 16, 1979Assignee: Uniroyal, Inc.Inventor: Byron A. Hunter
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Patent number: 4134918Abstract: Novel halomethyl derivatives of amines of the following general structure: ##STR1## WHEREIN Y is FCH.sub.2 --, F.sub.2 CH-- or F.sub.3 C--; Z is .beta.-methylthioethyl, .beta.-benzylthioethyl, S-(5'-desoxyadenosin-5'-yl)-S-methylthioethyl, .gamma.-guanidinopropyl, or ##STR2## WHEREIN N IS 2 OR 3 AND R.sub.1 is hydrogen or lower alkyl of from 1 to 4 carbon atoms with the proviso that when R.sub.1 is other than hydrogen, n is 2; and each of R.sub.a and R.sub.b is hydrogen, alkylcarbonyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is straight or branched, alkoxycarbonyl wherein the alkoxy moiety has from 1 to 4 carbon atoms and is straight or branched, or ##STR3## wherein R.sub.2 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; with the provisos that when Z is .beta.-benzylthioethyl or S-(5'-desoxyadenosin-5'-yl)-S-methylthioethyl, R.sub.b is hydrogen, when Z is .beta.-methylthioethyl, Y is other than F.sub.Type: GrantFiled: September 6, 1977Date of Patent: January 16, 1979Assignee: Merrell Toraude et CompagnieInventors: Philippe Bey, Michel Jung