Oxy In Acid Moiety Patents (Class 560/29)
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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: 4501756Abstract: Use of a compound of the formula: ##STR1## wherein X and Y are, same or different, each a lower alkyl group, a lower alkoxy group or a halogen atom and R is a methyl group or an ethyl group as a fungicidal agent against plantpathogenic fungi, particularly their drug-resistant strains.Type: GrantFiled: October 28, 1981Date of Patent: February 26, 1985Assignee: Sumitomo Chemical Company, LimitedInventors: Toshiro Kato, Junya Takahashi, Katsuzo Kamoshita
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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: 4491671Abstract: The present invention relates to a process for the preparation of N-substituted imido-dicarboxylic acid diaryl ester compound of the formulaR.sup.1 --N(CO--OR.sup.2).sub.2 (I)whereinR.sup.1 is an optionally substituted aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radical; andR.sup.2 is an optionally substituted aryl radical, which are useful as intermediates for the production of known herbicides, which process comprises reacting a primary amine of the formulaR.sup.1 --NH.sub.2 (II)with a carbonic acid aryl ester halide of the formulaX--CO--OR.sup.2 (III)wherein X is a halogen atom, at a temperature between 100.degree. and 300.degree. C.Type: GrantFiled: June 10, 1982Date of Patent: January 1, 1985Assignee: Bayer AktiengesellschaftInventors: Karlfried Dickore, Engelbert Kuhle
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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: 4487952Abstract: Process for the preparation of esters of carbamic acids by carbonylation of aromatic nitrocompounds, with carbon monoxide, in the presence of alcohols and of catalyst consisting of metallic selenides.Type: GrantFiled: February 3, 1983Date of Patent: December 11, 1984Assignee: Anic S.p.A.Inventor: Villiam Giroldini
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Patent number: 4486447Abstract: Bis-sulfenylated bis-carbamate compounds exhibit activity against insect and mite pests.Type: GrantFiled: June 24, 1983Date of Patent: December 4, 1984Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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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: 4482546Abstract: Use of an N-phenylcarbamate of the formula: ##STR1## as a fungicidal agent against phytophatogenic fungi, particularly strains which are resistant to benzimidazole thiophanate fungicides and/or cyclic imide fungicides.Type: GrantFiled: April 12, 1982Date of Patent: November 13, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Junya Takahashi, Toshiro Kato, Katsuzo Kamoshita
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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: 4469882Abstract: A process for producing aromatic carbamates in high yield is described, which comprises reacting aromatic nitro compounds, organic compounds containing a hydroxy group, and carbon monoxide in the presence of a catalyst comprising: (1) a platinum group metal or its compound, (2) metallic vanadium or its compound, (3) metallic iron or its compound, (4) a halogen atom, and (5) a tertiary amine, wherein the amount of each component used and the composition are adjusted within specific ranges.Type: GrantFiled: June 23, 1982Date of Patent: September 4, 1984Assignee: Mitsubishi Chemical Industries LimitedInventors: Tsutomu Takeuchi, Mineo Nishi, Toshio Irie, Hirotaka Ryuto
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Patent number: 4467101Abstract: Acylamido-3-cephem-4-carboxylic acid compounds of the formula ##STR1## in which the index n represents an integer of from 1 to 4,the index m represents 0 or 1,X represents oxygen, sulphur or an --NH-- group,W represents a --CO--, --CO--NHSO.sub.2 -- or --SO.sub.2 NH--CO-- group, orX-W together represent a --CO-- or --CO--NHSO.sub.2 -- group,A represents optionally substituted phenylene, thienylene or furylene,Y represents hydrogen, hydroxyl, formyloxy, amino or sulpho optionally present in salt form, andZ represents hydrogen, orY and Z together represent an oxo group or an .dbd.N--O--R.degree. group in which R.degree. represents hydrogen or optionally substituted lower alkyl,R.sub.1 represents hydrogen, lower alkyl, lower alkoxy, halogen or a group of the formula --CH.sub.2 --R.sub.2 in which R.sub.2 is a free, esterified or etherified hydroxy or mercapto group or a quaternary ammonium group, andR.sub.Type: GrantFiled: September 20, 1982Date of Patent: August 21, 1984Assignee: Ciba-Geigy CorporationInventors: Karoly Kocsis, Peter Schneider, Bruno Fechtig, Riccardo Scartazzini
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Patent number: 4467106Abstract: A process for making polyether/polyester glycols and the products formed thereby. Polyether/polyester glycols having a molecular weight of about 200 to 2,200 are formed by heating any of various glycols at about 150.degree. to 250.degree. C. under carbon monoxide pressure in the presence of a halide promoter. Preferably, iodide or bromide and a transition metal-containing catalyst are used to produce polyether/polyester glycols having a molecular weight in the range of 900 to 1,200.Type: GrantFiled: April 15, 1982Date of Patent: August 21, 1984Assignee: Ethyl CorporationInventors: Sundar J. Rajan, Edmund F. Perozzi
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Patent number: 4457872Abstract: A novel 2-hydroxyoxanilic acid derivative shown by the following formula ##STR1## or a salt thereof. This compound possesses an immunoregulatory action and is useful as an antiallergic agent, an antiasthmatic, an antirheumatic, a carcinostatic agent, a therapeutic agent for autoimmune disease, and a suppressant of rejection at the tissue transplantation and skin graft.Type: GrantFiled: September 9, 1982Date of Patent: July 3, 1984Assignee: Yamanouchi Pharmaceutical Co.Inventors: Kiyoshi Murase, Toshiyasu Mase, Hideki Arima, Kenichi Tomioka, Yoso Numasaki
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Patent number: 4451406Abstract: Novel N-substituted imido-dicarboxylic acid diaryl ester compounds of the general formula ##STR1## in which R.sup.1 represents an optionally substituted aliphatic, cycloaliphatic, araliphatic, aromatic, heterocyclic radical andR.sup.2 and R.sup.3 can be identical or different and represent an optionally substituted aryl radical,and a process for their preparation characterized in that a carbamic acid aryl ester of the general formula:R.sup.1 --NH--CO--OR.sup.2 (II)in which R.sup.1 and R.sup.2 have the abovementioned meanings, is reacted with a carbonic acid aryl ester halide of the general formulaX--CO--OR.sup.3 (III)in whichR.sup.3 has the abovementioned meaning andX represents a halogen atom, optionally in the presence of a diluent, optionally at a temperature between 100.degree. and 300.degree. C.The new compounds (I) can be used as intermediate products for the preparation of known herbicidal active compounds from the 1,3,5-triazine,2,4-(1H,3H)-dione series.Type: GrantFiled: August 5, 1983Date of Patent: May 29, 1984Assignee: Bayer AktiengesellschaftInventors: Karlfried Dickore, Engelbert Kuhle
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Patent number: 4451663Abstract: New bronchospasmolytically active compounds exhibiting long duration of action and reduced undesired side effects of the structural formula ##STR1## and therapeutically acceptable salts thereof, in which formula R is selected from the group consisting of --C(CH.sub.3).sub.3, ##STR2## R.sup.1 is selected from the group consisting of H and R.sup.2, R.sup.2 represents the radical of the formula ##STR3## wherein R.sup.3 is selected from the group consisting of(a) H(b) alkyl groups containing 1-3 carbon atoms ##STR4## wherein R.sup.5 is selected from the group consisting of(a) OH(b) alkoxy groups containing 1-3 carbon atoms and whereinR.sup.4 is selected from the group consisting of(a) H(b) alkyl groups containing 1-3 carbon atoms, with the proviso that R.sup.3 and R.sup.4 are combined as follows:______________________________________ when R.sup.3 is then R.sup.Type: GrantFiled: July 6, 1982Date of Patent: May 29, 1984Assignee: Aktiebolaget DracoInventors: O. A. Torsten Olsson, Leif A. Svensson, Kjell I. L. Wetterlin
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Patent number: 4447635Abstract: Novel N-substituted imido-dicarboxylic acid diaryl ester compounds of the general formula ##STR1## in which R.sup.1 represents an optionally substituted aliphatic, cycloaliphatic, araliphatic, aromatic, heterocyclic radical andR.sup.2 and R.sup.3 can be identical or different and represent an optionally substituted aryl radical, and a process for their preparation characterized in that a carbamic acid aryl ester of the general formulaR.sup.1 --NH--CO--OR.sup.2 (II)in which R.sup.1 and R.sup.2 have the abovementioned meanings, is reacted with a carbonic acid aryl ester halide of the general formulaX--CO--OR.sup.3 (III)in whichR.sup.3 has the abovementioned meaning andX represents a halogen atom, optionally in the presence of a diluent, optionally at a temperature between 100.degree. and 300.degree. C.The new compounds (I) can be used as intermediate products for the preparation of known herbicidal active compounds from the 1,3,5-triazine,2,4-(1H,3H)-dione series.Type: GrantFiled: June 30, 1982Date of Patent: May 8, 1984Assignee: Bayer AktiengesellschaftInventors: Karlfried Dickore, Engelbert Kuhle
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Patent number: 4443593Abstract: Waste or surplus polycarbonates are salvaged by reacting them with a hydroxy amine in an amount sufficient to cleave about 85% or more of the carbonate groups, thereby converting the polymer to a mixture of dihydroxy monomers--including novel dihydroxy carbamates--which may be converted to useful polymers by reaction with other difunctional monomers having at least one hydroxy-reactive functional group per molecule.Type: GrantFiled: June 25, 1982Date of Patent: April 17, 1984Assignee: The Dow Chemical CompanyInventor: Guy R. Collins
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Patent number: 4443473Abstract: A compound, or pharmaceutically acceptable salt thereof, having the formula: ##STR1## wherein X is O or S; wherein R is C.sub.3 -C.sub.12 alkyl or aralkyl, branched or unbranched, aryl or haloaryl, C.sub.3 -C.sub.22 alkenyl, branched or unbranched, or benzyl; wherein R.sub.1 is H, OH or OCH.sub.3, and R.sub.2 is H or OH, at least one of R.sub.1 and R.sub.2 being OH or OCH.sub.3. These carbamates have analgesic and anti-irritant activity when administered to humans and lower animals.Type: GrantFiled: June 3, 1982Date of Patent: April 17, 1984Assignee: The Procter & Gamble CompanyInventors: Brian L. Buckwalter, Thomas R. LaHann
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Patent number: 4441915Abstract: A composition containing at least one compound of the formula ##STR1## in which R is alkyl, alkenyl, alkinyl, halogenoalkyl or alkoxyalkyl,R.sub.1 is alkoxyalkyl or dialkoxyalkyl,R.sub.2 is alkyl or alkoxy, andx is oxygen or sulfur andn is 0, 1, 2 or 3.The compounds have a strong herbicidal effect against various weeds together with a broad selectivity in regard to agricultural plants, particularly potatoes, cotton, peanuts, carrots and rice.Type: GrantFiled: July 15, 1981Date of Patent: April 10, 1984Assignee: Schering AktiengesellschaftInventors: Friedrich Arndt, Gerhard Boroschewski
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Patent number: 4439616Abstract: Production of tertiary aralkyl isocyanates, such as tetramethyl xylylene diisocyanates, by thermal cracking of corresponding urethanes formed by addition of corresponding olefins and carbamic acid esters at moderate temperatures and in the presence of acid catalyst.Type: GrantFiled: July 22, 1982Date of Patent: March 27, 1984Assignee: American Cyanamid CompanyInventors: Balwant Singh, Laurence W. Chang, Peter S. Forgione
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Patent number: 4438270Abstract: Novel halomethyl derivatives of .alpha.-amino acids of the following general structure: wherein Y is ClCH.sub.2, F.sub.2 CH--, F.sub.3 C--, ClCH.sub.2 --, Cl.sub.2 CH--; Z is .beta.-methylthioethyl, .beta.-thioethyl, .beta.-benzylthioethyl; S-(5'-desoxyadenosin-5'-yl)-S-methylthioethyl, .gamma.-guanidinopropyl, R.sub.a HN(CH.sub.2).sub.n -- wherein n is the integer 3 or 4 or ##STR1## wherein Y.sub.2 is F.sub.2 CH--, or F.sub.3 C--; each of R.sub.a and R.sub.b can be the same or different and 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 ##STR2## wherein R.sub.2 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or .rho.-hydroxybenzyl; R.sub.1 is hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, --NR.sub.4 R.sub.5 wherein each of R.sub.4 and R.sub.Type: GrantFiled: June 25, 1982Date of Patent: March 20, 1984Assignee: Merrell Toraude et CompagnieInventors: Philippe Bey, Michel Jung
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Process for the preparation of N,O-disubstituted urethanes useful for the preparation of isocyanates
Patent number: 4430505Abstract: A process for the preparation of N,O-disubstituted urethanes. Urea or polyurets, primary amines and alcohols are reacted at 120.degree.-350.degree. C. in the presence of N-substituted urethanes and/or N-mono- or N,N'-disubstituted ureas or polyureas. In a preferred embodiment, the reactants further include catalysts known to be useful in esterification of carboxylic acids. The urethanes produced in accordance with this process are particularly useful as starting materials for preparation of isocyanates.Type: GrantFiled: October 15, 1980Date of Patent: February 7, 1984Assignee: Bayer AktiengesellschaftInventors: Peter Heitkamper, Klaus Konig, Kurt Findeisen, Rudolf Fauss, Rudolf Sundermann -
Patent number: 4430262Abstract: Isocyanates and derivatives thereof are prepared by oxidative conversion of compounds having at least one group ##STR1## wherein X represents OY or ##STR2## wherein Y is H, a metal ion or group NR.sup.3 R.sup.4 R.sup.5 R.sup.6 wherein each of R.sup.3, R.sup.4, R.sup.5 and R.sup.6 which may be the same or different, is H, alkyl or (substituted) (alk)aryl and Z is a (substituted) alkyl or aryl group. Phenyl isocyanate and derivatives thereof are preferably prepared electrochemically from the corresponding oxamides and oxanilides.Type: GrantFiled: March 11, 1982Date of Patent: February 7, 1984Assignee: Shell Oil CompanyInventors: Rainer Engels, Jan H. H. Meurs
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Patent number: 4426222Abstract: 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: January 17, 1984Assignee: Schering AktiengesellschaftInventors: Gerhard Boroschewski, Ludwig Nusslein, Friedrich Arndt
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Patent number: 4425362Abstract: The compounds of formula I, ##STR1## wherein the substituents have various significances, and physiologically acceptable hydrolyzable derivatives thereof having the hydroxy group in the 2 position of the 3-aminopropoxy side chain in esterified form, are useful as cardioselective .beta.-adrenoceptor blocking agents.Type: GrantFiled: November 4, 1981Date of Patent: January 10, 1984Assignee: Sandoz Ltd.Inventors: Richard Berthold, William J. Louis
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Patent number: 4419364Abstract: New bronchospasmolytically active compounds exhibiting long duration of action and reduced undesired side effects of the structural formula ##STR1## and therapeutically acceptable salts thereof, in which formula R is selected from the group consisting of --C(CH.sub.3).sub.3, ##STR2## R.sup.1 is selected from the group consisting of H and R.sup.2, R.sup.2 represents the radical of the formula ##STR3## wherein R.sup.3 is selected from the group consisting of (a) H(b) alkyl groups containing 1-3 carbon atoms ##STR4## wherein R.sup.5 is selected from the group consisting of (e) OH(b) alkoxy groups containing 1-3 carbon atoms and whereinR.sup.4 is selected from the group consisting of(a) H(b) alkyl groups containing 1-3 carbon atoms, with the proviso that R.sup.3 and R.sup.4 are combined as follows:______________________________________ when R.sup.3 is then is R.sup.Type: GrantFiled: July 1, 1981Date of Patent: December 6, 1983Assignee: Aktiebolaget DracoInventors: O. A. Torsten Olsson, Leif A. Svensson, Kjell I. L. Wetterlin
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Patent number: 4411820Abstract: Organic urethanes are prepared by reacting an organic nitrocompound, an organic hydroxy compound, and carbon monoxide in the presence of a novel catalyst system. The catalyst system is comprised of a noble metal compound, a heteroaromatic nitrogen compound, and an oxide of thorium or uranium.Type: GrantFiled: April 20, 1981Date of Patent: October 25, 1983Assignee: Gulf Research & Development CompanyInventors: Wayne R. Pretzer, Richard B. Pannell
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Patent number: 4404019Abstract: A compound of the formula: ##STR1## wherein R is a C.sub.1 -C.sub.4 alkyl group, a C.sub.3 -C.sub.4 alkenyl group or a C.sub.3 -C.sub.4 cycloalkyl group, X is a chlorine atom or a bromine atom and Y is a hydrogen atom or a C.sub.1 -C.sub.4 alkoxy group, which is useful as a herbicide.Type: GrantFiled: December 8, 1981Date of Patent: September 13, 1983Assignee: Sumitomo Chemical Company, LimitedInventors: Tamon Uematsu, Shunichi Hashimoto, Hiroshi Matsumoto
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Patent number: 4402975Abstract: A compound represented by the following formula ##STR1## wherein R.sup.1 represents a hydrogen atom, an acyl group or an alkoxycarbonyl group; X.sup.1 represents an alkylene group having 3 to 6 carbon atoms, a 1,4-cyclohexylene group, or a 1,4-phenylene group, the alkylene group may be substituted by an alkyl group having 1 to 6 carbon atoms, and the 1,4-phenylene group may be substituted by 1 or 2 substituents selected from halogen atoms and alkoxy groups having 1 to 6 carbon atoms; R.sup.2 represents a hydrogen atom or a hydroxyl group and R.sup.3 represents hydrogen atom, or R.sup.2 and R.sup.3 together may form an oxo group (.dbd.O), and when X.sup.1 is other than the 1,4-phenylene group, R.sup.2 represents a hydrogen atom and R.sup.3 represents a bond between the carbon atoms to which R.sup.3 is bonded and that carbon atom of X.sup.1 which is adjacent to said carbon atom; X.sup.Type: GrantFiled: July 17, 1981Date of Patent: September 6, 1983Assignee: Teijin LimitedInventors: Toru Takeshita, Kenji Hoshina, Akira Ohtsu, Tatsuyuki Naruchi
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Patent number: 4401675Abstract: Alkyl 3-aryl-3-acyl-2-methyl-carbazates which are highly effective fungicides in the fight against fungus infections in useful plants are disclosed, as is the use thereof in fighting phytopathogenous fungi.Type: GrantFiled: October 2, 1981Date of Patent: August 30, 1983Assignee: Montedison S.p.A.Inventors: Luigi Garlaschelli, Franco Gozzo, Luigi Mirenna
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Patent number: 4398036Abstract: An improved process for the preparation of N-monosubstituted carbamates by reacting an aromatic primary amine, urea and a monohydric aliphatic alcohol in the presence of a strongly basic tertiary amine catalyst and optionally an inert solvent.Type: GrantFiled: May 2, 1980Date of Patent: August 9, 1983Assignee: Atlantic Richfield CompanyInventor: John J. McCoy
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Patent number: 4395565Abstract: A process for the preparation of aromatic urethans by reaction between aromatic amines and alkyl carbonates, said reaction being carried out in the presence of a catalyst composed of an alcoholate of an alkali metal or an alkaline earth metal. The reaction is caused to take place at a temperature which is variable from +50.degree. C. and +150.degree. C., in the liquid phase and with a molar ratio of the carbonate to the amine of from 10:1 to 1:10.Type: GrantFiled: January 15, 1982Date of Patent: July 26, 1983Assignee: Anic S.p.A.Inventors: Ugo Romano, Giancarlo Fornasari, Sandro Di Gioacchino
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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: 4391986Abstract: Threo-3-protected amino-2-hydroxy-4-oxobutanoic acid or its esters represented by the formula: ##STR1## wherein R.sub.1 represents naphthyl or a group of the formula ##STR2## in which R.sub.6 and R.sub.7 represent individually hydrogen, halogen, amino, an amino protected with acyl, lower alkyloxycarbonyl or carbamoyl, hydroxy or protected with acyl, lower alkyloxycarbonyl or carbamoyl, lower alkoxy, lower alkyl or phenyl group; R.sub.2 represents an amine protected with acyl, lower alkyloxycarbonyl or carbamoyl; and R.sub.3 represents hydrogen, lower alkyl having 1 to 6 carbon atoms or benzyl.Type: GrantFiled: November 28, 1980Date of Patent: July 5, 1983Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hamao Umezawa, Takaaki Aoyagi, Tadashi Shirai, Rinzo Nishizawa, Masao Suzuki, Tetsushi Saino
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Patent number: 4388238Abstract: A process for the preparation of N,O-disubstituted urethanes. Primary amines and alcohols are reacted with organic compounds having carbonyl groups at 120.degree. to 350.degree. C. Suitable carbonyl-containing compounds include N-unsubstituted urethanes. N-mono-substituted, N,N'-disubstituted ureas, or polyureas may be used in combination with the N-unsubstituted urethane. The product urethanes are particularly suitable for the preparation of isocyanates.Type: GrantFiled: October 15, 1980Date of Patent: June 14, 1983Assignee: Bayer AktiengesellschaftInventors: Peter Heitkamper, Klaus Konig, Rudolf Fauss, Kurt Findeisen
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Patent number: 4387058Abstract: Novel phenyl and naphthyl esters of 2-(1-oxo-alkoxy)ethyl carbamic acids are prepared. The compounds are useful as pharmacological and agricultural agents.Type: GrantFiled: October 2, 1981Date of Patent: June 7, 1983Assignee: The Dow Chemical CompanyInventor: Chester E. Pawloski
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Patent number: 4381403Abstract: A process for the preparation of N-monosubstituted carbamic acid esters by reacting an unsubstituted carbamic acid ester and an aromatic 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: March 31, 1980Date of Patent: April 26, 1983Assignee: Atlantic Richfield CompanyInventors: Samuel J. Falcone, John J. McCoy
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Patent number: 4378318Abstract: Herbicidal compositions comprising or consisting of a compound of the formula ##STR1## in which R is an aliphatic, straight chain, branched or cyclic, saturated or unsaturated hydrocarbon residue of 1 to 6 carbons, R.sub.1 is hydrogen or methyl, R.sub.2 is cyanoalkyl or alkoxyalkyl, R.sub.3 is the same or different if more than one and is hydrogen, alkyl, alkoxy, alkylthio or halogen and n is 1 or 2. The compounds have a broad soil and leaf herbicidal effect and are suited particularly for selective weed suppression in cultures like soybeans, peas, alfalfa, potatoes, maize, sorghum, rice, wheat and barley.Type: GrantFiled: July 15, 1981Date of Patent: March 29, 1983Assignee: Schering AktiengesellschaftInventors: Ludwig Nusslein, Friedrich Arndt
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Patent number: 4376783Abstract: The novel acylated guanidines, ureas and substituted ureas correspond to the general formula: ##STR1## in which R.sub.1 repesents a substituted or unsubstituted aromatic ring, R.sub.2 represents an alkyl, aryl, or arylalkyl group, R.sub.4 repesents hydrogen or a variously substituted aryl group, X is oxygen or an imine group: NH and Y represent an alkyl aryl alkyloxy or aryloxy group or a hydrogen atom when X represents oxygen or the group COR.sub.3 with R.sub.3 representing an aromatic group, an aryloxy, aralkyloxy or alkyloxy group when X represents the NH group. They are prepared by heating an appropriate compound under reflux with an oxyaminoalcohol, in a suitable solvent. The products are useful as medicaments for the treatment of arterial hypertension, ischemica diseases of the heart and rhythmic disorders of the latter.Type: GrantFiled: March 4, 1981Date of Patent: March 15, 1983Assignee: Compagnie Francaise de SucerieInventors: Jesus Anatol, deceased, by Marie-Francoise Anatol, legal representative, by Andre-Manuel Anatol, legal representative, Jean Berecoechea, Pierre Duchene-Marullaz, Alain Eschalier
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Patent number: 4375000Abstract: A process for the preparation of an aryl mono-, di-, and/or polyurethane comprising the steps of A. reacting a primary aromatic mono-, di-, and/or polyamine with an O-alkyl carbamate in the presence of an alcohol at temperatures greater than 160.degree. C., andB. separating the ammonia and other by-products from the aryl mono-, di-, and/or polyurethane.The reaction is preferably carried out in the presence of urea. The aryl mono-, di-, and/or polyurethanes produced are valuable end and intermediate products. They can be transferred into the corresponding isocyanates which can then be used for the preparation of polyurethanes.Type: GrantFiled: March 31, 1980Date of Patent: February 22, 1983Assignee: BASF AktiengesellschaftInventors: Franz Merger, Friedrich Towae, Wolfgang Harder
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Patent number: 4373105Abstract: New m-anilide-urethanes, processes for their manufacture, herbicides containing these compounds, and processes for controlling unwanted plant growth with these compounds.Type: GrantFiled: March 11, 1981Date of Patent: February 8, 1983Assignee: BASF AktiengesellschaftInventors: Wolfgang Rohr, Ulrich Schirmer, Bruno Wuerzer
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Patent number: 4370497Abstract: The present invention relates to the use of telluroxides as mild and selective oxidizing agents serving to oxidize certain functions, notably >C.dbd.S groups, in the presence of other relatively easily oxidized functions which remain unaffected; telluroxides of interest as oxidizing agents include, for example, compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, each represent an optionally substituted aryl or heterocyclic group; or R and R.sup.1 together with the tellurium atom therebetween represent a heterocyclic ring, which may contain one or more further heteroatoms, and which may carry substituents and/or fused aromatic rings.Type: GrantFiled: August 7, 1980Date of Patent: January 25, 1983Inventors: Derek H. R. Barton, Steven V. Ley, Clive A. Meerholz
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Patent number: 4358606Abstract: Novel esters of phenylalkyloxy- or phenylalkylthioacylamino acids and pyridylalkyloxy- or pyridylalkylthioacylamino acids, synthesis thereof, intermediates therefor, and the use of said esters for the control of weeds.Type: GrantFiled: June 19, 1981Date of Patent: November 9, 1982Assignee: Zoecon CorporationInventors: Shy-Fuh Lee, Clive A. Henrick
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Patent number: 4355172Abstract: Process for 4-(D-3-amino-3-carboxypropoxy)phenylglyoxylic acid oxime as an amino-protected ester comprising alkylating an amino-protected D-methionine silyl ester with an alkyl or benzyl iodide; cyclizing the alkylsulfonium iodide to an amino-protected D-homoserine lactone; hydrolyzing the lactone to an amino-protected D-homoserine in aqueous base; coupling, to form an ether, the amino-protected D-homoserine as an ester with an ester of 4-hydroxyphenylglyoxylic acid; and forming the oxime of the ether or alternatively coupling the D-homoserine ester with a protected-oxime of an esterified 4-hydroxyphenylglyoxylic acid. The product is useful in preparing the antibiotic FR 1923.Type: GrantFiled: August 17, 1977Date of Patent: October 19, 1982Assignee: Eli Lilly and CompanyInventors: Gary A. Koppel, Robin D. G. Cooper
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Patent number: 4348406Abstract: Compounds of the formula: ##STR1## and their pharmaceutically acceptable acid addition salts, useful as anthelmintics are disclosed.Type: GrantFiled: October 20, 1980Date of Patent: September 7, 1982Assignee: Schering CorporationInventor: M. Mehdi Nafissi-Varchei
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Patent number: 4347377Abstract: The invention concerns a new process for the preparation of polyhalogenphenyl carbamates of the formula (I)R.sup.2 -OCONHR.sup.1 (I)whereinR.sup.1 is alkyl, aralkyl or aryl, where the aromatic rings may optionally be substituted; andR.sup.2 is phenyl substituted with three, four or five halogens, through intermediates of the formula (IV)(R.sup.2 --O).sub.2 C.dbd.NR.sup.1 (IV)wherein R.sup.1 and R.sup.2 are as defined above.The compounds of the formula (I) are valuable acylating agents. The intermediates of the formula (IV) are new compounds, which are also encompassed by the invention.Type: GrantFiled: September 19, 1980Date of Patent: August 31, 1982Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara R.T.Inventors: Istvan Bitter, Rudolf Soos, Geza Toth, Laszlo Toke, Gabor Szabo
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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: 4338455Abstract: The invention relates to a novel process and novel intermediates useful in the preparation of sympathomimetic amines. The pharmacologically useful final products, which are acyl derivatives of mono- and dihydroxy aromatic amines (e.g., catechol amines) can be prepared in optically active or racemic form by reacting the corresponding mono- or dihydroxy aromatic amine with a reagent capable of forming the N-tert-butoxycarbonyl derivative thereof; reacting the novel intermediate thus obtained with an acyloxymethyl chloride to afford the corresponding novel mono- or diacylated N-protected aromatic amine; and removing the N-protecting group therefrom.Type: GrantFiled: February 11, 1981Date of Patent: July 6, 1982Assignee: Merck & Co., Inc.Inventor: Jacob A. Zupan