Nitroxides, Oxyamines Or Hydroxylamines (i.e., Hnh-o Or Hnh-oh, Wherein Substitution May Be Made For Hydrogen Only, Including O-ether And O-ester Derivatives) Patents (Class 564/300)
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Patent number: 4910340Abstract: A process of forming N,N-dialkylhydroxylamines (a class of compounds useful as oxygen scavengers in boiler water feed) by contacting an N-alkylhydroxylamine with an alkyl carbonyl compound to form a nitrone in situ or, alternatively, using previously formed alkylnitrone which is subjected to H.sub.2 and a hydrogenation catalyst.Type: GrantFiled: December 14, 1987Date of Patent: March 20, 1990Assignee: W. R. Grace & Co.-Conn.Inventors: Nelson S. Marans, Stephen G. Harsy, Herbert S. Harris
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Patent number: 4898901Abstract: Long chain N-alkyl-alpha-alkyl nitrones represent particularly valuable process stabilizers for polyolefin compositions. The nitrone derived from the long chain alkyl mixture present in di(hydrogenated tallow)amine is especially useful for this purpose.Type: GrantFiled: March 23, 1989Date of Patent: February 6, 1990Assignee: Ciba-Geigy CorporationInventors: Ramanathan Ravichandran, Stephen D. Pastor, Raymond Seltzer, Ambelal R. Patel
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Patent number: 4894479Abstract: This invention is directed to diphenyl ethers having in the 3' position a radical of the formula: ##STR1## The products are prepared by reacting a 3'-halocarbonyl compound with an appropriate substituted hydroxyl amine. These compounds and their agronomically acceptable salts and compositions containing these compounds as active ingredients are selective herbicides.Type: GrantFiled: June 1, 1981Date of Patent: January 16, 1990Assignee: Rohm and Haas CompanyInventors: John W. Ashmore, Ted Fujimoto
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Patent number: 4888444Abstract: Substituted hydroxylamine ester stabilizers corresponding to the formula ##STR1## wherein n is 0-2, X is a direct bond, --S-- or --CH.sub.2 S--, R.sub.1 and R.sub.2 are independently hydrogen, alkyl, cycloalkyl, aralkyl, R.sub.3 and R.sub.4 are independently alkyl, cycloalkyl or aralkyl, and R.sub.5 is hydrogen or the group ##STR2## are effective in stabilizing organic materials against oxidative, thermal and actinic degradation.Type: GrantFiled: October 26, 1987Date of Patent: December 19, 1989Assignee: Ciba-Geigy CorporationInventors: Ramanathan Ravichandran, Stephen D. Pastor
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Patent number: 4880840Type: GrantFiled: June 30, 1987Date of Patent: November 14, 1989Assignee: Bayer AktiengesellschaftInventors: Hans Lindel, Axel Ingendoh, Friedrich Berschauer, Anno de Jong, Martin Scheer
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Patent number: 4863717Abstract: Nitroxide contrast agents for MRI have a long useful life and can be administered in low concentration doses. Such agents include nitroxide-doped liposomes that encapsulate an oxidant and large molecules having surfaces covered with persistent nitroxide free radicals.Type: GrantFiled: November 10, 1986Date of Patent: September 5, 1989Assignee: The State of Oregon Acting by and Through the State Board of Higher Education on Behalf of the University of OregonInventor: John F. W. Keana
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Patent number: 4847291Abstract: Aryl ethanol-hydroxylamines of the formula ##STR1## in which Ar represents aryl or heteroaryl, each of which can optionally be substituted, andR represents alkyl, aryl, aralkyl, heteroaryl, heteroaralkyl or cycloalkyl, each of which can optionally be substituted,or physiologically tolerated salts thereof, exhibit animal growth-promoting properties. Intermediates therefor of the formula ##STR2## with the exception of phenyl and p-bromophenyl, are also new.Type: GrantFiled: July 11, 1986Date of Patent: July 11, 1989Assignee: Bayer AktiengesellschaftInventors: Axel Ingendoh, Hans Lindel, Friedrich Berschauer, Anno de Jong, Martin Scheer
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Patent number: 4844735Abstract: Compounds of the general formula ##STR1## where X is fluorine, chlorine, ethyl or n-propyl, and the salts of these compounds, and herbicides containing the compounds or their salts.Type: GrantFiled: April 1, 1988Date of Patent: July 4, 1989Assignee: BASF AktiengesellschaftInventors: Dieter Jahn, Wolfgang Rohr, Rainer Becker, Bruno Wuerzer
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Patent number: 4845290Abstract: Secondary amines are oxidized with hydrogen peroxide in the presence of a catalyst chosen from derivatives of zinc or cadmium.The process is applied to the preparation of di-substituted N,N-hydroxylamines such as N,N-diethylhydroxylamines and N,N-di-n-propylhydroxylamine.Type: GrantFiled: February 17, 1987Date of Patent: July 4, 1989Assignee: Interox (Societe Anonyme)Inventors: Franz Legrand, Paul Deschrijver
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Patent number: 4820820Abstract: Cationic surface-active products of the formula:R.sub.1 --O[C.sub.2 H.sub.3 (R.sub.2)O--].sub.p [C.sub.2 H.sub.3 (CH.sub.2 OH)O].sub.(n-1) CH.sub.2 --CHOH--CH.sub.2 --Gin which R.sub.1 =C.sub.4 -C.sub.20 aliphatic radical, R.sub.2 =C.sub.4 -C.sub.20 alkyl, alkoxymethyl or alkenyloxy radical, p=1-2.5, n=2-20 and G denotes an amine or amine oxide group, and their salts are disclosed for use principally in cosmetics.Type: GrantFiled: September 23, 1987Date of Patent: April 11, 1989Assignee: L'OrealInventors: Henri Sebag, Guy Vanlerberghe
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Patent number: 4801717Abstract: Novel hydroxylamino derivatives of the formulaAr--ONH.sub.2 Iwherein Ar is selected from the group consisting of mono- and polycyclic aromatics and hetero-aromatics, both optionally substituted with at least one member of the group consisting of --OH, halogen, --NO.sub.2, --CN, ##STR1## --R.sub.7, --OR.sub.8, ##STR2## --SO.sub.2 R.sub.12, --SO.sub.3 R.sub.13, --COOR.sub.14, aryl of 6 to 14 carbon atoms, --OR.sub.16, --CH.sub.2 --CN and --CH.sub.2 SO.sub.2 --R.sub.15, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are individually selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, R.sub.7 and R.sub.8 are optionally unsaturated alkyl of 1 to 8 carbon atoms optionally substituted with at least one member of the group consisting of halogen and cyano, R.sub.9, R.sub.10, R.sub.11, R.sub.12 and R.sub.Type: GrantFiled: June 24, 1986Date of Patent: January 31, 1989Assignee: Roussel UclafInventors: Jean Tessier, Pierre Girault, Jean-Jacques Herve, Charles-Jacques Van Assche
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Patent number: 4792628Abstract: Indane derivatives and their salts represented by the general formula (1), ##STR1## wherein R.sup.1 is an amino group which may have lower alkyl groups as the substituents, a hydroxylimino group, an alkanoylamino group having 1 to 10 carbon atoms which may have halogen atoms as the substituents, a lower alkylsulfonylamino group, a phenylsulfonylamino group which may have lower alkyl groups as the substituents on the phenyl ring, a benzoylamino group having lower alkyl groups as the substituents on the phenyl ring, and a phenyl-lower alkylamino group having a hydroxyl groups or a lower alkyl groups as the substituents on the phenyl ring, R.sup.2 is a hydrogen atom, a lower alkyl group, a halogen atom, a nitro group, an amino group, an amino-lower alkyl group, a lower alkanoylamino group, a lower alkanoylamino-lower alkyl group which may have halogen atoms as the substituents, a lower alkylthio group, a 1-piperidinesulfonyl group, or a lower alkenyl group; R.sup.Type: GrantFiled: April 16, 1987Date of Patent: December 20, 1988Assignee: Otsuka Pharmaceutical Co., Ltd.Inventors: Yasuo Oshiro, Hiraki Ueda, Kazuyuki Nakagawa
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Patent number: 4751245Abstract: N-(6,6-dimethyl-2-hepten-4-ynyl)-1-naphthalenemethanamine derivatives are provided having the general formula ##STR1## wherein R.sub.1 is methoxy, iminomethyl or 1-iminoethyl and R.sub.2 and R.sub.3 are each hydrogen; or R.sub.1 is methyl and one of R.sub.2 and R.sub.3 is hydrogen and the other is halogen.The above compounds as well as acid-addition salts thereof are useful as antifungal agents.Type: GrantFiled: June 25, 1986Date of Patent: June 14, 1988Assignee: E. R. Squibb & Sons, Inc.Inventors: Gregory S. Bisacchi, Robert Zahler
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Patent number: 4746350Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: Y is selected from phenyl, furyl, thienyl and pyrrolyl rings (each optionally substituted by group X), optionally branched alkylene or alkylenethio(oxy)alkylene;X which may be the same or different are independently selected from halogen, nitro, alkyl, substituted alkyl, hydroxy, alkoxy, carboxy, alkoxycarbonyl, alkylthio, sulfamoyl, substituted sulfamoyl, amino, substituted amino and alkanoyl;R.sup.1 is selected from hydrogen, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl and alkynyl;R.sup.3 is selected from alkyl; andR.sup.4 is selected from hydrogen, alkyl, and alkoxycarbonyl.Type: GrantFiled: April 14, 1986Date of Patent: May 24, 1988Assignee: Imperial Chemical Industries PLCInventor: Keith G. Watson
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Patent number: 4740237Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the meanings given in the description, are used for controlling undesirable plant growth.Type: GrantFiled: September 19, 1985Date of Patent: April 26, 1988Assignee: BASF AktiengesellschaftInventors: Dieter Jahn, Rainer Becker, Norbert Goetz, Hardo Siegel, Bruno Wuerzer
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Patent number: 4728357Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where R.sup.1 is alkyl of from 2 to 4 carbon atoms, R.sup.2 is alkyl, unsubstituted or halogen-substituted alkenyl, or alkynyl, each of from 2 to 5 carbon atoms, R.sup.3 is a saturated or unsaturated hydrocarbon radical of up to 4 carbon atoms which is unsubstituted or substituted by 1 to 3 hydrocarbon radicals of a total of up to 8 carbon atoms, by aryl of from 6 to 10 carbon atoms, or by benzyl, R.sup.4 is, when R.sup.3 is unsaturated or olefinically or aromatically substituted, alkyl of from 1 to 6 carbon atoms, R.sup.4 is further unsubstituted or halogen-substituted alkenyl of from 2 to 6 carbon atoms, alkynyl of from 2 to 6 carbon atoms, naphthyl, arylalkyl or arylalkenyl, where aryl is of from 6 to 10 carbon atoms and is unsubstituted or substituted by alkyl or alkoxy, each of from 1 to 3 carbon atoms, or by halogen, and where alkyl or alkenyl is of from 2 to 3 carbon atoms, at least 2 of which being between aryl and sulfur, Z is H, CN, CH.sub.Type: GrantFiled: July 29, 1985Date of Patent: March 1, 1988Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Dieter Jahn, Wolfgang Rohr, Bruno Wuerzer
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Patent number: 4723030Abstract: A method is provided for enhancing the production rate of arylhydroxylamines by moderated catalytic hydrogenation reactions. Small quantities of acid introduced to the reaction medium doubles the hydrogenation rate of nitroaromatic compounds without a significant loss in selectivity to arylhydroxylamines.Type: GrantFiled: August 5, 1985Date of Patent: February 2, 1988Assignee: General Electric CompanyInventor: Gary C. Davis
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Patent number: 4717418Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, acyl, alkylsulfonyl, benzenesulfonyl, substituted benzenesulfonyl, and an inorganic or organic cation;R.sup.2 is selected from alkyl, alkenyl, alkynyl, substituted alkyl, haloalkenyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl and phenyl; andn is an integer chosen from 2 to 5.The compounds are cereal selective herbicides and in further embodiments of the invention provides processes for the preparation of compounds of formula I, intermediates useful in the preparation of compounds of formula I, herbicidal compositions containing as active ingredient a compound of formula I, and processes for severely damaging or killing unwanted plants by applying to the plants or to the growth medium of the plants an effective amount of a compound of formula I.Type: GrantFiled: November 10, 1982Date of Patent: January 5, 1988Assignee: ICI Australia LimitedInventors: Richard B. Warner, Alexander Serban, Keith G. Watson, Graham J. Bird, Lindsay E. Cross, Graeme J. Farquharson
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Patent number: 4709107Abstract: A method for preparing nitrones from mixtures of arylhydroxylamines and alkylhydroxylamines containing zinc oxide solids is provided which does not require filtration of the mixture prior to reaction. This is accomplished by introducing a dilute acid solution to the mixture so as to solubilize the zinc oxide powder. The hydroxylamines within solution may be reacted with an aldehyde to produce a nitrone where the dilute acid dissolves the zinc oxide.Type: GrantFiled: October 11, 1985Date of Patent: November 24, 1987Assignee: General Electric CompanyInventors: Paul R. West, Gary C. Davis
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Patent number: 4703073Abstract: Alkylated N,N-dibenzylhydroxylamine derivatives are effective in stabilizing polyolefin compositions containing a stabilizer or mixture of stabilizers selected from the group consisting of the phenolic antioxidants, the hindered amine light stabilizers, the alkylated hydroxybenzoate light stabilizers, the ultraviolet light absorbers, the organic phosphorus compounds, the alkaline metal salts of fatty acids and the thiosyner-gists, against degradation upon high temperature extrusion, exposure to the combustion products of natural gas, gamma irradiation or upon storage for extended periods.Type: GrantFiled: September 15, 1986Date of Patent: October 27, 1987Assignee: Ciba-Geigy CorporationInventors: Roland A. E. Winter, Ramanathan Ravichandran, Raymond Seltzer
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Patent number: 4696964Abstract: Various di- and tri-substituted hydroxylamine derivatives are effective in stabilizing organic materials against oxidative, thermal and actinic degradation, said derivatives being particularly effective as color improvers and process stabilizers in organic materials containing phenolic antioxidants and/or metal salts of fatty acids and/or hindered amine light stabilizers and/or organic phosphorus compounds; and certain of said derivatives as new compounds.Type: GrantFiled: April 11, 1986Date of Patent: September 29, 1987Assignee: Ciba-Geigy CorporationInventor: Ramanathan Ravichandran
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Patent number: 4680388Abstract: Antibacterial activity is exhibited by compounds having the formula and pharmaceutically acceptable salts thereof.Type: GrantFiled: July 31, 1986Date of Patent: July 14, 1987Assignee: E. R. Squibb & Sons, Inc.Inventors: Joseph E. Sundeen, William H. Koster, Robert Zahler
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Patent number: 4666510Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: X is selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, alkenyl, alkynyl, alkenyloxy, alkynyloxy, acyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, amino, substituted amino, and the groups formyl and alkanoyl and the oxime, imine and Schiff base derivatives thereof;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl;m is an integer chosen from 3 to 5.Type: GrantFiled: January 25, 1983Date of Patent: May 19, 1987Assignee: ICI Australia LimitedInventors: Keith G. Watson, Lynette A. Garson, Graham J. Bird, Lindsay E. Cross, Graeme J. Farquharson
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Patent number: 4649221Abstract: Polyhydroxylamines are effective in stabilizing polyolefin compositions containing a stabilizer or mixture of stabilizers selected from the group consisting of the phenolic antioxidants, the hindered amine light stabilizers, the alkylated hydroxybenzoate light stabilizers, the ultraviolet light absorbers, the organic phosphorus compounds, the alkaline metal salts of fatty acids and the thiosynergists, against degradation upon high temperature extrusion, exposure to the combustion products of natural gas, gamma irradiation or upon storage for extended periods.Type: GrantFiled: March 21, 1985Date of Patent: March 10, 1987Assignee: Ciba-Geigy CorporationInventors: Ramanathan Ravichandran, Roger F. Malherbe, Raymond Seltzer
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Patent number: 4647698Abstract: Substituted oximes and hydroxylamine ethers, intermediates therefor, synthesis thereof, and their use for the control of pests.Type: GrantFiled: September 13, 1984Date of Patent: March 3, 1987Assignee: Sandoz Ltd.Inventor: Clive A. Henrick
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Patent number: 4617050Abstract: Cyclohexane-1,3-dione derivatives of the formula I ##STR1## where R.sup.1 is cycloalkyl of 3 to 12 carbon atoms which may or may not be olefinically monounsaturated to tetraunsaturated, can be substituted by not more than 3 methyl or ethyl groups, one vinyl, methylvinyl or allyl group, 1 or 2 chlorine atoms or one alkoxy group of 1 to 4 carbon atoms and can be bridged by an alkylene chain of not more than 4 carbon atoms, X is alkylene of 1 to 5 carbon atoms, which can be monounsaturated or diunsaturated, interrupted by not more than 2 sulfur or oxygen atoms and substituted by not more than 3 alkyl groups of 1 to 3 carbon atoms, R.sup.2 is hydrogen of alkoxycarbonyl where alkoxy is of 1 to 2 carbon atoms, R.sup.3 is alkyl of 1 to 4 carbon atoms, R.sup.4 is alkyl of 1 to 3 carbon atoms, alkenyl of 3 or 4 carbon atoms, propargyl or haloalkenyl of 3 or 4 carbon atoms and 1 to 3 halogen atoms, and the salts of these compounds, processes for their preparation, herbicides containing these compounds, and their use.Type: GrantFiled: July 2, 1985Date of Patent: October 14, 1986Assignee: BASF AktiengesellschaftInventors: Dieter Jahn, Rainer Becker, Michael Keil, Walter Himmele, Bruno Wuerzer
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Patent number: 4612393Abstract: Bis(substituted thioalkyl)hydroxylamine derivatives are effective in stabilizing polyolefin compositions containing a stabilizer or mixture of stabilizers selected from the group consisting of the phenolic antioxidants, the hindered amine light stabilizers, the alkylated hydroxybenzoate light stabilizers, the ultraviolet light absorbers, the organic phosphorus compounds, the alkaline metal salts of fatty acids and the thiosynergists, against degradation upon high temperature extrusion, exposure to the combustion products of natural gas, gamma irradiation or upon storage for extended periods.Type: GrantFiled: April 29, 1985Date of Patent: September 16, 1986Assignee: Ciba-Geigy CorporationInventors: Ramanathan Ravichandran, John D. Spivack
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Patent number: 4603222Abstract: Diphenyl ethers of the formula ##STR1## wherein m is 1-3, n is 1 or 2, R is hydrogen, carboxy, carboxylate salt or ester, formyl oxime, cyano, alkyl, alkoxy, chloro, bromo, or N, N-dialkyl amino, are prepared by reacting a chloro-fluoro-benzotrifluoride of the formula ##STR2## wherein m and n are as defined above with a nitro-phenoxide of the formula ##STR3## where R is defined above, and M is a cation of an alkali metal or an alkaline earth metal.Type: GrantFiled: August 30, 1984Date of Patent: July 29, 1986Assignee: Occidental Chemical CorporationInventors: David Y. Tang, Byron R. Cotter, Frederick J. Goetz
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Patent number: 4595678Abstract: A compound of the general formula: ##STR1## wherein A is hydrogen or a hydroxyl group; B is (1) a group of the formula; ##STR2## (2) a group of the formula; ##STR3## or (3) a group of the formula; ##STR4## or a pharmaceutically acceptable salt thereof is novel and possesses excellent inhibitory activity against .alpha.-glucoside hydrolase and are useful for hyperglycemic symptoms and various disorders caused by hyperglycemia.Type: GrantFiled: March 15, 1983Date of Patent: June 17, 1986Assignee: Takeda Chemical Industries, Ltd.Inventors: Satoshi Horii, Yukihiko Kameda, Hiroshi Fukase
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Patent number: 4581429Abstract: The present invention relates generally to improved processes for free radical polymerization, particularly to improved processes in which it is possible to control the growth steps of the polymerization to produce relatively short chain length homopolymers and copolymers, including block and graft copolymers, and further relates to new initiators which find particular application in the improved processes. Such initiators have the general structure of Formula I ##STR1## wherein X represents a group having at least one carbon atom and is such that the free radical X.sup.. is capable of polymerizing the unsaturated monomer by free radical polymerization, and the radical functionality resides on the or one of the carbon atoms,R.sup.1, R.sup.2, R.sup.5 and R.sup.6 represent the same or different straight chain or branched substituted or unsubstituted alkyl groups of a chain length sufficient to provide steric hindrance and weakening of the O--X bond, andR.sup.3 and R.sup.Type: GrantFiled: July 11, 1984Date of Patent: April 8, 1986Assignee: Commonwealth Scientific and Industrial Research OrganizationInventors: David H. Solomon, Ezio Rizzardo, Paul Cacioli
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Patent number: 4579971Abstract: A cyclohexane derivative having the formula ##STR1## wherein X is 2-(ethylthio)propyl or 2-(4-chlorophenylthio)ethyl.Type: GrantFiled: March 25, 1985Date of Patent: April 1, 1986Assignee: Nippon Soda Co. Ltd.Inventors: Isao Iwataki, Kagari Fujita, Hisao Ishikawa, Hideo Hosaka, Kenichi Kohara
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Patent number: 4571437Abstract: A process for preparing unsubstituted and alkyl substituted p-aminophenols. A charge mixture is prepared comprising an unsubstituted or alkyl substituted nitrobenzene, a highly dissociated acid, a catalyst containing platinum and a divalent sulfur compound in which sulfur is bonded to two other moieties, the sulfur compound being present in a proportion of between about 0.1 and about 100 moles per gram-atom of platinum. The mixture comprises an organic phase containing the substrate and an aqueous phase containing the acid. Hydrogen is introduced into the mixture at a pressure of 0-50 psig while the mixture is agitated at a temperature of 70.degree. C. to 100.degree. C., thereby causing the substrate to be reduced to phenylhydroxylamine or an alkyl substituted phenylhydroxylamine. The hydroxylamine is rearranged in the presence of acid to the substituted or unsubstituted p-aminophenol, which is recovered from the aqueous phase.Type: GrantFiled: July 25, 1983Date of Patent: February 18, 1986Assignee: Mallinckrodt, Inc.Inventors: Douglas C. Caskey, Douglas W. Chapman
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Patent number: 4568383Abstract: Cyclohexane-1,3-dione deriatives of the general formula ##STR1## where R.sub.1 is cyclohexenyl or cyclohexadienyl, X is hydrogen or alkoxycarbonyl, R.sub.2 is alkyl and R.sub.3 is alkyl, alkenyl, propargyl or haloalkenyl, and salts thereof, and herbicides containing these compounds.Type: GrantFiled: May 25, 1983Date of Patent: February 4, 1986Assignee: BASF AktiengesellschaftInventors: Dieter Jahn, Wolfgang Rohr, Rainer Becker, Norbert Gotz, Bruno Wurzer
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Patent number: 4540806Abstract: Benzocycloalkane amine derivatives and their non-toxic acid addition salts as novel analgesic agents.Type: GrantFiled: December 22, 1983Date of Patent: September 10, 1985Assignee: American Home Products CorporationInventors: Meier E. Freed, Magid A. Abou-Gharbia
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Patent number: 4530798Abstract: Novel oxime ethers and oxime esters of the formula I given herein have various advantageous effects with regard to stimulation of plant growth, particularly in the early stage of development of the plant. Furthermore, such compounds have the property of rendering, in the sense of an antidote action, agricultural chemicals which would otherwise damage the plants (phytotoxic chemicals) more compatible with the cultivated plants. Herbicides that are insufficiently selective can be used for example in the presence of such oxime derivatives in specific cultivated crops for combating weeds, without disadvantageous consequences for the cultivated plants.Type: GrantFiled: September 30, 1982Date of Patent: July 23, 1985Assignee: Ciba-Geigy CorporationInventor: Henry Martin
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Patent number: 4517013Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where R.sup.1 is C.sub.1 -C.sub.4 -alkyl, R.sup.2 is C.sub.1 -C.sub.5 -alkyl, unsubstituted or halogen-substituted C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.5 -alkynyl, R.sup.3 is C.sub.1 -C.sub.10 -alkyl, which contains 2, 3 or 4 of the hetero-atoms O and/or S and/or the groups --SO-- and/or --SO.sub.2 -- in any desired position and R.sup.4 is hydrogen, cyano, methyl or --COOR.sup.5, where R.sup.5 is C.sub.1 -C.sub.5 -alkyl, and salts of these compounds are used for controlling undesirable plant growth.Type: GrantFiled: July 21, 1983Date of Patent: May 14, 1985Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Dieter Jahn, Michael Keil, Walter Himmele, Bruno Wuerzer
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Patent number: 4515729Abstract: A cyclohexane derivative having the formula ##STR1## wherein R.sub.1 is C.sub.1-4 alkyl or halo phenyl;R.sub.2 is C.sub.1-3 alkyl or cyano group;R.sub.3 is C.sub.1-4 alkyl;R.sub.4 is C.sub.1-4 alkyl or C.sub.1-4 alkenyl;X is straight or branched chain C.sub.1-4 alkylene; andn is 0, 1 or 2,which possess herbicidal properties, and the process for its preparation.Type: GrantFiled: January 26, 1983Date of Patent: May 7, 1985Assignee: Nippon Soda Company LimitedInventors: Isao Iwataki, Kagari Fujita, Hisao Ishikawa, Hideo Hosaka, Kenichi Kohara
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Patent number: 4477668Abstract: (+)-5-Methyl-10,11-dihydro-5H-dibenzo[a,d]-cyclohepten-5,10-imine, and its pharmaceutically acceptable salts is useful as an anxiolytic, antidepressant, anticonvulsant, muscle relaxant and in the treatment of mixed anxiety-depression, minimal brain dysfunction and extrapyramidal disorders such as Parkinson's disease. The racemate of the compound is produced by a four-step synthetic process in about 65% yield from 5H-dibenzo[a,d]cyclohepten-5-one.Type: GrantFiled: September 3, 1982Date of Patent: October 16, 1984Assignee: Merck & Co., Inc.Inventors: Dean R. Bender, Sandor Karady, Theresa Rothauser
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Patent number: 4466822Abstract: Novel oxime ethers and oxime esters of the formula I given herein have various advantageous effects with regard to stimulation of plant growth, particularly in the early stage of development of the plant. Furthermore, such compounds have the property of rendering, in the sense of an antidote action, agricultural chemicals which would otherwise damage the plants (phytotoxic chemicals) more compatible with the cultivated plants. Herbicides that are insufficiently selective can be used for example in the presence of such oxime derivatives in specific cultivated crops for combating weeds, without disadvantageous consequences for the cultivated plants.Type: GrantFiled: March 11, 1980Date of Patent: August 21, 1984Assignee: Ciba-Geigy CorporationInventor: Henry Martin
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Patent number: 4415753Abstract: A process for the production of unsubstituted and lower alkyl substituted p-aminophenols. A charge mixture is prepared comprising an unsubstituted or lower alkyl substituted nitrobenzene substrate, a platinum catalyst and a sulfur compound. The sulfur compound may be a divalent sulfur compound in which sulfur is bonded to two other moieties or a compound reducible to such sulfur compound under catalytic hydrogenation conditions. Hydrogen is introduced into the mixture while it is agitated at a temperature of 0.degree.-40.degree. C., thereby reducing the substrate to an unsubstituted or alkyl substituted phenylhydroxylamine. The hydroxylamine is thereafter heated to a temperature of at least 70.degree. C. and agitated at at least 70.degree. C. in the presence of a highly dissociated acid, thereby effecting rearrangement of the hydroxylamine to the corresponding p-aminophenol.Type: GrantFiled: January 29, 1982Date of Patent: November 15, 1983Assignee: Mallinckrodt, Inc.Inventors: Douglas C. Caskey, Douglas W. Chapman
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Patent number: 4350606Abstract: Corrosion in steam condensate lines is inhibited by maintaining a mix of a hydroxylamine compound and a neutralizing amine in the water.Type: GrantFiled: October 3, 1980Date of Patent: September 21, 1982Assignee: Dearborn Chemical CompanyInventors: Dionisio G. Cuisia, Chih M. Hwa
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Patent number: 4318854Abstract: Compounds of the formula ##STR1## wherein X and Y are selected from the group consisting of hydrogen, halogen and trifluoromethyl, are disclosed.The compounds are useful as intermediates in the production of 2-benzazepines, compounds of pharmacological activity.Also disclosed are other intermediates and processes for their production.Type: GrantFiled: May 16, 1980Date of Patent: March 9, 1982Assignee: Hoffmann-La Roche Inc.Inventor: Eugene J. Trybulski
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Patent number: 4313959Abstract: (Arylmethyl)phenyl-aminocyclohexanols, (arylmethyl)phenyl aminocyclohexenes and (arylmethyl)phenyl-aminocyclohexanes and methods of preparing same are described. These compounds are useful as antidepressants and anticonvulsants.Compounds 8-[2-(phenylmethyl)phenyl]-1,4-dioxaspiro[4,5]-decan-8-ol, 1-[2-(phenylmethyl)phenyl]-4-oxocyclohexanol, and 1-[2-(phenylmethyl)phenyl]-4-oxocyclohexanol oxime, and methods of preparing same are also described. These compounds are useful as intermediates for preparing the antidepressant and anticonvulsant compounds.Type: GrantFiled: April 27, 1981Date of Patent: February 2, 1982Assignee: Hoechst-Roussel Pharmaceuticals Inc.Inventors: Lawrence L. Martin, Manfred Worm
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Patent number: 4312887Abstract: It has been found that certain 4-substituted 2-hydroxylaminomethyl phenols or their nontoxic pharmaceutically acceptable acid addition salts are excellent diuretic, saluretic and anti-inflammatory agents.Type: GrantFiled: October 25, 1978Date of Patent: January 26, 1982Assignee: Abbott LaboratoriesInventor: Fortuna Haviv
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Patent number: 4304934Abstract: This invention relates to a method of synthesizing 3-amino-2-hydroxy-2-cyclopentenones possessing an aliphatic substituent in the 4-position which comprises reacting cyanoacetamide with an aliphatic aldehyde to yield the corresponding .beta.-substituted-.alpha.,.alpha.'-dicyanoglutaramide, hydrolyzing the amide to the corresponding .beta.Type: GrantFiled: December 30, 1980Date of Patent: December 8, 1981Assignee: Polaroid CorporationInventors: James R. Bartels-Keith, Eva R. Karger, Jean B. Rogers
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Patent number: 4265907Abstract: Insecticidal compounds having the formula: ##STR1## wherein R is halogen (Cl, F, Br), C.sub.1 -C.sub.4 alkyl, NO.sub.2, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, cyano, CF.sub.3, CF.sub.3 O, CF.sub.3 S, ClF.sub.2, CHF.sub.2 O, or CHF.sub.2 S; n is 0, 1, or 2; R.sub.1 is C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.6 cycloalkyl, or C.sub.2 -C.sub.4 alkenyl; and R.sup.2 is hydrogen, cyano, formyl, C.sub.1 -C.sub.4 acyl, C.sub.1 -C.sub.4 carboalkoxy, carbamoyl, N-C.sub.1 -C.sub.4 alkylcarbamoyl, or N,N-di C.sub.1 -C.sub.4 alkylcarbamoyl.Type: GrantFiled: December 31, 1979Date of Patent: May 5, 1981Assignee: Mobil Oil CorporationInventor: Jill H. Paul
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Patent number: 4260562Abstract: O,N-Disubstituted hydroxylamines are prepared by reacting O-substituted ketoximes with hydrogen in the presence of a platinum catalyst at from 35 to 50 bar, in a medium containing a mineral acid.The O,N-disubstituted hydroxylamines I obtained by the process of the invention are valuable starting materials for the preparation of dyes, crop protection agents and drugs.Type: GrantFiled: February 27, 1980Date of Patent: April 7, 1981Assignee: BASF AktiengesellschaftInventors: Friedrich Linhart, Bjoern Girgensohn, Gernot Reissenweber, Eckhard Hickmann
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Patent number: 4249937Abstract: Compounds of the general formula ##STR1## wherein R.sub.1 is lower alkyl, phenyl, substituted phenyl or benzyl,R.sub.2 is lower alkyl,R.sub.3 is lower alkyl or lower alkenyl,R.sub.4 is hydrogen or lower alkoxycarbonyl,X is straight or branched chain lower alkylene, andn is 0, 1 0r 2;and metal salts and ammonium salts of the compounds defined hereinabove.The compounds are useful as herbicides.Type: GrantFiled: April 20, 1978Date of Patent: February 10, 1981Assignee: Nippon Soda Company, Ltd.Inventors: Isao Iwataki, Masami Shibuya, Hisao Ishikawa, Takashi Kawana
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Patent number: 4242523Abstract: An improved process for the preparation of para-nitroso-diphenyl-hydroxylamines is discussed. In the improved process the dimerizing rearrangement of a nitroso benzene is performed in the presence of at least 0.5 mole of a Lewis acid per mole of nitroso compound.Type: GrantFiled: August 20, 1979Date of Patent: December 30, 1980Assignee: Akzona IncorporatedInventors: Paul K. Battey, Manfred Bergfeld, Peter Hope
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Patent number: 4241225Abstract: Alkanols, alkylamines or hydroxylamines are reacted with a cycloalkene oxide in the presence of Fuller's earth as a catalyst to prepare, respectively, 2-cycloalkanol ethers, 2-alkylamino-cycloalkanols, or 2-hydroxylamino-cycloalkanols.Type: GrantFiled: June 6, 1978Date of Patent: December 23, 1980Assignee: Coalite and Chemical Products LimitedInventor: Keith Gladwin