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)
  • Patent number: 4910340
    Abstract: 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: Grant
    Filed: December 14, 1987
    Date of Patent: March 20, 1990
    Assignee: W. R. Grace & Co.-Conn.
    Inventors: Nelson S. Marans, Stephen G. Harsy, Herbert S. Harris
  • Patent number: 4898901
    Abstract: 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: Grant
    Filed: March 23, 1989
    Date of Patent: February 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Ramanathan Ravichandran, Stephen D. Pastor, Raymond Seltzer, Ambelal R. Patel
  • Patent number: 4894479
    Abstract: 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: Grant
    Filed: June 1, 1981
    Date of Patent: January 16, 1990
    Assignee: Rohm and Haas Company
    Inventors: John W. Ashmore, Ted Fujimoto
  • Patent number: 4888444
    Abstract: 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: Grant
    Filed: October 26, 1987
    Date of Patent: December 19, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Ramanathan Ravichandran, Stephen D. Pastor
  • Patent number: 4880840
    Type: Grant
    Filed: June 30, 1987
    Date of Patent: November 14, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans Lindel, Axel Ingendoh, Friedrich Berschauer, Anno de Jong, Martin Scheer
  • Patent number: 4863717
    Abstract: 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: Grant
    Filed: November 10, 1986
    Date of Patent: September 5, 1989
    Assignee: The State of Oregon Acting by and Through the State Board of Higher Education on Behalf of the University of Oregon
    Inventor: John F. W. Keana
  • Patent number: 4847291
    Abstract: 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: Grant
    Filed: July 11, 1986
    Date of Patent: July 11, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Axel Ingendoh, Hans Lindel, Friedrich Berschauer, Anno de Jong, Martin Scheer
  • Patent number: 4844735
    Abstract: 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: Grant
    Filed: April 1, 1988
    Date of Patent: July 4, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Jahn, Wolfgang Rohr, Rainer Becker, Bruno Wuerzer
  • Patent number: 4845290
    Abstract: 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: Grant
    Filed: February 17, 1987
    Date of Patent: July 4, 1989
    Assignee: Interox (Societe Anonyme)
    Inventors: Franz Legrand, Paul Deschrijver
  • Patent number: 4820820
    Abstract: 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: Grant
    Filed: September 23, 1987
    Date of Patent: April 11, 1989
    Assignee: L'Oreal
    Inventors: Henri Sebag, Guy Vanlerberghe
  • Patent number: 4801717
    Abstract: 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: Grant
    Filed: June 24, 1986
    Date of Patent: January 31, 1989
    Assignee: Roussel Uclaf
    Inventors: Jean Tessier, Pierre Girault, Jean-Jacques Herve, Charles-Jacques Van Assche
  • Patent number: 4792628
    Abstract: 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: Grant
    Filed: April 16, 1987
    Date of Patent: December 20, 1988
    Assignee: Otsuka Pharmaceutical Co., Ltd.
    Inventors: Yasuo Oshiro, Hiraki Ueda, Kazuyuki Nakagawa
  • Patent number: 4751245
    Abstract: 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: Grant
    Filed: June 25, 1986
    Date of Patent: June 14, 1988
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Gregory S. Bisacchi, Robert Zahler
  • Patent number: 4746350
    Abstract: 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: Grant
    Filed: April 14, 1986
    Date of Patent: May 24, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventor: Keith G. Watson
  • Patent number: 4740237
    Abstract: 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: Grant
    Filed: September 19, 1985
    Date of Patent: April 26, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Jahn, Rainer Becker, Norbert Goetz, Hardo Siegel, Bruno Wuerzer
  • Patent number: 4728357
    Abstract: 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: Grant
    Filed: July 29, 1985
    Date of Patent: March 1, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Becker, Dieter Jahn, Wolfgang Rohr, Bruno Wuerzer
  • Patent number: 4723030
    Abstract: 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: Grant
    Filed: August 5, 1985
    Date of Patent: February 2, 1988
    Assignee: General Electric Company
    Inventor: Gary C. Davis
  • Patent number: 4717418
    Abstract: 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: Grant
    Filed: November 10, 1982
    Date of Patent: January 5, 1988
    Assignee: ICI Australia Limited
    Inventors: Richard B. Warner, Alexander Serban, Keith G. Watson, Graham J. Bird, Lindsay E. Cross, Graeme J. Farquharson
  • Patent number: 4709107
    Abstract: 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: Grant
    Filed: October 11, 1985
    Date of Patent: November 24, 1987
    Assignee: General Electric Company
    Inventors: Paul R. West, Gary C. Davis
  • Patent number: 4703073
    Abstract: 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: Grant
    Filed: September 15, 1986
    Date of Patent: October 27, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland A. E. Winter, Ramanathan Ravichandran, Raymond Seltzer
  • Patent number: 4696964
    Abstract: 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: Grant
    Filed: April 11, 1986
    Date of Patent: September 29, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Ramanathan Ravichandran
  • Patent number: 4680388
    Abstract: Antibacterial activity is exhibited by compounds having the formula and pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: July 31, 1986
    Date of Patent: July 14, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Joseph E. Sundeen, William H. Koster, Robert Zahler
  • Patent number: 4666510
    Abstract: 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: Grant
    Filed: January 25, 1983
    Date of Patent: May 19, 1987
    Assignee: ICI Australia Limited
    Inventors: Keith G. Watson, Lynette A. Garson, Graham J. Bird, Lindsay E. Cross, Graeme J. Farquharson
  • Patent number: 4649221
    Abstract: 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: Grant
    Filed: March 21, 1985
    Date of Patent: March 10, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Ramanathan Ravichandran, Roger F. Malherbe, Raymond Seltzer
  • Patent number: 4647698
    Abstract: Substituted oximes and hydroxylamine ethers, intermediates therefor, synthesis thereof, and their use for the control of pests.
    Type: Grant
    Filed: September 13, 1984
    Date of Patent: March 3, 1987
    Assignee: Sandoz Ltd.
    Inventor: Clive A. Henrick
  • Patent number: 4617050
    Abstract: 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: Grant
    Filed: July 2, 1985
    Date of Patent: October 14, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Jahn, Rainer Becker, Michael Keil, Walter Himmele, Bruno Wuerzer
  • Patent number: 4612393
    Abstract: 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: Grant
    Filed: April 29, 1985
    Date of Patent: September 16, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Ramanathan Ravichandran, John D. Spivack
  • Patent number: 4603222
    Abstract: 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: Grant
    Filed: August 30, 1984
    Date of Patent: July 29, 1986
    Assignee: Occidental Chemical Corporation
    Inventors: David Y. Tang, Byron R. Cotter, Frederick J. Goetz
  • Patent number: 4595678
    Abstract: 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: Grant
    Filed: March 15, 1983
    Date of Patent: June 17, 1986
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Satoshi Horii, Yukihiko Kameda, Hiroshi Fukase
  • Patent number: 4581429
    Abstract: 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: Grant
    Filed: July 11, 1984
    Date of Patent: April 8, 1986
    Assignee: Commonwealth Scientific and Industrial Research Organization
    Inventors: David H. Solomon, Ezio Rizzardo, Paul Cacioli
  • Patent number: 4579971
    Abstract: A cyclohexane derivative having the formula ##STR1## wherein X is 2-(ethylthio)propyl or 2-(4-chlorophenylthio)ethyl.
    Type: Grant
    Filed: March 25, 1985
    Date of Patent: April 1, 1986
    Assignee: Nippon Soda Co. Ltd.
    Inventors: Isao Iwataki, Kagari Fujita, Hisao Ishikawa, Hideo Hosaka, Kenichi Kohara
  • Patent number: 4571437
    Abstract: 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: Grant
    Filed: July 25, 1983
    Date of Patent: February 18, 1986
    Assignee: Mallinckrodt, Inc.
    Inventors: Douglas C. Caskey, Douglas W. Chapman
  • Patent number: 4568383
    Abstract: 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: Grant
    Filed: May 25, 1983
    Date of Patent: February 4, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Jahn, Wolfgang Rohr, Rainer Becker, Norbert Gotz, Bruno Wurzer
  • Patent number: 4540806
    Abstract: Benzocycloalkane amine derivatives and their non-toxic acid addition salts as novel analgesic agents.
    Type: Grant
    Filed: December 22, 1983
    Date of Patent: September 10, 1985
    Assignee: American Home Products Corporation
    Inventors: Meier E. Freed, Magid A. Abou-Gharbia
  • Patent number: 4530798
    Abstract: 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: Grant
    Filed: September 30, 1982
    Date of Patent: July 23, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Henry Martin
  • Patent number: 4517013
    Abstract: 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: Grant
    Filed: July 21, 1983
    Date of Patent: May 14, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Becker, Dieter Jahn, Michael Keil, Walter Himmele, Bruno Wuerzer
  • Patent number: 4515729
    Abstract: 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: Grant
    Filed: January 26, 1983
    Date of Patent: May 7, 1985
    Assignee: Nippon Soda Company Limited
    Inventors: Isao Iwataki, Kagari Fujita, Hisao Ishikawa, Hideo Hosaka, Kenichi Kohara
  • Patent number: 4477668
    Abstract: (+)-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: Grant
    Filed: September 3, 1982
    Date of Patent: October 16, 1984
    Assignee: Merck & Co., Inc.
    Inventors: Dean R. Bender, Sandor Karady, Theresa Rothauser
  • Patent number: 4466822
    Abstract: 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: Grant
    Filed: March 11, 1980
    Date of Patent: August 21, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Henry Martin
  • Patent number: 4415753
    Abstract: 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: Grant
    Filed: January 29, 1982
    Date of Patent: November 15, 1983
    Assignee: Mallinckrodt, Inc.
    Inventors: Douglas C. Caskey, Douglas W. Chapman
  • Patent number: 4350606
    Abstract: Corrosion in steam condensate lines is inhibited by maintaining a mix of a hydroxylamine compound and a neutralizing amine in the water.
    Type: Grant
    Filed: October 3, 1980
    Date of Patent: September 21, 1982
    Assignee: Dearborn Chemical Company
    Inventors: Dionisio G. Cuisia, Chih M. Hwa
  • Patent number: 4318854
    Abstract: 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: Grant
    Filed: May 16, 1980
    Date of Patent: March 9, 1982
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Eugene J. Trybulski
  • Patent number: 4313959
    Abstract: (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: Grant
    Filed: April 27, 1981
    Date of Patent: February 2, 1982
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Lawrence L. Martin, Manfred Worm
  • Patent number: 4312887
    Abstract: 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: Grant
    Filed: October 25, 1978
    Date of Patent: January 26, 1982
    Assignee: Abbott Laboratories
    Inventor: Fortuna Haviv
  • Patent number: 4304934
    Abstract: 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: Grant
    Filed: December 30, 1980
    Date of Patent: December 8, 1981
    Assignee: Polaroid Corporation
    Inventors: James R. Bartels-Keith, Eva R. Karger, Jean B. Rogers
  • Patent number: 4265907
    Abstract: 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: Grant
    Filed: December 31, 1979
    Date of Patent: May 5, 1981
    Assignee: Mobil Oil Corporation
    Inventor: Jill H. Paul
  • Patent number: 4260562
    Abstract: 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: Grant
    Filed: February 27, 1980
    Date of Patent: April 7, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Friedrich Linhart, Bjoern Girgensohn, Gernot Reissenweber, Eckhard Hickmann
  • Patent number: 4249937
    Abstract: 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: Grant
    Filed: April 20, 1978
    Date of Patent: February 10, 1981
    Assignee: Nippon Soda Company, Ltd.
    Inventors: Isao Iwataki, Masami Shibuya, Hisao Ishikawa, Takashi Kawana
  • Patent number: 4242523
    Abstract: 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: Grant
    Filed: August 20, 1979
    Date of Patent: December 30, 1980
    Assignee: Akzona Incorporated
    Inventors: Paul K. Battey, Manfred Bergfeld, Peter Hope
  • Patent number: 4241225
    Abstract: 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: Grant
    Filed: June 6, 1978
    Date of Patent: December 23, 1980
    Assignee: Coalite and Chemical Products Limited
    Inventor: Keith Gladwin