O-carbamoyl Patents (Class 564/255)
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Patent number: 8293436Abstract: There are provided a compound represented by the following formula (I), a photopolymerizable composition containing (A) a photopolymerization initiator represented by the formula (I) and (B) a radical polymerizable monomer, a color filter produced by using the photopolymerizable composition, and a process for producing the color filter.Type: GrantFiled: January 6, 2010Date of Patent: October 23, 2012Assignee: FUJIFILM CorporationInventor: Tomoya Sasaki
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Patent number: 7674503Abstract: There are provided a compound represented by the following formula (I), a photopolymerizable composition containing (A) a photopolymerization initiator represented by the formula (I) and (B) a radical polymerizable monomer, a color filter produced by using the photopolymerizable composition, and a process for producing the color filter:Type: GrantFiled: February 23, 2007Date of Patent: March 9, 2010Assignee: FUJIFILM CorporationInventor: Tomoya Sasaki
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Patent number: 7648738Abstract: Compounds of the formulae (I), (II), (III) and (IV), wherein Ch1 is e.g. the formula (V) or (VI); Ch2 is the formula (VII) or (VIII); Het1 is for example furyl, thienyl, pyrrolyl, pyridyl, benzothienyl, quinolyl or bithienyl; each of which is optionally substituted; Het2 and Het2? e.g. are furylene, thienylene, pyrrolylene, benzothienylene, quinolylene, furylenecarbonyl, thienylenecarbonyl, benzothienylenecarbonyl or bithienylenecarbonyl; each of which is optionally substituted; A1, and Ar1? i.a. are phenyl, naphthyl, benzoyl or naphthoyl, each of which is optionally substituted; Ar2 is for example phenylene, optionally substituted; M i.a. is C1-C20alkylene; R1 is for example C1-C12alkyl or phenyl; R2 and R2? for example are hydrogen or C1-C20 alkyl; exhibit an unexpectedly good performance in photopolymerization reactions.Type: GrantFiled: November 24, 2003Date of Patent: January 19, 2010Assignee: Ciba Specialty Chemicals CorporationInventors: Junichi Tanabe, Hisatoshi Kura, Hidetaka Oka, Masaki Ohwa
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Patent number: 7381842Abstract: Compounds of the formulae I, II, III, IV and V wherein R1 i.a. is C4-C9cycloalkanoyl, C1-C12alkanoyl, C4-C6alkenoyl, or benzoyl; R2 is for example phenyl, C1-C20alkyl, C3-C8cycloalkyl, C2-C20alkanoyl, or benzoyl; Ar1 is R4S-phenyl or NR5R6-phenyl, each of which optionally is substituted; or Ar1 i.a. is optionally substituted; or Ar1 is naphthyl or anthracyl each of which is unsubstituted or substituted; or Ar1 is benzoyl, naphthalenecarbonyl, phenanthrenecarbonyl, anthracenecarbonyl or pyrenecarbonyl, each of which is unsubstituted or substituted, or Ar1 is 3,4,5-trimethoxyphenyl, phenoxyphenyl or biphenyl; Ar2 i.a.Type: GrantFiled: April 11, 2005Date of Patent: June 3, 2008Assignee: Ciba Specialty Chemicals CorporationInventors: Kazuhiko Kunimoto, Hidetaka Oka, Masaki Ohwa, Junichi Tanabe, Hisatoshi Kura, Jean-Luc Birbaum
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Patent number: 7053229Abstract: This invention relates to a process for the production of 4-(17?-alkoxymethyl-17?-substituted-3-oxoestra-4,9-dien-11?-yl)benzaldehyde-(1E)-oxime derivatives of general formula (I) in which R means an amino group, an O—C1-7-alkyl- or O-aryl radical, an S—C1-7-alkyl- or S-aryl radical, an NH—C1-7-alkyl- or NH-aryl radical or an N-di-C1-7-alkyl radical, and R1 means a hydrogen atom or a C1-6-alkyl radical, which yields the target compounds of formula (I) with high yield and selectivity.Type: GrantFiled: November 9, 2001Date of Patent: May 30, 2006Assignee: Schering AGInventors: Gerd Schubert, Sven Ring
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Patent number: 6949678Abstract: Compounds of the formulae I, II, III, IV and V wherein R1 i.a. is C4-C9cycloalkanoyl, C1-C12alkanoyl, C4-C6alkenoyl, or benzoyl; R2 is for example phenyl, C1-C20alkyl, C3-C8cycloalkyl, C2-C20alkanoyl, or benzoyl; Ar1 is R4S-phenyl or NR5R6-phenyl, each of which optionally is substituted; or Ar1 i.a. is optionally substituted; or Ar1 is naphthyl or anthracyl each of which is unsubstituted or substituted; or Ar1 is benzoyl, naphthalenecarbonyl, phenanthrenecarbonyl, anthracenecarbonyl or pyrenecarbonyl, each of which is unsubstituted or substituted, or Ar1 is 3,4,5-trimethoxyphenyl, phenoxyphenyl or biphenyl; Ar2 i.a.Type: GrantFiled: December 12, 2000Date of Patent: September 27, 2005Assignee: Ciba Specialty Chemicals Corp.Inventors: Kazuhiko Kunimoto, Hidetaka Oka, Masaki Ohwa, Junichi Tanabe, Hisatoshi Kura, Jean-Luc Birbaum
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Patent number: 6906223Abstract: The present invention relates to a process for preparing trioxime derivatives of the formula I in which the substituents R1 and R2 are identical or different and each is cyano, alkyl, haloalkyl or cycloalkyl, and R3 and R4 are identical or different and each is alkyl, haloalkyl, cycloalkyl, alkylcarbonyl or arylalkyl, by the following reaction steps in water without isolation of the intermediates: A) nitrosation of 1,3-diketones of the formula II ?to give monooximes of the formula III, B) oximation of III with hydroxylamine derivatives of the formula IV H2N—OR3???IV ?in which R3? is hydrogen or a group R3 to give bisoximes of the formula V, C) alkylation of V with alkylating agents or acylation of V with acylating agents to give compounds of the formula VI and D) subsequent oximation of VI with hydroxylamine to give compounds of the formula I.Type: GrantFiled: July 4, 2001Date of Patent: June 14, 2005Assignee: BASF AGInventors: Andreas Kramer, Matthias Kiefer, Michael Henningsen, Wolfgang Siegel, Jochen Schröder
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Publication number: 20030220352Abstract: The present invention is directed to a method for reducing the emetogenic effects of PDE inhibitors, and more particularly is directed to compounds having PDE4 inhibition activity with little or no emetogenic side-effects, and chemical methods including benzylation for preparing such compounds. A benzyl group may be attached to either a carbon or nitrogen atom of a PDE4 inhibitor. Suitable benzylation chemistry is to extract a hydrogen from a PDE4 inhibitor, preferably with a base, and then react the resulting nucleophilic PDE4 inhibitor with a benzylating agent, e.g., benzyl bromide or a derivative thereof.Type: ApplicationFiled: March 18, 2003Publication date: November 27, 2003Applicant: Inflazyme Pharmaceuticals Ltd.Inventors: Ronald W. Lauener, David L. Burgoyne, Patrick J. Rebstein, Lloyd F. MacKenzie, Yuanlin Zhou, Yaping Shen
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Publication number: 20010031896Abstract: The instant invention provides a process for the selective N-formylation of N-hydroxylamines.Type: ApplicationFiled: January 12, 2001Publication date: October 18, 2001Inventors: David R. Hill, Chi-Nung Hsiao, Ravi Kurukulasuriya, Steven J. Wittenberger
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Patent number: 6251625Abstract: The invention concerns a process for the enzymatic preparation of protected di- and oligopeptides and the separation of the protective groups used. The process according to the invention enables peptides to be synthesized simply and economically and the protective group to be separated carefully. The process comprises three reaction steps: 1. Preparation of N-carbamoyl amino acid or N-carbamoyl amino acid derivatives; 2. Formation of the peptide bond between the carbamoyl-protected electrophile and nucelophile; and 3. Separation of the carbamoyl-protective group.Type: GrantFiled: April 3, 1998Date of Patent: June 26, 2001Assignee: Degussa AktiengesellschaftInventors: Andreas Bommarius, Karlheinz Drauz, Uwe Eichhorn, Hans-Dieter Jakubke, Matthias Kottenhahn
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Patent number: 6071971Abstract: The (R,R)-, (S,S)-, (R,S)-, (R,S)-isomers of 3-amino-4-hydroxy-.alpha.-[[[2-(4-methoxyphenyl)-1-methylethyl]amino]methy l]-benzenemethanol (D) ##STR1## are disclosed, as well as an efficient method for their stereoselective synthesis. A method and composition are also disclosed utilizing desformoterol (D) as a bronchodilator, having high selectivity for .beta..sub.2 receptors.Type: GrantFiled: May 5, 1999Date of Patent: June 6, 2000Assignee: Sepracor Inc.Inventor: Chris Hugh Senanayake
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Patent number: 5965622Abstract: The (R,R)-, (S,S)-, (R,S)-, (R,S)- isomers of 3-amino-4-hydroxy-.alpha.-[[[2-(4-methoxyphenyl)-1-methylethyl]amino]methy l]-benzenemethanol (D) ##STR1## are disclosed, as well as an efficient method for their stereoselective synthesis. A method and composition are also disclosed utilizing desformoterol (D) as a bronchodilator, having high selectivity for .beta..sub.2 receptors.Type: GrantFiled: June 23, 1998Date of Patent: October 12, 1999Assignee: Sepracor Inc.Inventor: Chris Hugh Senanayake
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Patent number: 5892100Abstract: The present invention provides a method for producing N-acyl carbamate in high yield. The method of the present invention comprises the step of reacting an unsaturated acid halide with a carbamate in the presence of a hindered amine. Another method of the present invention comprises the step of reacting a N,N-diacyl carbamate with an active hydrogen compound.Type: GrantFiled: September 9, 1997Date of Patent: April 6, 1999Assignee: Nippon Paint Co., Ltd.Inventors: Eiji Yamanaka, Masami Yabuta, Satoshi Urano
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Patent number: 5874580Abstract: Compounds of formulaA(B).sub.x, (I),wherein x is an integer from 1 to 4, A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,B is a group of formula ##STR1## and, if x is 2,3 or 4, may also be one, two or three hydrogen atoms. The symbols Q, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X, Y, Z, m und n, are as defined in claim 1.These carbamate group-containing soluble chromophores are distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.Type: GrantFiled: June 2, 1998Date of Patent: February 23, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
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Patent number: 5861533Abstract: A process for nitrosating C-H-acidic compounds. The process substantially avoids producing polluted wastewater.Type: GrantFiled: June 5, 1997Date of Patent: January 19, 1999Assignee: Huels AktiengesellschaftInventors: Frank Bauer, Marcel Feld
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Patent number: 5780624Abstract: A process for preparing oxime ethers of the general formula I ##STR1## where R.sup.1 is a C-organic radical,R.sup.2 is hydrogen, alkoxy, cyano, nitro, SOR.sup.4, SO.sub.2 R.sup.4, CO.sub.2 -alkyl, P(O)(OR.sup.4).sub.2 or a C-organic radical, andR.sup.3 and R.sup.4 are unsubstituted or substituted C.sub.1 -C.sub.6 -alkyl, entails converting an oxime of the general formula II ##STR2## where the substituents R.sup.1 and R.sup.2 have the abovementioned meanings, in the presence or absence of an organic diluent, with a base into the corresponding salt, and reacting the latter with a dialkyl carbonate of the general formula III ##STR3## where R.sup.3 has the abovementioned meanings.Type: GrantFiled: May 20, 1997Date of Patent: July 14, 1998Assignee: BASF AktiengesellschaftInventors: Horst Wingert, Michael Keil
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Patent number: 5744640Abstract: A fluorine rubber composition comprising a fluorine rubber and a polyfluoroalkyl group-containing block isocyanate compound represented by the following general formula:Rf(CH.sub.2)nXCONHRNHCOO(N.dbd.C--R.sup.2)mR.sup.1where Rf is a polyfluoroalkyl group having 4 to 20 carbon atoms; R is a divalent organic group; R.sup.1 is a lower alkyl group or phenyl group; R.sup.2 is a lower alkyl group; X is NH or O; n is an integer of 1 to 4 and m is 0 or 1, has a good vulcanization bond to metals without any substantial decrease in the rubber stretchability properly owned by the fluorine rubber.Type: GrantFiled: September 16, 1996Date of Patent: April 28, 1998Assignee: Nippon Mektron, LimitedInventors: Takashi Enokida, Akihiro Naraki, Eiichi Yamashita, Haruyoshi Tatsu
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Patent number: 5686609Abstract: The invention relates to compounds of the formula ##STR1## in which: m is 2 or 3;Ar and Ar' independently are a thienyl group; a substituted or unsubstituted phenyl group; or an imidazolyl group; it also being possible for Ar' to be a benzothienyl group which is unsubstituted or substituted by a halogen; a naphthyl group which is unsubstituted or substituted by a halogen; a biphenyl group; or a substituted or unsubstituted indolyl;X is hydrogen;X' is hydrogen or a hydroxyl group or is joined to X" below to form a carbon-carbon bond, or X and X' together form an oxo group or a dialkylaminoalkoxyimino group of the formula .dbd.N--O--(CH.sub.2).sub.p --Am, in which p is 2 or 3 and Am is a dialkylamino group;Y is a nitrogen atom or a group C(X"), in which X" is hydrogen or forms a carbon-carbon bond with X';Q is hydrogen, a C.sub.1 -C.sub.4 alkyl group or an aminoalkyl group of the formula --(CH.sub.2).sub.Type: GrantFiled: March 11, 1994Date of Patent: November 11, 1997Assignee: SanofiInventors: Xavier Emonds-Alt, Pierre Goulaouic, Vincenzo Proietto, Didier Van Broeck
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Patent number: 5606096Abstract: The present invention provides a process for producing a variety of unsaturated carbamic acid derivatives from corresponding unsaturated carbamates by substitution reaction. The present invention provides a process for producing unsaturated carbamic acid derivatives, comprising reacting an unsaturated carbamate represented by ##STR1## wherein R represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, R.sup.1 represents a residue of an alcohol from which an OH group is removed,with an alcohol, a primary or secondary amine or an oxime at a temperature of 80.degree. to 150.degree. C. to substitute the --OR.sup.1 group in the formula (A).Type: GrantFiled: April 3, 1995Date of Patent: February 25, 1997Assignee: Nippon Paint Co., Ltd.Inventors: Eiji Yamanaka, Noriyuki Tsuboniwa, Takao Morimoto, Masamichi Furukawa, Satoshi Urano
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Patent number: 5284962Abstract: A continuous process employing at least two reaction stages for manufacturing pesticides from methyl isocyanate and oxime or phenol reactants in water.Type: GrantFiled: October 9, 1992Date of Patent: February 8, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventor: Terence A. Rensi
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Patent number: 5124455Abstract: There are disclosed compounds of the formula ##STR1## wherein R is ##STR2## R.sup.1 is hydrogen, lower alkyl or ##STR3## a is 1-3; b is 1-3;c is 0-2;X, Y and Z are each, independently, a bond, O, S. or NH, with the proviso that if one of X or Y is O, S or NH, the other must be a bond;R.sup.2 is amino, loweralkylamino, arylamino, loweralkoxy or aryloxy;R.sup.3 is hydrogen, halo, hydroxy, lower alkoxy, aryloxy, loweralkanoyloxy, amino, lower alkylamino, arylamino or loweralkanoylamino;R.sup.4 and R.sup.5 are each, independently hydrogen or lower alkyl;m is 0-4;n is 1-4; ando is 1-4;and, which by virtue of their ability to selectively inhibit an isoenzyme of 3':5'-cyclic AMP phosphodiesterase located in pulmonary smooth muscle tissue and inflammatory cells, are bronchodilatory and antinflammatory and so are useful in the treatment of acute and chronic bronchial asthma and associated pathologies.Type: GrantFiled: August 8, 1990Date of Patent: June 23, 1992Assignee: American Home Products CorporationInventor: Louis J. Lombardo
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Patent number: 5095087Abstract: Disclosed are certain ketoxime-blocked polyisocyanates and polyester compositions containing the ketoxime-blocked polyisocyanates. Also disclosed are thermosetting powder coating compositions comprising one or more polyesters and at least one of the ketoxime-blocked polyisocyanates and articles coated with the powder coating compositions.Type: GrantFiled: February 25, 1991Date of Patent: March 10, 1992Assignee: Eastman Kodak CompanyInventors: J. Stewart Witzeman, Glenn C. Jones
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Patent number: 5041663Abstract: The invention relates to novel oxime ethers of the formula I ##STR1## wherein R.sub.1 is hydrogen, halogen, lower alkyl, lower haloalkyl, lower alkoxy, lower haloalkoxy, lower alkylthio, lower haloalkylthio, lower alkylsulfinyl, lower alkylsulfonyl, lower haloalkylsulfinyl, lower haloalkylsulfonyl or nitro, each of R.sub.2 and R.sub.3 is hydrogen, halogen, lower alkyl, lower alkoxy or lower haloalkoxy, and Q is an unsubstituted or substituted lower alkyl, lower alkenyl, lower alkynyl or cycloalkyl group, a lower alkanoyl radical, an aliphatic, cycloaliphatic, aromatic or heterocyclic acyl radical which may be substituted or unsubstituted, a carbonyl or thiocarbonyl radical, an aryl or aralkyl radical, an acylimidomethyl radical, a phthalimidomethyl radical or a heterocyclic radical.These compounds are able to act as antidotes or safeners for protecting cultivated plants from the phytotoxic action of aggressive herbicides.Type: GrantFiled: December 11, 1990Date of Patent: August 20, 1991Assignee: Ciba-Geigy CorporationInventors: Henry Martin, Urs Fricker
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Patent number: 4886913Abstract: This invention relates to a process for preparing 2-methyl-2-(methylthio) propionaldehyde O-(methylcarbamoyl) oxime as an aqueous wet cake by reacting 2-methyl-2-(methylthio) propionaldehyde oxime with methyl isocyanate in the presence of an aqueous medium. This invention also relates to an aqueous wet cake composition containing 2-methyl-2-(methylthio) propionaldehyde O-(methylcarbamoyl) oxime.Type: GrantFiled: June 27, 1986Date of Patent: December 12, 1989Assignee: Rhone-Poulenc Nederland, B.V.Inventors: Constance A. Fellows, Patrick G. Hecht, Steven B. Levin
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Patent number: 4886832Abstract: Fungicidally active benzaldoxime derivatives of the formula ##STR1## in which R represents alkyl, alkoxy, halgenoalkyl, halogenoalkoxy or alkenyloxy, or aryl or aryloxy, in each case optionally mono- or polysubstituted by identical or different substituents, aralkyloxy which is optionally mono- or polysubstituted in the aryl radical by identical or different substituents, or represents cycloalkoxy which is optionally mono- or polysubstituted by identical or different substituents, or represents a heterocyclic radical which is optionally mono- or polysubstituted by identical or different substituents,R.sup.1 represents hydrogen, halogen, alkyl or alkoxy,R.sup.2 represents hydrogen, alkyl or halogenoalkyl,R.sup.3 represents hydrogen or halogen,R.sup.4 represents halogen andR.sup.5 represents hydrogen or halogen.Type: GrantFiled: March 10, 1988Date of Patent: December 12, 1989Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Kurt Findeisen, Wilhelm Brandes, Stefan Dutzmann, Gerd Hanssler, Paul Reinecke
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Patent number: 4879410Abstract: A process is disclosed for the preparation of aralkyl mono- and diurethanes or ureas by carbamylmethylation, or acid-catalyzed addition at a temperature of 40.degree. C. to about 100.degree. C. of formaldehyde and esters of carbamic acid to aromatic hydrocarbons. Aralkyl carbamates and ureas formed by this process can be cracked directly to produce aralkyl diisocyanates, or hydrogenated and then cracked to produce aliphatic diisocyanates, or reacted directly with polyols to produce polyurethanes by functioning as blocked isocyanates.Type: GrantFiled: November 3, 1986Date of Patent: November 7, 1989Assignee: American Cyanamid CompanyInventors: Balwant Singh, Laurence W. Chang, William A. Henderson, Jr.
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Patent number: 4859235Abstract: Pesticidally active novel .alpha.-methylsulphonylbenzaldoxime and their carbamates of the formula ##STR1## in which Y represents H or --CO--NH--R,R represents alkyl having 1 to 6 carbon atoms, halogenoalkyl having 1 to 8 carbon atoms and 1 to 5 halogen atoms, cyanoalkyl having 1 to 6 carbon atoms in the alkyl part, tosyl, benzyl, cycloalkyl having 5 to 7 carbon atoms which is optionally monosubstituted to pentasubstituted by alkyl having 1 to 4 carbon atoms, or phenyl which is optionally monosubstituted to pentasubstituted by alkyl having 1 to 6 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogenoalkyl or halogenoalkoxy in each case having 1 to 4 carbon atoms and 1 to 5 halogen atoms, and halogen, these substituents being identical or different,Hal represents halogen, andx represents hydrogen or halogen.Type: GrantFiled: April 8, 1988Date of Patent: August 22, 1989Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Gerd Hanssler, Wilhelm Brandes
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Patent number: 4847413Abstract: This invention relates to a process for preparing 2-methyl-2-(methylsulfonyl) propionaldehyde O-(methylcarbamoyl) oxime as an aqueous wet cake by reacting 2-methyl-2-(methylthio) propionaldehyde oxime with methyl isocyanate in an aqueous medium to give 2-methyl-2-(methylthio) propionaldehyde O-(methylcarbamoyl) oxime which is then oxidized in an aqueous medium to give 2-methyl-2-(methylsulfonyl) propionaldehyde O-(methylcarbamoyl) oxime. This invention also relates to an aqueous wet cake composition containing 2-methyl-2-(methylsulfonyl) propionaldehyde O-(methylcarbamoyl) oxime.Type: GrantFiled: June 27, 1986Date of Patent: July 11, 1989Assignee: Rhone-Poulenc Nederland, B.V.Inventor: Constance A. Fellows
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Patent number: 4816487Abstract: New 1-(2-hydroxylaryl)-alkane-1-on-oximes, procedure for their preparation, and their applicability to pharmaceutical preparations. One purpose is to develop 1-(2-hydroxyaryl)-alkane-1-on-oximes with desirable pharmacological properties. The new compounds of Formula I ##STR1## are characterised by pharmacologically valuable properties, in particular by anti-asthmatic, anti-anaphylactic, antiphlogistic, antihypertensive, spasmolytic, antirheumatic, and antithrombotic, potentials and are applicable in human and veterinary medicine to therapy of asthma bronchiale and other allergic diseases, various kinds of inflammatory and rheumatic diseases, and thrombosis.Type: GrantFiled: March 14, 1985Date of Patent: March 28, 1989Assignee: Humboldt-Universitaet zu BerlinInventors: Tankred Schewe, Hartmut Kuehn, Joerg Beger, Grupe, Renate, Rapoport, Samuel M., Hans-Joachim Binte, deceased, Juergen Slapke
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Patent number: 4778914Abstract: Herbicidal mixtures comprising (1) a diphenyl ether of the formula: ##STR1## or a salt thereof, wherein R.sup.1 is, for example, alkyl; R.sup.2 is hydrogen, halogen or nitro; R.sup.3 is hydrogen, halogen, alkyl, trifluoromethyl or cyano; R.sup.4 is hydrogen, halogen or trifluoromethyl; R.sup.5 is hydrogen, halogen or trifluoromethyl and R.sup.6 is hydrogen or alkyl of 1 to 6 carbons and (2) another herbicide not of formula (I). Intermediates for preparing the formula (I) compounds and processes for using these compounds are also disclosed.Type: GrantFiled: February 19, 1986Date of Patent: October 18, 1988Assignee: Imperial Chemical Industries PLCInventors: David Cartwright, David J. Collins
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Patent number: 4766152Abstract: The present invention relates to novel oximes of the formula ##STR1## wherein U is one of the radicals ##STR2## and R.sub.1 is C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.3 monohaloalkenyl, C.sub.3 -C.sub.5 alkynyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.2 -C.sub.5 alkoxyalkyl, C.sub.2 -C.sub.5 alkylthioalkyl, or benzyl, which is unsubstituted or substituted at the nucleus,R.sub.2 and R.sub.3 are each independently of the other hydrogen or C.sub.1 -C.sub.3 alkyl,R.sub.4, R.sub.5 and R.sub.6 are each independently of one another hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy or nitro,n is 0 or 1,X is oxygen, sulfur or ##STR3## Y is oxygen, sulfur ##STR4## and Z is oxygen or sulfur;with the proviso that X and Y are not simultaneously oxygen and/or at least one of the radicals R.sub.4, R.sub.5 and R.sub.6 has a meaning other than hydrogen if R.sub.1 is a C.sub.1 -C.sub.Type: GrantFiled: May 1, 1986Date of Patent: August 23, 1988Assignee: Ciba-Geigy CorporationInventor: Friedrich Karrer
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Patent number: 4746678Abstract: The invention relates to new phenanthrene derivatives wherein R stand for C.sub.1-10 alkylamino; C.sub.1-10 alkylthio; C.sub.1-5 alkoxy; or phenyl or phenylamino, the two latter groups being optionally substituted on the phenyl ring by one or more identical or different C.sub.1-4 alkyl, C.sub.1-4 alkoxy, nitro, amino, cyano and/or halogen substituent(s) .The compounds of the present invention possess valuable fungicidal properties and may be used in agriculture, horticulture and therapy as active ingredient of fungicidal or antifungal compositions.The compounds of the general Formula I ##STR1## may be prepared by acylating 9,10-phenanthrene-dione-9-oxime or an alkali or alkali earth metal salt thereof.Type: GrantFiled: June 4, 1986Date of Patent: May 24, 1988Assignee: EGIS GyoryszergyarInventors: Pal Benko, Tibor Zsolnai, Marta Kininczky, Laszlo Pallos, Iren Zsolnai nee Csillag, Peter Tetenyi, Jeno Bernath
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Patent number: 4725680Abstract: The invention relates to a process for preparing carbamic acid derivatives of formula: ##STR1## in which R.sup.1 or R.sup.2 denotes a hydrogen atom or a substituted or unsubstituted, saturated or unsaturated aliphatic, cycloaliphatic or heterocyclic radical, or R.sup.1 and R.sup.2 together form a ring, and Y denotes OR, SR, ##STR2## groups, R being a substituted or unsubstituted, saturated or unsaturated aliphatic or cycloaliphatic radical, or a substituted or unsubstituted aromatic radical, R.sup.3 and R.sup.4 denote a hydrogen atom or an aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radical or together form a ring, and R.sup.6 and R.sup.7 denote a saturated or unsaturated, substituted or unsubstituted aliphatic or cycloaliphatic radical, a hydrogen atom, an alkylthio radical or an alkyloxy radical.According to the process, a compound of formula ##STR3## is reacted with an .alpha.-halogenated derivative of formula ##STR4## at a temperature of -5.degree. to 150.degree. C.Type: GrantFiled: February 14, 1985Date of Patent: February 16, 1988Assignee: Societe Nationale des Poudres et ExplosifsInventors: Gerard Barcelo, Jean-Pierre Senet, Gerard Sennyey
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Patent number: 4716176Abstract: Novel fungicidally active benzaldoxime carbamates of the formula ##STR1## in which R is alkyl having 1 to 6 carbon atoms, halogenoalkyl having 1 to 8 carbon atoms and 1 to 5 halogen atoms, cyanoalkyl having 1 to 6 carbon atoms in the alkyl part, tosyl, benzyl, cycloalkyl which has 5 to 7 carbon atoms and is optionally substituted by alkyl having 1 to 4 carbon atoms, or phenyl which is optionally substituted by substituents independently selected from the group consisting of alkyl having 1 to 6 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogen, and halogenoalkoxy and halogenoalkyl each having 1 to 4 carbon atoms and 1 to 5 halogen atoms.Type: GrantFiled: May 23, 1986Date of Patent: December 29, 1987Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Wilhelm Brandes, Gerd Hanssler, Paul Reinecke
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Patent number: 4698438Abstract: A continuous, close-coupled method for making N-methyl carbamate pesticides which comprises contacting the methyl isocyanate in a vapor phase mixture containing methyl isocyanate and water with a selected oxime or phenol, said mixture being the reaction product formed by oxidizing monomethylformamide. An optional intermediate step for preparing the methyl isocyanate/water vapor phase reaction mixture for contact with the oxime or phenol is to remove therefrom a portion of the water without liquefying the methyl isocyanate by cooling the mixture to a temperature below the dew point of water but above the dew point of the methyl isocyanate.Type: GrantFiled: February 11, 1986Date of Patent: October 6, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventors: Charles T. Blaisdell, Walter J. Cordes, George E. Heinsohn, John F. Kook, John R. Kosak
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Patent number: 4668806Abstract: Reacting an alkali metal cyanate salt with dimethyl sulfate in acetonitrile, heating in a steady stream of nitrogen and thereafter immediately bubbling the formed methyl isocyanate into a solution of an appropriate oxime or phenol to form an N-methylcarbamate.Type: GrantFiled: April 18, 1985Date of Patent: May 26, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: Joseph J. Mrowca
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Patent number: 4652680Abstract: Novel 2-adamantanone oxime carbamate derivatives, including tricyclo[3.3.1.1.sup.3,7 ]decan-2-one O-[(cyclohexyl) aminocarbonyl]oxime, tricyclo[3.3.1.1.sup.3,7 ]decan-2-one O-[3-methoxy)aminocarbonyl] oxime, and tricyclo[3.3.1.1.sup.3,7)decan-2-one O-[(2-chlorophenyl)aminocarbonyl]oxime; useful as antifungal agents against E. floccosum.Type: GrantFiled: January 28, 1985Date of Patent: March 24, 1987Assignee: Pennwalt CorporationInventors: Vassil S. Georgiev, Grace A. Saeva
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Patent number: 4633000Abstract: There is provided a new class of derivatives of 2-nitro-5-(substituted-phenoxy) phenylalkanone oximes and imines that have pre- and post-emergence herbicidal activity.Type: GrantFiled: June 14, 1984Date of Patent: December 30, 1986Assignee: Rhone Poulenc AgrochimieInventor: Robert J. Theissen
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Patent number: 4612326Abstract: Sulfur-containing bis-amino carbamate compounds exhibit outstanding acaricidal, nematocidal and insecticidal activity.Type: GrantFiled: June 18, 1982Date of Patent: September 16, 1986Assignee: Union Carbide CorporationInventor: Themistocles D. D'Silva
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Patent number: 4584403Abstract: This invention relates to certain herbicidally active substituted diphenyl ether oxime derivatives, herbicidal compositions of the same and the use thereof for preemergence and postemergence control of noxious plants, i.e., weeds.Type: GrantFiled: February 27, 1984Date of Patent: April 22, 1986Assignee: PPG Industries, Inc.Inventor: Dennis K. Krass
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Patent number: 4515616Abstract: Triazolyl ketone-oximes and triazolyl dioximes of the general formula I ##STR1## where Ar is an aryl radical from the group comprising biphenylyl, naphthyl and phenyl, which radical can be substituted by halogen, nitro, cyano or trifluoromethyl, by alkyl, alkoxy or alkenyl, each of not more than 5 carbon atoms or by phenoxy, andn is 1 or 2,X is oxygen or .dbd.N--OR.sup.3, R.sup.3 being hydrogen, unsubstituted, halogen-substituted or alkoxy-substituted alkyl, alkenyl or alkynyl, each of not more than 5 carbon atoms, or benzyl which is unsubstituted or substitutedby halogen, nitro, cyano or trifluoromethyl, or by alkyl or alkoxy, each of not more than 4 carbon atoms, or is --CO--R.sup.4,R.sup.4 being unsubstituted, halogen-substituted or alkoxy-substituted alkyl of not more than 5 carbon atoms, an aromatic radical or --NH--R.sup.5, R.sup.5 being alkyl or not more than 4 carbon atoms or an aromatic radical,R.sup.Type: GrantFiled: May 27, 1983Date of Patent: May 7, 1985Assignee: BASF AktiengesellschaftInventors: Costin Rentzea, Wolfgang Spiegler, Johann Jung
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Patent number: 4497745Abstract: 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: February 5, 1985Assignee: Ciba-Geigy CorporationInventor: Henry Martin
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Patent number: 4497727Abstract: This invention relates to novel polymers of dipropargylamine and derivatives thereof, a process for preparing same and the electrically conductive polymers resulting from doping poly(dipropargylamine) and derivatives thereof.Type: GrantFiled: February 13, 1984Date of Patent: February 5, 1985Assignee: W. R. Grace & Co.Inventors: Yoshiyuki Okamoto, Edward F. Hwang
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Patent number: 4393238Abstract: Blocked isocyanates of the general formula ##STR1## are obtained by converting terephthalic dialdoxime, isophthalic dialdoxime or an aliphatic, cycloaliphatic or aromatic ketoxime or an aromatic aldoxime of the general formula ##STR2## in the presence of 10-100 Mol % sodium, potassium or calcium hydroxide, with the sodium, potassium or calcium salt of a bis-N-chloramide of the general formulaCl-NH-CO-R-CO-NH-Clin water or a mixture of water and an aprotic solvent. Preferred first components include terephthalic dialdoxime, benzaldehyde-, cyclohexanone-, acetone- and acetophenoneoxime. Preferred aprotic solvents include dimethyl acetamide, dimethylformamide, sulfolan and tetramethylurea.Type: GrantFiled: May 18, 1981Date of Patent: July 12, 1983Assignee: Akzo NVInventors: Hans-Georg Zengel, Manfred Bergfeld
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Patent number: 4387053Abstract: Stabilized pesticide compositions for use particularly as insecticides comprise gallic acid or the propyl ester thereof in combination with an oxime carbamate of the formula ##STR1## wherein R.sub.1 can be R.sub.2 -R.sub.4 or X; R.sub.2 -R.sub.4 can be H, lower alkyl, lower alkenyl, lower alkynyl, substituted alkyl, alkenyl or alkynyl with the proviso that R.sub.2 and R.sub.3 may be connected to form a cycloaliphatic ring;R.sub.5 can be R.sub.2 -R.sub.4 or X with the proviso that when R.sub.5 and X are OR.sub.8, SR.sub.8, S(O)R.sub.8, SO.sub.2 R.sub.8, or NR.sub.8 R.sub.9, R.sub.5 and X may be connected to form a heterocyclic ring;R.sub.6 -R.sub.7 can be hydrogen, lower alkyl, lower alkenyl or lower alkynyl;X=SR.sub.8, S(O)R.sub.8, SO.sub.2 R.sub.8, OR.sub.8, OSO.sub.2 R.sub.8, NR.sub.8 R.sub.9, NO.sub.2, CN, SCN, N.sub.3 or halogen; andR.sub.8 =H, lower alkyl, lower alkenyl lower alkynyl, aryl or substituted aryl, carbamyl, substituted carbamyl, acyl, or substituted acyl; and R.sub.Type: GrantFiled: November 23, 1981Date of Patent: June 7, 1983Assignee: Diamond Shamrock CorporationInventor: James P. Glatzhofer
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Patent number: 4348414Abstract: Cyclobutanone oxime carbamates of the formula ##STR1## wherein n is 1 to 5 and X.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio.A process for obtaining the compounds of the formula I and their use in pest control as well as the cyclobutanone oximes used as intermediates are described.Type: GrantFiled: April 9, 1981Date of Patent: September 7, 1982Assignee: Ciba-Geigy CorporationInventors: Laurenz Gsell, Jean-Claude Gehret
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Patent number: 4344883Abstract: N-chlorosulfinylcarbamate esters are produced by the reaction of thionyl chloride with carbamate esters having one unsubstituted hydrogen on the carbamate nitrogen atom, preferably in the presence of a hydrogen chloride acceptor. The resulting N-chlorosulfinylcarbamate esters are useful intermediates in the preparation of pesticides having relatively low mammalian toxicity.Type: GrantFiled: October 6, 1980Date of Patent: August 17, 1982Assignee: The Regents of the University of CaliforniaInventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
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Patent number: 4316910Abstract: Substituted 2-carbamoyloximino-butanes of the formula ##STR1## in which R is alkyl or alkylthioalkyl,R.sup.1 is alkyl, alkoxyalkyl, alkenyl or alkynyl,R.sup.2 is hydrogen, alkyl or --SR.sup.3,R.sup.3 is alkyl, halogenoalkyl, optionally substituted phenyl, alkoxycarbonyl, --N(CH.sub.3)R.sup.4, or a radical identical to that to which --SR.sup.3 is bonded,R.sup.4 is alkyl, alkoxycarbonyl or optionally substituted phenylsulphonyl,X is hydrogen or halogen,Y is hydrogen or halogen,Z is halogen, andn is 0, 1 or 2,which possess arthropodicidal activity.Type: GrantFiled: August 11, 1980Date of Patent: February 23, 1982Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Bernhard Homeyer, Ingeborg Hammann, Hans-Ludwig Elbe
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Patent number: 4315768Abstract: Oximecarbamate derivatives of the formula: ##STR1## wherein R.sub.1 is methyl or methoxy, R.sub.2 is lower alkyl, lower alkoxy, methylenedioxy, methylthio, halogen or trifluoromethyl, R.sub.3 is hydrogen, methyl or ethyl, X and Z are each oxygen or sulfur, m is an integer of 0 to 5 when R.sub.2 is fluorine or an integer of 0 to 3 when R.sub.2 is other than fluorine, R.sub.2 being same or different in case of m being an integer of 2 or 3, n and r are each an integer of 0 or 1 but when one of them is zero, the other is not zero, q is an integer of 0 or 1 and t is an integer of 0 to 4, which are useful as herbicides having high selectivity to crop plants.Type: GrantFiled: August 13, 1979Date of Patent: February 16, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshiaki Kosuge, Ryo Yoshida, Seizo Sumida, Hirofumi Oshita, Soji Otsuki, Katsuzo Kamoshita
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Patent number: 4276229Abstract: This invention relates to an improved process for preparing carbamate compounds by reacting an active hydrogen-containing compound with an N-alkylcarbamoyl sulfonate salt in the presence of a base.Type: GrantFiled: March 25, 1980Date of Patent: June 30, 1981Assignee: Union Carbide CorporationInventor: Young-Jin Lee