The Compound Is Monocyclic Patents (Class 564/214)
  • Patent number: 10435385
    Abstract: A compound represented by Formula (1): The compound can be used as insecticides.
    Type: Grant
    Filed: January 15, 2018
    Date of Patent: October 8, 2019
    Assignee: MITSUI CHEMICALS, INC.
    Inventors: Kei Yoshida, Takeo Wakita, Hiroyuki Katsuta, Akiyoshi Kai, Yutaka Chiba, Kiyoshi Takahashi, Hiroko Kato, Nobuyuki Kawahara, Michikazu Nomura, Hidenori Daido, Junji Maki, Shinichi Banba
  • Patent number: 8884046
    Abstract: Compounds that are useful in the synthesis of 2-amino-4,6-dimethoxybenzamide derivatives and other benzamide compounds.
    Type: Grant
    Filed: October 9, 2013
    Date of Patent: November 11, 2014
    Assignee: Resverlogix Corp.
    Inventors: Mario Emilov Lozanov, Anthony Frank Skufca, Andrew George Zeiler
  • Publication number: 20140243522
    Abstract: The present invention relates to benzoxazinones of the general formula (I) wherein the variables are defined according to the description, processes and intermediates for preparing the benzoxazinones of the formula (I), compositions comprising them and their use as herbicides, i.e. for controlling harmful plants, and also a method for controlling unwanted vegetation which comprises allowing a herbicidal effective amount of at least one benzoxazinones of the formula (I) to act on plants, their seed and/or their habitat.
    Type: Application
    Filed: May 2, 2014
    Publication date: August 28, 2014
    Applicant: BASF SE
    Inventors: Matthias WITSCHEL, Trevor William NEWTON, Thomas SEITZ, Helmut WALTER, Bernd SIEVERNICH, Anja SIMON, Ricarda NIGGEWEG, Klaus GROßMANN, Liliana PARRA RAPADO, Richard Roger EVANS
  • Publication number: 20140107369
    Abstract: Compounds that are useful in the synthesis of 2-amino-4,6-dimethoxybenzamide derivatives and other benzamide compounds.
    Type: Application
    Filed: October 9, 2013
    Publication date: April 17, 2014
    Applicant: Resverlogix Corp.
    Inventors: Mario Emilov Lozanov, Anthony Frank Skufca, Andrew George Zeiler
  • Publication number: 20140018548
    Abstract: A chiral hydrogenated H8-BINOL bisphosphine compound is provided, with the structure shown as the following formula (I), wherein both R1 and R2 are halogen, H or C1-C10 aliphatic group; R3 is H or C1-C10 aliphatic group; R4 is halogen, amino, nitro, H, C1-C10 aliphatic group or C1-C10 aromatic group; and X is phenyl, substituted phenyl, cyclohexyl, substituted cyclohexyl, C6-C30 aromatic group, or C6-C30 heterocyclic aromatic group containing one or more heteroatoms selected from N, S, O. The present invention further provides a catalyst for an asymmetric catalytic hydrogenation reaction which contains the compound, wherein the catalyst can produce more than 90% of enantiomers and efficiency with the turnover number of greater than 100,000 in the asymmetric hydrogenation reaction of imines.
    Type: Application
    Filed: March 2, 2011
    Publication date: January 16, 2014
    Applicants: DALIAN HETEROGENEOUS CATALYST CO., LTD., YOUTH CHEMICAL CO., LTD., JIANGSU YANGNONG CHEMICAL CO., LTD.
    Inventor: Jin Li
  • Publication number: 20140012027
    Abstract: A method for producing a fluorine-containing substituted compound, the method including: introducing an organofluorine compound and an organolithium compound into a microreactor provided with a flow path capable of mixing a plurality of liquids, to thereby obtain a reaction product; and introducing, into the microreactor, the reaction product and an electrophile exhibiting electrophilic effect on the reaction product, to thereby obtain a fluorine-containing substituted compound.
    Type: Application
    Filed: September 9, 2013
    Publication date: January 9, 2014
    Applicants: Taiyo Nippon Sanso Corporation, Kyoto University
    Inventors: Junichi YOSHIDA, Aiichiro NAGAKI
  • Publication number: 20130157857
    Abstract: The present invention relates to an inhibitor for tobacco axillary bud growth, the inhibitor comprising, as an active ingredient, one or more kinds of very-long chain fatty acid synthesis inhibitors such as a chloroacetamide-based herbicide, fentrazamide, cafenstrole or indanofan; an inhibitor for tobacco axillary bud growth, the inhibitor comprising the aforesaid very-long chain fatty acid synthesis inhibitor together with clorthal-dimethyl or an aliphatic alcohol having 6 to 20 carbon atoms; and a method for inhibiting tobacco axillary bud growth which comprises applying the inhibitor for tobacco axillary bud growth. The inhibitor for tobacco axillary bud growth of the present invention shows sustained drug efficacy at a low concentration, induces neither chemical injury nor disease, and can contribute to the improvement in labor productivity.
    Type: Application
    Filed: July 26, 2011
    Publication date: June 20, 2013
    Applicant: SDS BIOTECH K.K.
    Inventors: Motoki Tanaka, Keijitsu Tanaka, Takeshi Shibuya, Eiji Ikuta, Kotaro Yoshinaga, Yuki Yamaguchi
  • Publication number: 20120301880
    Abstract: Alkyl amine dyes, oligonucleotide probes prepared from the alkyl amine dyes, phosphoramidites and solid supports prepared from the alkyl amine dyes, and methods of labeling biological agents using the alkyl amine dyes.
    Type: Application
    Filed: May 29, 2012
    Publication date: November 29, 2012
    Applicant: BLOOD CELL STORAGE, INC.
    Inventors: Michael W. Reed, Robert O. Dempcy
  • Publication number: 20120264603
    Abstract: The invention encompasses formulations for increased attachment and retention systems of biologically active organic compounds and methods for the preparation and use thereof.
    Type: Application
    Filed: October 7, 2011
    Publication date: October 18, 2012
    Inventors: David S. Soane, Gangadhar Jogikalmath
  • Publication number: 20120232306
    Abstract: The present invention refers to a new process for the synthesis of tapentadol comprising the quantitative resolution of the racemic mixture (V) to obtain the stereoisomer of (S)-3-(dimethylamino)-2-methyl-1-(3-nitrophenyl)-propan-1-one (VII) according to the Scheme 2 below using the (2R,3R)—O,O?-dibenzoyltartaric chiral acid wherein said resolution is quantitative. The present invention also refers to some intermediate compounds of the new synthesis process of tapentadol.
    Type: Application
    Filed: November 30, 2010
    Publication date: September 13, 2012
    Applicant: Euticals S.P.A.
    Inventors: Giuseppe Motta, Domenico Vergani, Giorgio Bertolini
  • Publication number: 20120100991
    Abstract: The present invention relates to benzoxazinones of the general formula (I) wherein the variables are defined according to the description, processes and intermediates for preparing the benzoxazinones of the formula (I), compositions comprising them and their use as herbicides, i.e. for controlling harmful plants, and also a method for controlling unwanted vegetation which comprises allowing a herbicidal effective amount of at least one benzoxazinones of the formula (I) to act on plants, their seed and/or their habitat.
    Type: Application
    Filed: June 11, 2010
    Publication date: April 26, 2012
    Applicant: BASF SE
    Inventors: Matthias Witschel, Trevor William Newton, Thomas Seitz, Helmut Walter, Bernd Sievernich, Anja Simon, Ricarda Niggeweg, Klaus Grossmann, Liliana Parra Rapado, Richard Roger Evans
  • Publication number: 20110034461
    Abstract: The invention relates to novel compounds of formula I where R1, R2, R3, R4, R5, R9, Ar, Q1, Q2 and Q3 are each as defined below. The compounds of the formula I have antithrombotic activity and inhibit especially protease-activated receptor 1 (PAR1). The invention further relates to a process for preparing the compound of the formula I and to the use thereof as a medicament.
    Type: Application
    Filed: August 5, 2010
    Publication date: February 10, 2011
    Applicant: sanofi-aventis
    Inventors: Uwe HEINELT, Volkmar WEHNER, Matthias HERRMANN, Karl SCHOENAFINGER, Henning STEINHAGEN
  • Publication number: 20090036713
    Abstract: The present invention relates to a process for the hydrogenation of imines with hydrogen in the presence of iridium catalysts. In particular the present invention relates to a process for the hydrogenation of imines with hydrogen under elevated pressure in the presence of an iridium catalysts and with or without an inert solvent, wherein the reaction mixture comprises a phosphonium chloride, bromide or iodide in the presence or in the absence of an acid, which can be an organic or inorganic acid, soluble or insoluble in the reaction mixture. Suitable imines are especially those that contain at least one (Formula I) group. If the groups are substituted asymmetrically and are thus compounds having a prochiral ketimine group, it is possible in the process according to the invention for mixtures of optical isomers or pure optical isomers to be formed if enantioselective or diastereoselective iridium catalysts are used.
    Type: Application
    Filed: February 9, 2007
    Publication date: February 5, 2009
    Applicant: EVONIK DEGUSSA GmbH
    Inventors: Juan Almena, Thomas Riermeier, Axel Monsees, Renat Kadyrov
  • Patent number: 6566554
    Abstract: The present invention relates to a compound of general formula (I) wherein R1, R2, and R3 represents one or more, same or different substituents selected from the group consisting of halogen, hydroxy, mercapto, trifluoromethyl, amino, (C1-C3)alkyl, (C2-C3)olefinic group, (C1-C3)alkoxy, (C1-C3)akylthio, (C1-C6)alkylamino, (C1-C3)alkoxycarbonyl, cyano, —CONH2, phenyl, or nitro; further R2 can be hydrogen, and R3 can be carboxy and carbamoyl; R4 represents hydrogen, (C1-C3)alkyl, or allyl; X represents oxygen or sulphur; Q represents —(CO)—, —(CS)—, or a bond; Y represents (C5-C15)alkyl; (C2-C15)olefinic group; (C3-C10)monocyclic hydrocarbon group; or phenyl; any of which may be optionally substituted by one or more, same or different substituents selected from the group consisting of the formula R5 defined below; (C1-C4)alkyl substituted by one or more substituents selected for the group R5; or a group of the formula —(Z—O)n—Z, wherein Z is a (C1-C3)alkyl, n is an
    Type: Grant
    Filed: February 22, 2002
    Date of Patent: May 20, 2003
    Assignee: Leo Pharmaceutical Products Ltd. a/s (Lovens Kemiske Fabrik Produktionsaktieselskab)
    Inventor: Erik Rytter Ottosen
  • Patent number: 6555710
    Abstract: The present invention relates to compounds of formula (I) wherein R1 and R2 independently represent one or more, same or different substituents selected from the group consisting of halogen, hydroxy, mercapto, trifluoromethyl, amino (C1-C3)alkyl, (C2-C3)olefinic group, (C1-C3)alkoxy, (C1-C3)alkylthio, (C1-C6)alkylamino, (C1-C3)alkoxycarbonyl, cyano, carbamoyl, phenyl, or nitro; R2 further being represented by hydrogen; R3 represents hydrogen, halogen, hydroxy, mercapto, trifluoromethyl, amino, (C1-C3)alkyl, (C2-C3)olefinic group, (C1-C3)alkoxy, (C1-C3)alkylthio, (C1-C6)alkylamino, (C1-C3)alkoxycarbonyl, phenyl, cyano, carboxy or carbomoyl; R4 represents hydrogen, (C1-C3)alkyl, or allyl; X represents oxygen or sulpher; with the proviso that formula (I) does not comprise the compound 2,2,2-trifluoro-N-[2-[3-chloro-4-(2-methylbenzoyl)-phenylamino]-phenyl]acetamide wherein R1 is a 2-methyl, R2 is 2-chloro, R3 and R4 is hydrogen, and X is oxygen; and a salt thereof with a pharmaceutically accep
    Type: Grant
    Filed: March 15, 2002
    Date of Patent: April 29, 2003
    Assignee: Leo Pharmaceutical Products Ltd a/s Lovens Kemiske Fabrik Produktionsaktieselskab
    Inventor: Erik Rytter Ottosen
  • Patent number: 6242609
    Abstract: A method for manufacturing a color coupler used in a silver halide photographic light-sensitive material using an ammonium trihalide. Said method for manufacturing the color coupler comprising the following step: a step for halogenating a coupling position of a four equivalent coupler using a halogenating agent, wherein said halogenating agent is said ammonium trihalide.
    Type: Grant
    Filed: April 7, 1999
    Date of Patent: June 5, 2001
    Assignee: Konica Corporation
    Inventor: Fumio Ishii
  • Patent number: 5852215
    Abstract: Aromatic azomethines are produced by continuous reaction of an aniline with a formaldehyde source, with continuous evaporation to remove residual water of reaction. The azomethine product may be further reacted, either continuously or in batch process, with a haloacetylating agent, and, additionally, with an aliphatic alcohol.
    Type: Grant
    Filed: September 19, 1996
    Date of Patent: December 22, 1998
    Assignee: Zeneca Limited
    Inventors: Kambiz Javdani, Louie A. Nady, Ping H. Sih, Gilbert Rodriguez
  • Patent number: 5831126
    Abstract: The invention relates to the use of the compound N-(4-fluoro-phenyl)-N-isopropyl-chloroacetamide of the formula (I) ##STR1## which is known, as active compound in selective herbicidal compositions, for example for combating weeds in maize cultures, and to a new process for the preparation of this active compound.The compound (I) is obtained in very high yields by reacting N-isopropyl-4-fluoro-aniline with approximately equimolar amounts of chloroacetyl chloride at temperatures between 20.degree. and 150.degree. C. in the presence of an inert diluent, such as, for example, toluene, without addition of an acid binder.
    Type: Grant
    Filed: January 30, 1997
    Date of Patent: November 3, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Heinz Forster, Thomas Schmidt, Karl Steinbeck, Markus Dollinger, Hans-Joachim Santel
  • Patent number: 5668257
    Abstract: The present invention relates to a novel class of phenylboronic acid complexing reagents useful for the preparation of bioconjugates, and the method of making and using such reagents. In the present invention, in the place of prior art Avidin-Biotin and Digoxigenin-anti-Digoxigenin systems, phenylboronic acid complexing reagents are utilized in conjunction with phenylboronic acid reagents (many of which are known in the prior art) to facilitate chemical conjugation without the use of intermediary biological macromolecules. Reagents suitable for the modification of a bioactive species for the purpose of incorporating a phenylboronic acid complexing moiety for subsequent conjugation to a different bioactive species having pendant phenylboronic acid moieties are of General Formula I or General Formula II. ##STR1## wherein group X is selected from either H, OH, NH.sub.2, NHCH.sub.3, NHOH and NHOCH.sub.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: September 16, 1997
    Assignee: Prolinx, Inc.
    Inventor: Mark L. Stolowitz
  • Patent number: 5519144
    Abstract: Eserethole of formula ##STR1## is prepared from 1,3-dimethyl-5-hydroxy-oxindole compound II which is acylated in the first step to obtain 1,3-dimethyl-5-acyloxyoxindole (III). The product is reacted with chloroacetonitrile to obtain 1,3-dimethyl-3-cyanomethyl-5-acyloxy-oxindole (IV). The 5-acyloxy group is hydrolyzed and the hydroxy group is ethoxylated with ethyl halides or sulfate. Then the product is cyclized by treatment with sodium bis-(methoxy-ethoxy)aluminum hydride, to give O-ethyl-nor-eseroline (VI) and the compound is methylated to give eserethole (VII).
    Type: Grant
    Filed: December 19, 1994
    Date of Patent: May 21, 1996
    Assignee: Laboratorio Chimico Internazionale S.p.A.
    Inventors: Aldo Belli, Giorgio Chiodini, Stefano Maiorana
  • Patent number: 5430188
    Abstract: A process for the preparation of 2-alkyl-6-methyl-N(1'-methoxy-2'-propyl)-aniline by catalytic reductive alkylation wherein at least one mole equivalent of methoxyacetone is reacted with one mole equivalent of 2-alkyl-6-methyl-aniline in a liquid medium without an additional solvent, in the presence of a platinized carbon catalyst and hydrogen and in the presence of an acid cocatalyst under a hydrogen pressure of between 2.times.10.sup.5 and 1.times.10.sup.6 Pa at a temperature between 20.degree. and 80.degree. C., characterized in that the reaction mixture contains water from the beginning of the reaction and after the hydrogenation, base is added, the reaction mixture is filtered to separate the catalyst and the title compound recovered from the filtrate. The process is particularly useful for the preparation of N-substituted chloracetanilide herbicides.
    Type: Grant
    Filed: December 15, 1993
    Date of Patent: July 4, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Bader, Peter Flatt, Paul Radimerski
  • Patent number: 5424405
    Abstract: The fibre-reactive dyes of the formula ##STR1## where the variables are each as defined in the claims, are suitable in particular for dyeing nitrogen-containing and hydroxyl-containing fibre materials.
    Type: Grant
    Filed: November 19, 1993
    Date of Patent: June 13, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean-Marie Adam, Guido Jordine
  • Patent number: 5416212
    Abstract: An anilide compound represented by formula (I): ##STR1## wherein R.sup.1 and R.sup.2, which may be the same or different, each represent an alkyl group having 1 to 4 carbon atoms; n represents 0, 1 or 2; A represents an alkylene group having 1 to 14 carbon atoms or a group represented by --CH.sub.2 CO--; and Ar represents a phenyl group, a phenyl group substituted with a halogen atom, a nitro group, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkanoyl group having 2 to 5 carbon atoms or a trifluoromethyl group, a benzyl group, a pyridyl group, a pyridyl group substituted with a halogen atom or a trifluoromethyl group, or a pyrimidyl group, or a salt thereof. The disclosed anilide compounds have potent ACAT inhibitory activity.
    Type: Grant
    Filed: June 20, 1994
    Date of Patent: May 16, 1995
    Assignee: Taisho Pharmaceutical Co., Ltd.
    Inventors: Masakazu Sato, Masahiro Kawase, Akira Manaka, Yutaka Kawashima, Katsuo Hatayama
  • Patent number: 5399759
    Abstract: A formaldehyde reactant is provided to a chemical process or reaction, in the form of a formaldehyde-alcohol complex, by contacting paraformaldehyde with from about 0.25 to about 3 mole equivalents of an aliphatic alcohol in the presence of a catalytic amount of a base. In a preferred embodiment the chemical process is a process for the production of an aromatic azomethine by reaction of an aniline with formaldehyde. The azomethine may then be used to produce a haloacetanilide.
    Type: Grant
    Filed: April 22, 1992
    Date of Patent: March 21, 1995
    Assignee: Imperial Chemical Industries PLC
    Inventor: Gilbert Rodriguez
  • Patent number: 5260483
    Abstract: Methods of producing N-aryl amides comprise reacting an aromatic isocyanate compound with substantially anhydrous carboxylic acid and recovering the resulting N-aryl amide. Additionally, or alternatively, methods of forming N-aryl amides comprise reacting an aromatic isocyanate compound with substantially anhydrous carboxylic acid in the presence of an anhydrous hydrogen halide or hydrolytically unstable halide compound and recovering the resulting N-aryl amide. These reactions may occur in the presence of an aprotic solvent.
    Type: Grant
    Filed: September 9, 1991
    Date of Patent: November 9, 1993
    Assignee: Drexel University
    Inventors: Franklin A. Davis, William E. Starner
  • Patent number: 5155272
    Abstract: The disclosure herein concerns a new process anilides typified by 2',6'-diethyl-N-(methoxymethyl)2-chloroacetanilide (common name alachlor), by the reaction of the appropriate haloacyl amides one of which substituents has a reactive halogen atom with the appropriate alcohol or thioalcohol.
    Type: Grant
    Filed: October 4, 1990
    Date of Patent: October 13, 1992
    Assignee: Monsanto Company
    Inventors: Donald E. Baldus, Edward E. Debus
  • Patent number: 5068392
    Abstract: 2-Chloro and 2,6-dichloroanilines, optionally substituted in the 3-, 5-, and/or 6-position are prepared from the corresponding anilides by selective bromination, chlorination, reduction and hydrolysis. The selectivity of the process for introducing chlorines ortho to the amino group is very high.
    Type: Grant
    Filed: January 24, 1991
    Date of Patent: November 26, 1991
    Assignee: DowElanco
    Inventors: Lennon H. McKendry, Mark W. Zettler
  • Patent number: 5002606
    Abstract: The optically active mixture of isomers of aRS,1'S(-)-N-(1'-methyl-2'-methoxyethyl)-N-chloroacetyl-2-ethyl-6-methylan iline has improved action against problem weeds over the racemic mixture of isomers known as "Metolachlor".
    Type: Grant
    Filed: December 7, 1984
    Date of Patent: March 26, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans Moser, Christian Vogel
  • Patent number: 4994562
    Abstract: The fibre-reactive formazan dyes of the formula ##STR1## where B is an aliphatic or sulfo-free aromatic bridge member, R is .alpha.,.beta.-dihalopropionyl, .alpha.-haloacryloyl or haloacetyl, T.sub.1 is halogen, X is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, cyano or nitro, Y is --CO-- or --SO.sub.2 --, Z is nitrogen or --C--T.sub.2, T.sub.2 is halogen, hydrogen, C.sub.1 -C.sub.4 alkylthio, cyano, formyl or C.sub.1 -C.sub.4 alkylsulfonyl, m is 1, 2 or 3, n is 0, 1 or 2, qu is 0 or 1 and r and s are each eitehr 0 or 1 but never the same as each other, produce dyeings having good fastness properties on nitrogen-containing or hydroxyl-containing fibre materials.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: February 19, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Urs Lehmann
  • Patent number: 4992588
    Abstract: O-acrylaminomethylbenzyl halides (I) ##STR1## in which X is Cl or Br and R.sup.1 is alkyl or aryl, are obtained by reacting an o-aminomethylbenzyl alkyl ether (II) ##STR2## with an acylating agent, and then reacting the resulting acid amide, preferably without intermediate isolation, with an aqueous hydrohalic acid.
    Type: Grant
    Filed: July 31, 1985
    Date of Patent: February 12, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Josef Mueller, Walter-Weilant Wiersdorff, Werner Kirschenlohr, Gerd Schwantje
  • Patent number: 4919709
    Abstract: The optically active isomer of S(-)-N-(1'methyl-2'-methoxyethyl)-N-chloroacetyl-2,6-dimethylaniline has improved action against problem weeds over the racemic mixture of isomers.
    Type: Grant
    Filed: December 7, 1984
    Date of Patent: April 24, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans Moser, Christian Vogel
  • Patent number: 4883915
    Abstract: A process for the catalyzed conversion fo oximes such as cyclohexanone oxime to amides such as caprolactam via a high conversion, high selectivity, long catalyst lifetime reaction over a HAMS-1B crystalline borosilicate-based catalyst composition.
    Type: Grant
    Filed: April 8, 1987
    Date of Patent: November 28, 1989
    Assignee: Amoco Corporation
    Inventor: Patrick E. McMahon
  • Patent number: 4872902
    Abstract: The invention relates to the novel cyclohexanediones of formula I ##STR1## in which R is hydrogen or C.sub.1 -C.sub.6 -alkyl,A is R.sub.2, OR.sub.3 or NR.sub.3 R.sub.4,R.sub.2 is C.sub.1 -C.sub.6 -alkyl that is unsubstituted or is mono-substituted by C.sub.1 -C.sub.4 -alkoxy or mono- or poly-substituted by halogen, or is C.sub.3 -C.sub.6 -cycloalkyl,R.sub.3 is C.sub.1 -C.sub.6 -alkyl or C.sub.3 -C.sub.6 -cycloalkyl, or is phenyl or benzyl each of which is unsubstituted or is mono-, di- or tri-substituted by R.sub.5,R.sub.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.3 -C.sub.6 -cycloalkyl,R.sub.3 and R.sub.4 are, in addition, together with the nitrogen atom to which they are bonded, a pyrrolidine, morpholine or piperidine radical,B is one of the radicals ##STR2## m is 0, 1, 2 or 3, R.sub.5 is halogen, nitro, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkylsulphinyl or C.sub.1 -C.sub.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: October 10, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Hans-Georg Brunner
  • Patent number: 4873357
    Abstract: Potent dopamine-.beta.-hydroxylase inhibitors having the Formula: ##STR1## which are useful to inhibit dopamine-.beta.-hydroxylase activity, pharmaceutical compositions including these inhibitors, and methods of using these inhibitors to inhibit dopamine-.beta.-hydroxylase activity in mammals. Also disclosed are novel intermediates useful in preparing the presently invented inhibitors.
    Type: Grant
    Filed: October 8, 1987
    Date of Patent: October 10, 1989
    Assignee: SmithKline Beckman Corporation
    Inventors: Carl Kaiser, Lawrence I. Kruse, Stephen T. Ross
  • Patent number: 4766243
    Abstract: A process for the electrophilic ring fluorination of aromatic compounds which comprises reacting a fluorinating agent from the group consisting of CF.sub.3 OF and CF.sub.2 (OF).sub.2 with an aromatic compound of the formula ##STR1## where X is selected from the group consisting of ##STR2## and ##STR3## and Y is selected from the group consisting of --H, --CF.sub.3, --CN, --NO.sub.2, --Cl, and CH.sub.3.
    Type: Grant
    Filed: August 10, 1984
    Date of Patent: August 23, 1988
    Assignee: Occidental Chemical Corporation
    Inventor: Michael J. Fifolt
  • Patent number: 4761176
    Abstract: The disclosure herein relates to a group of N-hydrocarbyloxymethyl-2-haloacetanilide compounds, herbicidal compositions containing said compounds as the active ingredient and herbicidal method of use in various crops, particularly sugarbeets. The herbicides herein are particularly effective against annual grasses, including hard-to-kill narrowleaf weeds such as blackgrass, wild oats, and downy brome and other prevalent grasses such as yellow foxtail, barnyardgrass, crabgrass, annual rye, etc.
    Type: Grant
    Filed: March 15, 1984
    Date of Patent: August 2, 1988
    Assignee: Monsanto Company
    Inventor: Gerhard H. Alt
  • Patent number: 4731109
    Abstract: The disclosure herein relates to a group of N-hydrocarbyloxymethyl-2-haloacetanilide compounds, herbicidal compositions containing said compounds as the active ingredient and herbicidal method of use in various crops, particularly, corn and soybeans and other crops including cotton, peanuts, rape and bush beans. The herbicides herein are particularly effective against hard-to-kill perennial weeds such as quackgrass and nutsedges and are also effective against annual weeds.
    Type: Grant
    Filed: March 17, 1982
    Date of Patent: March 15, 1988
    Assignee: Monsanto Company
    Inventor: John P. Chupp
  • Patent number: 4721797
    Abstract: N-acyl-N-alkyl-2,6-dialkyl-3-chloroanilines of the formula ##STR1## wherein R.sub.1 is methyl or ethyl, R.sub.2 is alkoxymethyl, chloromethyl or 2-tetrahydrofuryl, R.sub.3 is alkoxymethyl, carboxy or alkoxycarbonyl and R.sub.4 is hydrogen or methyl and, if R.sub.3 is carboxy or alkoxycarbonyl, R.sub.4 is also 2-alkoxyethyl and 2-alkoxypropyl, and R.sub.3 and R.sub.4, together with the carbon atom to which both radicals are attached, may also form a 2-oxotetrahydro-3-furyl radical or a 2-oxo-5-methyltetrahydro-3-furyl radical, are prepared by reacting a 2,6-dialkylaniline of the formula ##STR2## with a halide of the formula ##STR3## wherein X is chlorine or bromine, to give an N-alkyl-2,6-dialkylaniline of the formula ##STR4## then converting said compound by further reaction with an acylating agent of the formulaX.sub.1 --CO--R.sub.2wherein X.sub.1 is chlorine, bromine or -O-CO-R.sub.
    Type: Grant
    Filed: September 2, 1986
    Date of Patent: January 26, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Wolfgang Eckhardt, Hans Suess
  • Patent number: 4659365
    Abstract: An acetanilide derivative of the following formula (I) and a herbicide containing one or more of the acetanilide derivative as the active ingredient are described. ##STR1## In the formula, R.sup.1 is a lower alkyl group; R.sup.2 is a fluorine-substituted lower alkyl group; A is ##STR2## B is an optionally substituted pyrazolyl group, an optionally substituted alkoxy group or a hydrogen atom.The acetanilide derivative and the herbicide have a selective weed killing activity to gramiveous weeds.
    Type: Grant
    Filed: August 26, 1985
    Date of Patent: April 21, 1987
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Kazuhiko Konno, Koichi Araki, Kaoru Ikeda, Keiji Endo, Mitsuru Hikido
  • Patent number: 4647582
    Abstract: A compound of the formula: ##STR1## useful as a fungicidal agent against phytopathogenic fungi, and particularly against strains resistant to benzimidazole, thiophanate and/or cyclic imide fungicides.
    Type: Grant
    Filed: December 23, 1983
    Date of Patent: March 3, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junya Takahashi, Toshiro Kato, Hiroshi Noguchi, Yukio Oguri, Shigeo Yamamoto, Katsuzo Kamoshita
  • Patent number: 4636505
    Abstract: Acylanilides of the formula ##STR1## wherein R.sup.1 and R.sup.2, the same or different, each is cyano, carbamoyl, nitro, halogeno, perfluoroalkyl or other defined substituents;R.sup.3 is hydrogen or halogen;R.sup.4 is hydrogen or alkyl, or is joined to R.sup.5 ;R.sup.5 is hydrogen, hydroxy, alkoxy or acyloxy or is joined to R.sup.4 ;R.sup.6 is alkyl or halogenoalkyl, or has the formula --A.sup.3 --R.sup.8 or --A.sup.4 --X.sup.2 --A.sup.5 --R.sup.9 ;A.sup.1 and A.sup.4, the same or different, each is alkylene;A.sup.2, A.sup.3 and A.sup.5, the same or different, each is a direct link or alkylene;X.sup.1 and X.sup.2, the same or different, each is oxygen, sulphur, sulphinyl, sulphonyl, imino or alkylimino;R.sup.7 and R.sup.9, the same or different, each is alkyl, alkenyl, hydroxyalkyl, cycloalkyl, phenyl optionally substituted, naphthyl or heterocyclic optionally substituted;and R.sup.8 is phenyl, naphthyl or heterocyclic as defined above for R.sup.7 or R.sup.
    Type: Grant
    Filed: July 15, 1983
    Date of Patent: January 13, 1987
    Assignee: Imperial Chemical Industries PLC
    Inventor: Howard Tucker
  • Patent number: 4618713
    Abstract: This invention relates to a process for preparing 2'-methyl-2-haloacetanilides by selective catalytic hydrogenation of 2'-(halomethyl)-2-haloacetanilides. The 2'-(halomethyl)-2-haloacetanilides are initially prepared by reacting an ortho-(halomethyl) aniline or its anilinium salt with a haloacetyl halide.
    Type: Grant
    Filed: September 7, 1983
    Date of Patent: October 21, 1986
    Assignee: Monsanto Company
    Inventors: John P. Chupp, Michael J. Miller
  • Patent number: 4606759
    Abstract: The disclosure herein relates to a group of N-alkoxymethyl-2-haloacetanilide compounds, herbicidal compositions containing said compounds as the active ingredient and herbicidal method of use in various crops, particularly sorghum. Herbicides herein are particularly effective against hard-to-control weeds particularly seedling johnsongrass and/or shattercane, white proso millet, yellow nutsedge and redroot pigweed in addition to yellow foxtail, barnyardgrass and crabgrass.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: August 19, 1986
    Assignee: Monsanto Company
    Inventor: Gerhard H. Alt
  • Patent number: 4605764
    Abstract: The invention relates to acetamides of the formula (III), ##STR1## wherein R.sup.1 stands for a halogenated alkyl group containing 1 to 2 carbon atoms, preferably for a dichloro- or dibromoalkyl group;R.sup.2 stands for a straight or branched alkyl group containing 1 to 6 carbon atoms or an alkenyl group containing 2 to 6, preferably 3, carbon atoms;R.sup.3 stands for an alkyl group containing 1 to 6, preferably 1 to 4, carbon atoms, an alkoxyalkyl group of altogether 2 to 6, suitably 4 carbon atoms, or a phenyl group;R.sup.3 and R.sup.4 together may stand for a propylene or butylene group;R.sup.4 and R.sup.5 stand independently from each other for hydrogen or a methyl group; orR.sup.4 and R.sup.5 together may stand for a propylene or butylene group.These compounds are antidotes and can be used alone or together with herbicidal agents. The invention comprises such compositions and a process for the preparation of said compounds.
    Type: Grant
    Filed: July 13, 1983
    Date of Patent: August 12, 1986
    Assignee: Eszakmagyarorszagi Vegyimuvek
    Inventors: Gyorgy Matolosy, Barna Bordas, Antal Gimesi, Magdolna Kovacs nee Kalman, Marton Tuske
  • Patent number: 4599448
    Abstract: N-(Alkenyl)-chloroacetanilides of the formula ##STR1## in which R.sup.1 represents a hydrogen atom or an alkyl group,R.sup.2 represents a hydrogen atom or an alkyl, alkoxy, alkoxyalkyl, hydroxyalkyl or benzyl group,R.sup.3 represents a hydrogen atom or an alkyl, alkenyl, alkoxy, alkoxyalkyl, alkylcarbonyl, alkylcarbonyl-alkyl, alkoxycarbonyl or alkoxycarbonylalkyl group, orR.sup.1 and R.sup.2, together with the C.dbd.C double bond, represent an optionally substituted mono-unsaturated or polyunsaturated ring which can also contain heteroatoms, orR.sup.2 and R.sup.3, together with the adjacent carbon atom, represent an optionally substituted, saturated or unsaturated ring which can also contain heteroatoms and/or a carbonyl group, orR.sup.2 and R.sup.3 together represent a radical of the formula ##STR2## wherein R.sup.6 represents a hydrogen atom or an alkyl group andR.sup.7 represents an alkyl or phenyl group andX.sup.1, X.sup.2 and X.sup.
    Type: Grant
    Filed: February 13, 1984
    Date of Patent: July 8, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rudolf Thomas, Ludwig Eue, Robert Schmidt, Klaus Lurssen
  • Patent number: 4567299
    Abstract: The disclosure herein relates to a group of N-methyl-2-haloacetanilide compounds, herbicidal compositions containing said compounds as the active ingredient and herbicidal method of use in various crops, particularly soybeans. The herbicides herein are particularly effective against the hard-to-kill annual weeds Texas panicum, itchgrass, wild proso millet, alexandergrass, shattercane and seedling johnsongrass.
    Type: Grant
    Filed: December 24, 1984
    Date of Patent: January 28, 1986
    Assignee: Monsanto Company
    Inventors: Gerhard H. Alt, James S. Bannon
  • Patent number: 4552956
    Abstract: Pyrazolo, pyrimido and thiazolo[1,4]benzoxazines, useful as dopamine agonists.
    Type: Grant
    Filed: August 15, 1984
    Date of Patent: November 12, 1985
    Assignee: Eli Lilly and Company
    Inventors: Richard N. Booher, Edmund C. Kornfeld
  • Patent number: 4511736
    Abstract: The invention relates to a novel process for preparing chloroacetanilides of the formula ##STR1## wherein: R.sub.1 and R.sub.2 represent independently from each other a hydrogen atom or a C.sub.1-8 alkyl or C.sub.1-8 alkoxy group; andR.sub.3 stands for a straight chained or branched C.sub.1-8 alkoxy group.Said process is characterized by chloroacetylating a 2,6-dialkylaniline of the formula ##STR2## wherein R.sub.1 and R.sub.2 are as defined above, at a temperature of 10.degree. to 120.degree. C., optionally in a solvent medium in the presence of an acid binding agent, then reacting a thus-obtained intermediate with chloromethyl chloroformiate or, alternatively, reacting a compound of the formula (II) first with chloromethyl chloroformiate and subjecting then to chloroacetylation, thereafter reacting a thus-obtained intermediate with an alcohol of the formulaR.sub.3 --OH (III),wherein R.sub.
    Type: Grant
    Filed: January 7, 1983
    Date of Patent: April 16, 1985
    Assignee: Eszakmagyarorszagi Vegyimuvek
    Inventors: Ferenc Mogyorodi, Eniko Koppany, Tibor Bodi, Karoly Balogh, Istvan Toth, Rezso Bognar, Sandor Makleit, Gyorgy Litkei, Miklos Rakosi, Zoltan Dinya
  • Patent number: 4456471
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is alkyl or alkoxy; R.sup.2 is alkenyl having 2 to 10 carbon atoms, substituted alkyl of 1 to 10 carbon atoms or substituted alkenyl of 1 to 10 carbon atoms substituted with 1 or 2 hydroxy groups or 1 or 2 alkoxy groups of 1 to 4 carbon atoms or 1 or 2 alkenyloxy groups of 2 to 4 carbon atoms; acyl, and ketal group of the formula ##STR2## wherein n=2, 3 or 4, R.sup.4 is alkyl and R.sup.5 is hydrogen or alkyl, an oxime of the formula ##STR3## wherein R.sup.6 is hydrogen or alkyl; R.sup.3 is hydrogen or alkyl; X is halo have herbicidal activity.
    Type: Grant
    Filed: July 27, 1982
    Date of Patent: June 26, 1984
    Assignee: Chevron Research Company
    Inventor: John W. Kobzina
  • Patent number: 4451285
    Abstract: The present disclosure relates to a new class of 2-haloacetanilide derivatives which are useful as herbicides. This disclosure further relates to herbicidal compositions containing such 2-haloacetanilides and to herbicidal methods of use employing such compounds and compositions.
    Type: Grant
    Filed: May 28, 1982
    Date of Patent: May 29, 1984
    Assignee: Monsanto Company
    Inventor: Gerhard H. Alt