Chalcogen Bonded Directly To Triazine Ring Carbon Patents (Class 544/218)
  • Patent number: 5959106
    Abstract: N-(substituted aryl)?1,2,4!triazoloazinesulfonamide compounds, such as N-(2,6-difluorophenyl)-8-fluoro-5-methoxy?1,2,4!triazolo?1,5-c!pyrimidine- 2-sulfonamide, were prepared at a good reaction rate and in good yield by the reaction of a chlorosulfonyl?1,2,4!triazoloazine compound, such as 2-chlorosulfonyl-8-fluoro-5-methoxy?1,2,4!triazolo?1,5-c!pyrimidine, and an arylamine compound, such as 2,6-difluoroaniline, in an organic medium containing a relatively acidic alcohol, such as propylene glycol or 2,2,2-trifluoroethanol.
    Type: Grant
    Filed: January 25, 1999
    Date of Patent: September 28, 1999
    Assignee: Dow AgroSciences LLC
    Inventors: Douglas L. Pearson, Timothy J. Adaway
  • Patent number: 5942509
    Abstract: Fungicidal compounds having the formula (I): ##STR1## in which any two of K, L and M are nitrogen and the other is CA wherein A is H, halogen, C.sub.1-4 alkyl, cyano, nitro or trifluoromethyl; X is a linking group other than oxygen; T is oxygen or sulphur; and Z is an optionally substituted carbocyclic or heterocyclic ring.
    Type: Grant
    Filed: January 31, 1997
    Date of Patent: August 24, 1999
    Assignee: Zeneca Limited
    Inventors: John Martin Clough, Christopher Richard Ayles Godfrey, Paul John De Fraine, Ian Thomas Streeting, Gordon Richard Munns
  • Patent number: 5925597
    Abstract: Compounds of the formula (I) and their salts as defined in claim 1, ##STR1## in which R.sup.1 is CO--Q--R.sup.8, where R.sup.8 =H or RR.sup.2 and R.sup.3 are H or (C.sub.1 -C.sub.4)alkyl,R.sup.4 is H, R, RO, OH, RCO, RSO.sub.2, PhSO.sub.2R.sup.5 is RSO.sub.2, PhSO.sub.2, PhCO, RNHSO.sub.2, R.sub.2 NSO.sub.2, RCO, CHO, COCOR', CW--T--R.sup.9, CW--NR.sup.10 R.sup.11, CW--N(R.sup.12).sub.2 orR.sup.4 and R.sup.5 together are the chain (CH.sub.2).sub.m B or --B.sup.1 --(CH.sub.2).sub.m1 B-- where B=SO.sub.2, CO; m=3, 4; m.sup.1 =2, 3;T and W=O, S; Q=O, S, NR.sup.13 where R.sup.13 =H, R;R.sup.6 =H, R, RO, RCO, ROCO, Hal, NO.sub.2, CN;R.sup.7 =H, CH.sub.3 ; R.sup.9 =R; R.sup.10, R.sup.11 =H, R; N(R.sup.12).sub.2 =heterocycleA=pyrimidinyl and triazinyl radical or an analog thereof,where R=(substituted) aliphatic hydrocarbon radical, are suitable as selective herbicides. They are prepared by analogous processes via sulfonamides, some of which are new, of the formula (II).
    Type: Grant
    Filed: March 31, 1997
    Date of Patent: July 20, 1999
    Assignee: Hoechst Schering AgrEvo GmbH
    Inventors: Klaus Lorenz, Lothar Willms, Klaus Bauer, Hermann Bieringer
  • Patent number: 5922710
    Abstract: Iminooxybenzylcrotonate esters of the formula I ##STR1## where the index and the substituents have the following meanings: n is 0, 1, 2, 3 or 4;R is nitro, cyano, halogen,unsubst. or subst. alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy orin the case where n is 2, additionally an unsubst. or subst. bridge bonded to two adjacent ring atoms;R.sup.1 is C.sub.1 -C.sub.4 -alkyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 -alkyl;R.sup.3 is hydrogen, cyano, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio or cycloalkyl;R.sup.4 is a 5 to 10-membered mono- or bicyclic, substituted heteroaromatic ring system,processes for their preparation and their use are described.
    Type: Grant
    Filed: May 22, 1997
    Date of Patent: July 13, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Muller, Wassilios Grammenos, Hubert Sauter, Franz Rohl, Eberhard Ammermann, Gisela Lorenz, Norbert Gotz
  • Patent number: 5885935
    Abstract: Herbicidal sulfonamides of the formula: ##STR1## and salts thereof, where: A represents a substituted or unsubstituted benzene ring, or a 5- or 6-membered substituted or unsubstituted heteroaromatic ring; Q is --O--, --S-- or a group --CXX'--; X and X', which may be the same or different, are each hydrogen, halogen, cyano, an optionally-substituted alkyl group, or a group --OR.sup.a, --SR.sup.a, or --COR.sup.b ; or one of X and X' represents hydroxy and the other is as defined above; or X and X' together represent .dbd.O or .dbd.S; R.sup.a is an optionally-substituted alkyl, aryl or acyl group; R.sup.b is an optionally-substituted alkyl or aryl group, or a group --OR.sup.c or --NR.sup.c R.sup.d ; R.sup.c and R.sup.d, which may be the same or different, are each hydrogen, or an optionally-substituted alkyl or aryl group; Y is nitrogen or a group CR.sup.9 ; R.sup.1 is an optionally-substituted alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocyclyl, benzoheterocyclyl or amino group; R.sup.
    Type: Grant
    Filed: June 21, 1996
    Date of Patent: March 23, 1999
    Assignee: Agrevo UK Limited
    Inventors: Peter Stuart Gates, Graham Peter Jones, David Edward Saunders
  • Patent number: 5770544
    Abstract: A condensed heterocyclic derivative of the formula ##STR1## (wherein R is a hydroxyl group, R.sup.3 or R.sup.4 is an alkoxy group, W is an oxygen atom, Yn is a hydrogen atom, Z is a methine group, and A is a 5- or 6-membered heterocyclic ring which may be substituted, and a herbicide, are presented. When used for paddy field treatment, upland soil treatment and foliage treatment, the condensed heterocyclic derivative of the present invention exhibits excellent herbicidal activities against gramineous and non-gramineous weeds without adversely affecting crop plants.
    Type: Grant
    Filed: October 9, 1996
    Date of Patent: June 23, 1998
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Sumio Yokota, Masafumi Matsuzawa, Nobuyuki Ohba, Toshihiro Nagata, Shigehiko Tachikawa, Takeshige Miyazawa, Katsutada Yanagisawa
  • Patent number: 5760227
    Abstract: The compounds of the s-triazine series of formula I ##STR1## wherein the symbols R.sub.1, R.sub.2, R.sub.3, X and n possess the significances given in claim 1, are eminently suitable, when applied to textile material, as UV-absorbers, as resist agents for anionic dyes, and as stain blockers.
    Type: Grant
    Filed: July 31, 1996
    Date of Patent: June 2, 1998
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Jean-Luc Mura
  • Patent number: 5700295
    Abstract: The invention relates to compounds of formula ##STR1## wherein the variables have the meanings given in the claims. The compounds are suitable for use as UV absorbers for the photochemical stabilisation of undyed, dyed or printed textile fiber materials and for enhancing the sun protection factor thereof.
    Type: Grant
    Filed: October 11, 1995
    Date of Patent: December 23, 1997
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Francesco Fuso, Gerhard Reinert
  • Patent number: 5696262
    Abstract: The invention relates to novel water-soluble triazines of formula ##STR1## wherein the variables are as defined in the claims, to a process for their preparation and to the use thereof for the photochemical and thermal stabilisation of dyed or undyed polyamide fiber materials.
    Type: Grant
    Filed: August 22, 1995
    Date of Patent: December 9, 1997
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Francesco Fuso, Gerhard Reinert
  • Patent number: 5661106
    Abstract: 3-(Het)aryloxy(thio)carboxylic acid derivatives of the formula I ##STR1## where R.sup.1 is hydrogen, COOH or a radical which can be hydrolyzed to give COOH;R.sup.2 and R.sup.3 are each halogen, alkyl, haloalkyl, alkoxy, haloalkoxy or alkylthio;X is nitrogen or CR.sup.14, where R.sup.14 is hydrogen or, together with R.sup.3, forms a 3-membered or 4-membered alkylene or alkenylene chain, in each of which a methylene group is replaced by oxygen;R.sup.4 is alkyl, cycloalkyl, cycloalkenyl, alkenyl or alkynyl, each of which is unsubstituted or substituted;an unsubstituted or substituted five-membered or six-membered heteroaromatic structure containing one to three nitrogen atoms or one sulfur or oxygen atom;unsubstituted or substituted phenyl or naphthyl;R.sup.4 and R.sup.5, together with the neighboring carbon atom, form a 3-membered to 8-membered ring which may contain an oxygen or sulfur atom and which is unsubstituted or substituted;R.sup.
    Type: Grant
    Filed: October 19, 1995
    Date of Patent: August 26, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Ernst Baumann, Joachim Rheinheimer, Uwe Josef Vogelbacher, Matthias Bratz, Norbert Meyer, Matthias Gerber, Karl-Otto Westphalen, Helmut Walter, Wilhelm Rademacher
  • Patent number: 5612338
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or methyl,R.sub.2 is hydrogen, halogen, OCH.sub.3, SCH.sub.3 or CN,R.sub.3, R.sub.4, R.sub.5 are each independently of one another hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.5 alkoxycarbonyl, C.sub.1 -C.sub.5 alkanoyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, CN, NO.sub.2, or wherein two of those substituents are adjacent to each other and together are a methylenedioxy or difluoromethylenedioxy radical,K, L, M are each independently of one another CH or N (=nitrogen atom), but at least one of these three substituents is N, andY is oxygen or sulfur,are effective microbicides for controlling fungal diseases. They can be used for plant protection by themselves or as formulated compositions.
    Type: Grant
    Filed: July 28, 1995
    Date of Patent: March 18, 1997
    Assignee: Ciba-Geigy Corporation
    Inventor: Stephan Trah
  • Patent number: 5585422
    Abstract: s-Triazine UV absorbers substituted by a benzotriazolyl or benzophenonyl moiety exhibit unexpectedly improved UV absorption characteristics and outstanding efficacy in protecting organic substances from the deleterious effects of actinic radiation as well as good resistance to loss by volatilization during processing of stabilized compositions at elevated temperatures.
    Type: Grant
    Filed: September 20, 1995
    Date of Patent: December 17, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert A. Falk, Tyler A. Stevenson, Gregory R. Coughlin
  • Patent number: 5563266
    Abstract: Disubstituted monochlorotriazines such as 2-chloro-4-mesitoxy-6-glycidoxy-1,3,5-triazine are prepared in organic solution by first combining a monoorganoxy dichlorotriazine with an aqueous alkali metal hydroxide solution in a specific concentration and molar ratio, and adding to the mixture thus produced a hydroxyaliphatic or hydroxyaromatic compound, preferably glycidol, in the presence of at least one hydrophilic phase transfer catalyst such as tetra-n-butylammonium bromide. The reaction can be integrated with either or both of a prior step of dichlorotriazine preparation and a subsequent step of capping a hydroxy-terminated polymer, especially a polyphenylene ether.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: October 8, 1996
    Assignee: General Electric Company
    Inventors: Thomas J. Stanley, Sterling B. Brown, Paul E. Howson
  • Patent number: 5545835
    Abstract: There are provided 5,6-disubstituted-3-pyridylmethyl ammonium halide compounds, a method for the preparation thereof and the use thereof for the preparation of 5-(substituted methyl)-2,3-pylidinedicarboxylic acids.
    Type: Grant
    Filed: November 4, 1994
    Date of Patent: August 13, 1996
    Assignee: American Cyanamid Company
    Inventor: Henry L. Strong
  • Patent number: 5482920
    Abstract: Pyrimidinyloxy- and triazinyloxy- and pyrimidinylthio- and triazinylthio-butyric acid derivatives of formula I ##STR1## wherein Q is ##STR2## A is hydroxy or a group ##STR3## and the other substituents are as described in patent claim 1, and salts of compounds of formula I, have herbicidal action and are suitable as active ingredients in weed control compositions.
    Type: Grant
    Filed: February 15, 1994
    Date of Patent: January 9, 1996
    Assignee: Ciba-Geigy Corporation
    Inventor: Christoph Luthy
  • Patent number: 5464809
    Abstract: Fungicidal new 2-methoximinocarboxylic esters of the general formula (I) ##STR1## in which Ar represents one of the radicals ##STR2## and A represents one of the radicals --CH.sub.2 --; ##STR3## where Y represents one of the radicals ##STR4## --O--CH.sub.2 --; --CH.sub.2 --O--; --S--CH.sub.2 --; ##STR5## --SO.sub.2 --CH.sub.2 --; --O--; --CH.dbd.CH-- or --CH.sub.2 --CH.sub.2 --,n represents the number 0 or 1,R represents alkyl, halogenoalkyl, alkenyl, halogenoalkenyl, or represents optionally substituted cycloalkyl, or represents optionally substituted aryl or represents optionally substituted heteroaryl, and, moreover, in the event that n is 0, also represents halogen, andX.sup.1, X.sup.2, X.sup.3 and X.sup.4 independently of one another in each case represent hydrogen, halogen, hydroxyl or methoxy, but where, in the event that X.sup.2 represents bromine, X.sup.3 does not simultaneously represent hydroxyl or methoxy.
    Type: Grant
    Filed: September 12, 1994
    Date of Patent: November 7, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Kramer, Dieter Berg, Heinz-Wilhelm Dehne, Stefan Dutzmann
  • Patent number: 5446155
    Abstract: Disubstituted monochlorotriazines such as 2-chloro-4-mesitoxy-6-glycidoxy-1,3,5-triazine are prepared in organic solution by first combining a monoorganoxy dichlorotriazine with an aqueous alkali metal hydroxide solution in a specific concentration and molar ratio, and adding to the mixture thus produced a hydroxyaliphatic or hydroxyaromatic compound, preferably glycidol, in the presence of at least one hydrophilic phase transfer catalyst such as tetra-n-butylammonium bromide. The reaction can be integrated with either or both of a prior step of dichlorotriazine preparation and a subsequent step of capping a hydroxy-terminated polymer, especially a polyphenylene ether.
    Type: Grant
    Filed: August 30, 1994
    Date of Patent: August 29, 1995
    Assignee: General Electric Company
    Inventors: Thomas J. Stanley, Sterling B. Brown, Paul E. Howson
  • Patent number: 5428002
    Abstract: The invention relates to compounds of formula ##STR1## wherein W, X, Y.sup.1, Y.sup.2, Z, R.sup.1, R.sup.2 and R.sup.14 are as defined in the description, and to the preparation thereof, to weed control compositions and plant-growth-regulating compositions comprising such compounds as active ingredients, and to the use of the active ingredients or compositions for controlling weeds and for regulating plant growth.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: June 27, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Christoph Luthy, Jean-Pierre Obrecht
  • Patent number: 5418212
    Abstract: The present invention provides a novel alkanoic acid amide derivative of the formula, ##STR1## (wherein R.sup.1 is a hydrogen atom, an alkyl group or an alkoxyalkoxy group, R.sup.2 is a group of --SO.sub.2 R or a hydroxyl group, R.sup.5 is an alkyl group, R.sup.3 is an alkyl group, a cycloalkyl group, a cycloalkenyl group or a phenyl group, R.sup.4 is a hydrogen atom or an alkyl group, X and Y may be the same or different and are an alkoxy group, an alkylamino group or a dialkylamino group, and Z is a methine group or a nitrogen atom) and its salt, a process for preparing the same and a herbicidal composition containing the same as an effective ingredient.This compound kills annual and perennial weeds grown in paddy fields and upland fields at a small dose, and is safe to a useful crop plant.
    Type: Grant
    Filed: April 27, 1993
    Date of Patent: May 23, 1995
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Takumi Yoshimura, Keiji Toriyabe, Katsumi Masuda, Ryo Hanai
  • Patent number: 5378843
    Abstract: There are provided 5,6-disubstituted-3-pyridylmethyl ammonium halide compounds, a method for the preparation thereof and the use thereof for the preparation of 5-(substituted methyl)-2,3-pyridinedicarboxylic acids.
    Type: Grant
    Filed: November 22, 1993
    Date of Patent: January 3, 1995
    Assignee: American Cyanamid Company
    Inventor: Henry L. Strong
  • Patent number: 5354779
    Abstract: New oxime ether amides of the formula (I) ##STR1## in which R has the meaning given in the description, and a plurality of processes for their preparation were described.The new oxime ether amides are used as pesticides.
    Type: Grant
    Filed: November 30, 1992
    Date of Patent: October 11, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Kramer, Dieter Berg, Heinz-Wilhelm Dehne, Stefan Dutzmann, Christoph Erdelen
  • Patent number: 5342940
    Abstract: High purity polyethylene glycol derivatives of formula (I) are useful as protein modifiers of interferons, t-PA, EGF, various hormones, etc. The thus modified protein has minimized antigenicity, prolonged plasma half life, or improved transfer to tissue. A novel process for preparing high purity polyethylene glycol derivatives is also disclosed.
    Type: Grant
    Filed: September 13, 1993
    Date of Patent: August 30, 1994
    Assignees: Sumitomo Pharmaceuticals Company, Limited, Seikagaku Corporation
    Inventors: Keiichi Ono, Yoshiyuki Kai, Hiroo Maeda
  • Patent number: 5312918
    Abstract: Halo-displacement reaction products of aliphatic hydroxy compounds and chloro- or bromo-substituted aromatic nitrogen-heterocyclic compounds are conducted under alkaline conditions in the presence of a phase transfer catalyst, in the substantial absence of water inorganic salts other than those formed in the reaction. The method is particularly useful for the preparation of substituted chlorotriazines. In a preferred embodiment, the reagents constitute at least about 25% by weight of the organic phase of the reaction mixture.
    Type: Grant
    Filed: May 24, 1993
    Date of Patent: May 17, 1994
    Assignee: General Electric Company
    Inventors: John C. Schmidhauser, Kathryn L. Longley, William L. Gately
  • Patent number: 5300502
    Abstract: Phenoxyalkyl-substituted heteroaromatics of the general formulae Ia and Ib ##STR1## where A is an unsubstituted or substituted heteroaromatic radical having 6 5 ring members and 1, 2 or 3 nitrogen atoms in the ring, R.sup.1 is hydrogen, halogen or C.sub.1 -C.sub.3 -alkyl. R.sup.2 is hydrogen or C.sub.1 -C.sub.4 -alkyl. Q.sub.a is an unsubstituted or substituted azole radical and Q.sub.b is a substituted or unsubstituted heteroaromatic radical which has a five-membered ring,and their use for combating pests.
    Type: Grant
    Filed: July 8, 1993
    Date of Patent: April 5, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Joachim Leyendecker, Hans-Juergen Neubauer, Uwe Kardorff, Christoph Kuenast, Peter Hofmeister, Wolfgang Krieg
  • Patent number: 5290931
    Abstract: Water-insoluble naphthalic acid imide dyestuffs of the following formula: ##STR1## wherein D is ##STR2## wherein R.sup.1 is C.sub.1 -C.sub.8 alkyl which may be substituted, R.sup.2 is hydrogen, halogen, lower alkyl, lower alkoxy or cyano, X is oxygen or sulfur, and m is 0 or 1; A is phenylene, alkylene, aralkylene or --C.sub.2 H.sub.4 OC.sub.2 H.sub.4 --; B is oxygen, sulfur or ##STR3## wherein R.sup.3 is hydrogen or lower alkyl; Y is a 6-membered nitrogen-containing heterocyclic ring having at least one active halogen atom; and n is 0 or 1.
    Type: Grant
    Filed: September 4, 1992
    Date of Patent: March 1, 1994
    Assignee: Hoechst Mitsubishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Toshio Hihara
  • Patent number: 5288866
    Abstract: There are provided 5,6-disubstituted-3-pyridylmethyl ammonium halide compounds, a method for the preparation thereof and the use thereof for the preparation of 5-(substituted methyl)-2,3-pyridinedicarboxylic acids.
    Type: Grant
    Filed: October 14, 1992
    Date of Patent: February 22, 1994
    Assignee: American Cyanamid Company
    Inventor: Henry L. Strong
  • Patent number: 5283363
    Abstract: The invention relates to a new process for the preparation of (hetero)arylalk(en/in)ylamines of the formula (I) ##STR1## in which A represents ethane-1,2-diyl (ethylene, dimethylene, --CH.sub.2 --CH.sub.2 --) or represents ethene-1,2-diyl (ethenylene, vinylene, --CH.dbd.CH--) or represents ethine-1,2-diyl (ethinylene, --C.ident.C--),characterized in that(a) in the event that, in formula (I), A represents ethine-1,2-diyl, halogeno(hetero)aryl compounds of the general formula (II)Ar--X (II)are reacted with aminoalkinyl compounds of the general formula (III) ##STR2## and, if appropriate, (b) in the event that, in formula (I), A represents ethane-1,2-diyl or ethene-1,2-diyl, the new (hetero)aralkinylamines which are obtained by the process step described under (a), of the general formula (Ia), ##STR3## are reacted with a hydrogenating agent, if appropriate in the presence of a catalyst and if appropriate in the presence of a diluent, the definitions applying to Ar, R.sup.1, R.sup.
    Type: Grant
    Filed: January 16, 1992
    Date of Patent: February 1, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dietmar Kuhnt, Thomas Himmler, Heinz Ziemann
  • Patent number: 5280118
    Abstract: Trifluoro- and chlorodifluoromethoxy-1,3,5-triazines of the formula I ##STR1## where R.sup.1 and R.sup.2 are each, independently of one another, hydrogen, halogen or C.sub.1 -C.sub.4 -haloalkyl, and R.sup.1 is also trifluoro- or chlorodifluoromethoxy, and n is 0 or 1, excepting 2,4-dichloro-6-trifluoromethoxy-1,3,5-triazine, are prepared as described.
    Type: Grant
    Filed: December 3, 1992
    Date of Patent: January 18, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Hamprecht, Horst Mayer, Hans-Josef Wolf
  • Patent number: 5276033
    Abstract: Compounds having the formula (I) ##STR1## wherein: R.sup.1 is methyl, ethyl or isopropyl; R.sup.2 is alkyl, aralkyl, cycloalkyl, cycloalkylmethyl, aryl, heterocyclic, or heterocyclic-substituted thio; R.sup.3 is hydrogen, methyl or ethyl; or R.sup.2 together with R.sup.3 is --(CH.sub.2).sub.n --, wherein n is 3,4 or 5; and A is aromatic heterocyclic; and salts thereof, are valuable agricultural and horticultural anthelmintic, acaricidal and insecticidal agents.
    Type: Grant
    Filed: December 17, 1992
    Date of Patent: January 4, 1994
    Assignee: Sankyo Company, Limited
    Inventors: Toshiaki Yanai, Soji Sugai, Hideo Takeshiba, Junzo Tobitsuka, Kazuo Sato, Shinji Yokoi, Shinya Niimi, Akio Saito
  • Patent number: 5270289
    Abstract: The invention relates to new substituted .alpha.-pyrimidinyloxy(thio)- and .alpha.-triazinyloxy(thio)carboxylic acid derivatives of general formula I ##STR1## in which A, R.sup.1-3, X and Y have the meanings given in the description, processes for their preparation and their use as herbicides, fungicides and plant growth regulants.
    Type: Grant
    Filed: April 1, 1992
    Date of Patent: December 14, 1993
    Assignee: Schering Aktiengesellschaft
    Inventors: Christoph Harde, Erhard Nordhoff, Anita Kruger, Gabriele Kruger, Gerhard Tarara, Peter Wegner, Nikolaus Heinrich, Clemens Kotter, Gerhard Johann, Richard Rees
  • Patent number: 5252760
    Abstract: A method of phosphorylating a nucleoside or an oligonucleotide chain having a free 2', 3' or 5' hydroxyl moiety is provided. The method involves the use of a phosphorylating reagent which is selected such that the extent of phosphorylation can be monitored colorimetrically, easily and accurately. The phosphorylating reagent contains an aromatic species such as a dimethoxytrityl group that is cleavable with acid and colorimetrically detectable upon release.
    Type: Grant
    Filed: August 18, 1987
    Date of Patent: October 12, 1993
    Assignee: Chiron Corporation
    Inventors: Michael S. Urdea, Thomas Horn
  • Patent number: 5236923
    Abstract: New substituted pyrimidylamide oximes of the general formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3, A and Ar have the meanings given in the description, new intermediates for their preparation, and their use for combating pests.The new compounds of the formula (I) can be prepared by analogous processes, for example by reacting suitable pyrimidylamide oximes with suitable alkylating agents. The starting compounds which are also new, namely the pyrimidylamide oximes of the formula (II) in which --A--Ar represents hydrogen, can be prepared from suitable cynaopyrimidines with hydroxylamine or its acid adducts.
    Type: Grant
    Filed: November 26, 1991
    Date of Patent: August 17, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rolf Kirsten, Hilmar Wolf, Gerd Hanssler, Heinz-Wilhelm Dehne, Stefan Dutzmann
  • Patent number: 5232896
    Abstract: 2-(Phenoxy or phenylthio)-2-(pyrimidinyloxy or 1,3,5-triazinyloxy)alkanoic acid compounds, such as ethyl 2-(2-fluorophenoxy)-2-(4,6-dimethylpyrimidin-2-yloxy)-acetate, were prepared by the reaction of a phenol or thiophenol compound with a 2-chloro-2-(pyrimidinyloxy or 1,3,5-triazinyloxy)alkanoate ester compound or by the reaction of a pyrimidinol or 1,3,5-triazinol with a 2-bromo-2-(phenoxy or phenylthio)alkanoate ester. These compounds, and, especially, agriculturally acceptable salts, esters, and amides of these compounds, were found to have herbicidal utility.
    Type: Grant
    Filed: May 6, 1992
    Date of Patent: August 3, 1993
    Assignee: DowElanco
    Inventors: Michael G. Smith, William C. Lo, Wendy S. Jacks, Robert J. Ehr
  • Patent number: 5229513
    Abstract: Substituted dichlorotriazines are prepared by the reaction of a suitable hydroxy compound with cyanuric chloride in a substantially non-polar organic solvent, in the presence of an aqueous alkali metal hydroxide solution having a concentration in the range of about 1-20% by weight and a phase transfer catalyst. The phase transfer catalyst employed is a tetraalkylammonium or tetraalkylphosphonium salt free from aromatic substituents and wherein the alkyl groups contain 3-5 carbon atoms. Hydrophilic phase transfer catalysts, in which the alkyl groups contain up to about 5 carbon atoms, are preferred.
    Type: Grant
    Filed: September 17, 1992
    Date of Patent: July 20, 1993
    Assignee: General Electric Company
    Inventors: Sterling B. Brown, Thomas J. Stanley
  • Patent number: 5194610
    Abstract: Trifluoro- and chlorodifluoromethoxy-1,3,5-triazines of the formula I ##STR1## where R.sup.1 and R.sup.2 are each, independently of one another, hydrogen, halogen or C.sub.1 -C.sub.4 -haloalkyl, and R.sup.1 is also trifluoro- or chlorodifluoromethoxy, and n is 0 or 1, excepting 2,4-dichloro-6-trifluoromethoxy-1,3,5-triazine, are prepared as described.
    Type: Grant
    Filed: July 26, 1991
    Date of Patent: March 16, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Hamprecht, Horst Mayer, Hans-Josef Wolf
  • Patent number: 5186736
    Abstract: Compounds of the formula I or salts thereof ##STR1## where R.sup.1 is H or an aliphatic radical; R.sup.2 and R.sup.3 are H, alkyl or phenyl; W is O, S, NR.sup.4 or NOR.sup.4 ; X is CHR.sup.2, O or NR.sup.4 ; L is a (substituted) phenyl, naphthyl or monocyclic heteroaryl radical, A is a (substituted) pyrimidyl, triazinyl, triazolyl or bicyclic heteroaryl radical, and m and n are 0 or 1, have advantageously herbicidal or plant growth-regulating properties.
    Type: Grant
    Filed: July 11, 1991
    Date of Patent: February 16, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Oswald Ort, Lothar Willms, Klaus Bauer, Hermann Bieringer, Arno Schulz
  • Patent number: 5186734
    Abstract: Herbicidal bisazinyl compounds of the formula ##STR1## in which A.sup.1 and A.sup.2 are identical or different and represent nitrogen or a C--X group, X representing hydrogen, halogen, alkyl or alkoxy, andQ.sup.1 and Q.sup.2 are identical or different and represent oxygen, sulphur, NH or N-alkyl,(the substituents R, X.sup.1, X.sup.2, Y.sup.1, Y.sup.2 and Z representing a variety of organic radicals).The compounds of the formulas ##STR2## are also new.
    Type: Grant
    Filed: September 11, 1991
    Date of Patent: February 16, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andree, Mark W. Drewes, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5185027
    Abstract: Salicylaldehyde derivatives and salicylic acid derivatives of the formula I ##STR1## where A is an unsubstituted or substituted phenyl radical, an unsubstituted or substituted 5-membered heteroaromatic radical having from 2 to 4 nitrogen atoms or two nitrogen atoms and additionally one sulfur or oxygen atom or an unsubstituted or substituted thienyl, pyridyl, naphthyl, quinolyl, indazolyl or benzotriazolyl radical, X is oxygen or sulfur, and the radicals R.sup.1 to R.sup.4 have the meanings given in the specification, processes and intermediates for their production, and their use as herbicides and bioregulators.
    Type: Grant
    Filed: November 7, 1991
    Date of Patent: February 9, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Uwe J. Vogelbacher, Karl Eicken, Joachim Rheinheimer, Norbert Goetz, Albrecht Harreus, Gerhard Paul, Karl-Otto Westphalen, Bruno Wuerzer
  • Patent number: 5159075
    Abstract: Substituted alkoxy- or alkylthiochlorotriazines wherein the substituents on the alkoxy groups are chlorine, bromine or dialkylphosphato are useful as capping agents for polyphenylene ethers. The capped polyphenylene ethers form copolymers with other polymers containing nucleophilic groups, including polyesters, polyamides and functionalized olefin polymers. Such copolymers serve as compatibilizers in the formation of blends having high impact strength.
    Type: Grant
    Filed: February 11, 1991
    Date of Patent: October 27, 1992
    Assignee: General Electric Company
    Inventors: Otto Phanstiel, Sterling B. Brown
  • Patent number: 5158954
    Abstract: Fungicidal compounds of the formula (I): ##STR1## and stereoisomers thereof, wherein K is oxygen or sulphur; Z is optionally substituted aryl or optionally substituted heteroaryl; X is O, S(O).sub.n, NR.sup.4, CR.sup.1 R.sup.2, CHR.sup.5, CO, CR.sup.1 (OR.sup.2), C.dbd.CR.sup.1 R.sup.2, CHR.sup.1 CHR.sup.2, CR.sup.1 .dbd.CR.sup.2, CHR.sup.1 CR.sup.2 .dbd.CH, C.dbd.C, OCHR.sup.1, CHR.sup.1 O, OCHR.sup.1 O, S(O).sub.n CHR.sup.1, S(O).sub.n CHR.sup.1 O, CHR.sup.1 S(O).sub.n, CHR.sup.1 OSO.sub.2, NR.sup.4 CHR.sup.1, CHR.sup.1 NR.sup.4, CO.sub.2, O.sub.2 C, SO.sub.2 O, OSO.sub.2, CO.CO, COCHR.sup.1, COCHR.sup.1 O, CHR.sup.1 CO, CHOH.CHR.sup.1, CHR.sup.1.CHOH, ##STR2## CONR.sup.4, OCONR.sup.4, NR.sup.4 CO, CSNR.sup.4, OCS.NR.sup.4, SCO.NR.sup.4, NR.sup.4 CO.sub.2, NR.sup.4 CS, NR.sup.4 CSO, NR.sup.4 COS, NR.sup.4 CONR.sup.4, S(O).sub.n NR.sup.4, NR.sup.4 S(O).sub.n, CS.sub.2, S.sub.2 C, CO.S, SCO, N.dbd.N, N.dbd.CR.sup.1, CR.sup.1 .dbd.N, CHR.sup.1 CHR.sup.2 CH(OH), CHR.sup.1 OCO, CHR.sup.1 SCO, CHR.sup.1 NR.sup.
    Type: Grant
    Filed: October 15, 1990
    Date of Patent: October 27, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Christopher R. A. Godfrey, Stephen P. Heaney, Kenneth Anderton
  • Patent number: 5142049
    Abstract: Ortho ester-substituted chlorotriazines are prepared by the reaction of a dichlorotriazine with a reactive compound containing an ortho ester group, preferably a 4-(2-methoxy-2-methyl-1,3-dioxolan-4-yl)methyl group. They are useful as capping agents for polyphenylene ethers. The capped polyphenylene ethers form copolymer-containing compositions with polyesters, polyamides and other polymers containing carboxylic acid or amine groups.
    Type: Grant
    Filed: August 15, 1990
    Date of Patent: August 25, 1992
    Assignee: General Electric Company
    Inventors: Farid F. Khouri, John T. Jackman, Otto Phanstiel, IV
  • Patent number: 5124329
    Abstract: Fungicidal compounds having the formula (I): ##STR1## in which any two of K, L and M are nitrogen and the other is CY wherein Y is H, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, cyano, nitro or trifluoromethyl; n is 0 or 1 and X is an optionally substituted aromatic or heteroaromatic ring.
    Type: Grant
    Filed: June 28, 1990
    Date of Patent: June 23, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Ian T. Streeting, Christopher R. A. Godfrey
  • Patent number: 5120843
    Abstract: The aromatic amines (I), alkyl amines (II), bicyclic amines (III). ##STR1## cycloalkyl amines (IV), aromatic bicyclic amines (V), hydroquinone amines (VI), quinone amines (VII), amino-ethers (VIII) and bicyclic amino ethers (IX) are useful as pharmaceutical agents for treating a number of conditions including spinal trauma, mild and/or moderate to severe head injury, etc. Also disclosed is a method of treatment using the 3,4-dihydrobenzopyrans (XI).
    Type: Grant
    Filed: October 23, 1989
    Date of Patent: June 9, 1992
    Assignee: Upjohn
    Inventors: John M. McCall, Donald E. Ayer, E. Jon Jacobsen, Frederick J. VanDoornik, John R. Palmer
  • Patent number: 5098465
    Abstract: The invention relates to new 2-pyrimidinyl- and 2-triazinylacetic acid derivatives of general formula I ##STR1## in which A, R.sup.2-5 and X have the meanings given in the description, processes for their preparation and their use as herbicides, fungicides and plant growth regulants.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: March 24, 1992
    Assignee: Shering Aktiengesellschaft
    Inventors: Gabriele Kruger, Christoph Harde, Nikolaus Heinrich, Anita Kruger, Erhard Nordhoff, Gerhard Tarara, Peter Wegner, Clemens Kotter, Gerhard Johann, Richard Rees, Graham P. Jones
  • Patent number: 5089044
    Abstract: The invention relates to new substituted pyrimidinyloxy(thio)- and triazinyloxy(thio)acrylic acid derivative of general formula I ##STR1## in which A, G, R.sup.1-3, X and Y have the meanings given in the description, processes for their preparation and their use as herbicides, fungicides and plant growth regulants.
    Type: Grant
    Filed: July 19, 1990
    Date of Patent: February 18, 1992
    Assignee: Schering Aktiengesellschaft
    Inventors: Christoph Harde, Erhard Nordhoff, Anita Kruger, Gabriele Kruger, Gerhard Tarara, Peter Wegner, Nikolaus Heinrich, Clemens Kotter, Gerhard Johann, Richard Rees
  • Patent number: 5087289
    Abstract: A herbicidal alkanoic acid derivative of the formula: ##STR1## wherein R.sup.3 is a hydrogen atom, a halogen atom, a halogen-substituted alkyl group, an alkyl group, a cycloalkyl group, an alkylthioalkyl group, a hydroxyalkyl group, a hydroxyl group, a cyano group, an acyloxyalkyl group, a thienyl group, a naphthyl group, a dihydronaphthyl group ##STR2## wherein R.sup.8 is a hydrogen atom, a halogen atom, a nitro group, an alkyl group, an alkoxy group or --S(O).sub.n R.sup.9 wherein R.sup.9 is an alkyl group, and n is an integer of from 0 to 2, m is an integer of from 0 to 2, each of R.sup.2 and R.sup.4 which may be the same or different is a hydrogen atom or an alkyl group, or R.sup.2 and R.sup.4 form together with the adjacent carbon atom a 3-, 4-, 5- or 6-membered ring which may contain an oxygen atom and may be substituted by one or two alkyl groups, each of R.sup.5 and R.sup.6 which may be the same or different is a hydrogen atom or an alkyl group, R.sup.7 is an alkyl group or a phenyl group, or R.sup.
    Type: Grant
    Filed: August 23, 1990
    Date of Patent: February 11, 1992
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Koichiro Kaku, Nobuhide Wada, Akira Takeuchi, Yasufumi Toyokawa, Takeshige Miyazawa, Ryo Yoshida, Kazuhiko Sugiyama
  • Patent number: 5084459
    Abstract: There is provided a pest control composition containing a compound represented by the formula, ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different and independently mean a hydrogen atom, a hydrocarbon group which may be substituted or a heterocyclic group which may be substituted and X means an electron attracting group or a salt thereof.The compounds are of minimal toxicity to man, domestic animals and fish and selectively display remarkable control effect on pests.
    Type: Grant
    Filed: October 25, 1989
    Date of Patent: January 28, 1992
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hideki Uneme, Isao Minamida, Tetsuo Okauchi, Noriko Higuchi
  • Patent number: 5075316
    Abstract: Novel compounds of the formula ##STR1## in which: R.sub.1 and R.sub.2 independently of one another are hydrogen, halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.2 halogenoalkyl, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 halogenoalkoxy; R.sub.3 is C.sub.3 -C.sub.6 cycloalkyl or C.sub.3 -C.sub.6 cycloalkyl which is substituted by up to three identical or different methyl or halogen groups; R.sub.4 is halogen, thiocyano, --OR.sub.5, --SR.sub.5 or --NR.sub.5 R.sub.6, in which R.sub.5 and R.sub.6 are halogen groups; R.sub.4 is halogen, thiocyano, --OR.sub.5, --SR.sub.5 or --NR.sub.5 R.sub.6, in which R.sub.5 and R.sub.6 are as defined herein, are novel active compounds for preventing attack of plants by microorganisms. The compounds can be employed as microbicides as such or in the form of suitable agents.
    Type: Grant
    Filed: March 20, 1990
    Date of Patent: December 24, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Adolf Hubele
  • Patent number: 5062882
    Abstract: Triazine herbicides of the general formula I ##STR1## wherein R.sup.1 and R.sup.2 each independently represent a hydrogen or halogen atom, or an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, alkenyloxy, alkynyloxy, aryloxy, alkylthio, alkenylthio, alkynylthio, arylthio or amino group, or a formyl, optionally substituted alkylcarbonyl, cyano, carboxy, optionally substituted alkoxycarbonyl, dialkylaminoxy, dialkyliminoxy or azido group;X represents an oxygen or sulphur atom or a group --SO.sub.2 --, --SO--, or --NR.sup.4 --where R.sup.
    Type: Grant
    Filed: March 16, 1989
    Date of Patent: November 5, 1991
    Assignee: Shell International Research Maatschappij B. V.
    Inventors: Trevor W. Newton, Alastair McArthur
  • Patent number: 5043443
    Abstract: Novel aminomethyloxooxazolidinyl arylbenzene derivatives, wherein the aryl includes the phenyl, substituted phenyl, pyridyl, and substituted pyridyl groups, such as (l)-N-{3-[4- (4'-pyridyl)phenyl]-2-oxooxazolidin-5-ylmethyl}acetamide, possess useful antibacterial activity.
    Type: Grant
    Filed: July 24, 1990
    Date of Patent: August 27, 1991
    Assignee: Du Pont Merck Pharmaceutical Company
    Inventors: Randall K. Carlson, Chung-Ho Park, Walter A. Gregory