Hetero Ring Is Five-membered Consisting Of One Nitrogen And Four Carbons Patents (Class 504/283)
  • Patent number: 5994274
    Abstract: The present invention relates to new compounds of the formula (I) ##STR1## in which X represents alkyl,Y represents halogen or alkyl andZ represents halogen or alkyl,with the proviso that one of the radicals Y and Z always represents halogen and the other alkyl,Het represents one of the groups ##STR2## in which A, B, D and G have the meanings given in the description,a plurality of processes for their preparation and their use as pesticides and herbicides.
    Type: Grant
    Filed: December 23, 1997
    Date of Patent: November 30, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reiner Fischer, Thomas Bretschneider, Hermann Hagemann, Folker Lieb, Michael Ruther, Arno Widdig, Peter Dahmen, Markus Dollinger, Christoph Erdelen, Hans-Joachim Santel, Ulrike Wachendorff-Neumann, Alan Graff, Wolfram Andersch
  • Patent number: 5972840
    Abstract: A treatment for relieving or combating stress in a plant before harvesting is described in which an amount of an osmolyte regulator is applied to the plant at a predetermined time before harvesting so as to prevent or reduce blemishes or damage of the skin of the plant. The treatment may be applied to a diverse range of plants such as pears, peaches, cherries and similar fruit, and tropical fruits and nuts. A preferred osmolyte regulator is glycine betaine or other betaine derivatives, and the preferred dosage rate is up to 20,000 ppm in aqueous solution with or without other additives. The osmolyte regulator is applied to the plants by spraying the leaves. Other osmolyte regulators are compounds such as N-methyl substituted amino acids, proline, or choline, stachydrine, trigonelline, and homostachydrine, glycine, glutamic acid, GABA, trimethylamine, or butyric acid.
    Type: Grant
    Filed: October 1, 1997
    Date of Patent: October 26, 1999
    Assignee: AB Tall (Holdings) Pty. Ltd.
    Inventor: Malcolm Mottram
  • Patent number: 5861356
    Abstract: This invention relates to enhancing plant productivity employing a method and improved compositions containing water-soluble crosslinked polyamino acids having a weight average molecular weight of a size larger than about 1,500. More particularly, crosslinked polyamino acids enhance plant productivity when supplied to the plant directly as the free acid or salt thereof or hydrolyzed from a crosslinked precursor of the crosslinked polyamino acid by the method disclosed. Particularly suitable for this purpose are water-soluble, crosslinked polyaspartic acid, and salts thereof and hydrolyzed crosslinked polysuccinimide.
    Type: Grant
    Filed: January 10, 1997
    Date of Patent: January 19, 1999
    Assignee: Donlar Corporation
    Inventors: Larry P. Koskan, Abdul Rehman Y. Meah, J. Larry Sanders, Robert J. Ross
  • Patent number: 5846906
    Abstract: Herbicidally active phenyldiketone compounds of the formula I ##STR1## in which the substituents have the following meanings: L and M are hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkynyl, C.sub.1 -C.sub.4 -alkoxy, it being possible for these groups to be unsubstituted or substituted by one to five halogen atoms or C.sub.1 -C.sub.4 -alkoxy, or halogen, cyano, nitro, a group --(Y).sub.n --S(O).sub.m R.sup.7 or a group --(Y).sub.n --CO--R.sup.8,Z is a 5- or 6-membered heterocyclic saturated or unsaturated radical which has one to three hetero atoms selected from the group consisting of oxygen, sulfur or nitrogen and which is unsubstituted or substituted by halogen, cyano, nitro, a group --CO--R.sup.8, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, di-C.sub.1 -C.sub.
    Type: Grant
    Filed: July 30, 1997
    Date of Patent: December 8, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang von Deyn, Regina Luise Hill, Uwe Kardorff, Stefan Engel, Martina Otten, Marcus Vossen, Peter Plath, Harald Rang, Albrecht Harreus, Hartmann Konig, Helmut Walter, Karl-Otto Westphalen, Ulf Misslitz
  • Patent number: 5830826
    Abstract: The present invention relates to novel 1H-3-aryl-pyrrolidine-2,4-dione derivatives of the formula (I) ##STR1## in which A, B, G, X, Y and Z have the meaning given in the description, to processes for their preparation and to intermediates for this purpose. The compounds of the formula (I) are used as pesticides and herbicides.
    Type: Grant
    Filed: September 27, 1996
    Date of Patent: November 3, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reiner Fischer, Thomas Bretschneider, Bernd-Wieland Kruger, Michael Ruther, Christoph Erdelen, Ulrike Wachendorff-Neumann, Hans-Joachim Santel, Markus Dollinger
  • Patent number: 5807805
    Abstract: The invention relates to novel thiophene derivatives of the formula (I) ##STR1## in which X represents halogen, alkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy, nitro or cyano, or two substituents X, together with the carbon atoms to which they are attached, form a saturated or unsaturated, optionally substituted ring,n represents a number from 1 to 3, andZ represents one of the groups ##STR2## in which A, B, D, G, have the meaning given in the description, to processes for their preparation and to their use as pesticides and herbicides.
    Type: Grant
    Filed: May 9, 1997
    Date of Patent: September 15, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reiner Fischer, Jacques Dumas, Thomas Bretschneider, Bernd Gallenkamp, Folker Lieb, Konrad Wernthaler, Christoph Erdelen, Ulrike Wachendorff-Neumann, Norbert Mencke, Andreas Turberg
  • Patent number: 5756426
    Abstract: Described herein are compounds of the formula I ##STR1## and the isomers thereof, in which either a) X is an N atom andY is OR.sub.11 or N(R.sub.12)R.sub.13, orb) X is CH andY is OR.sub.11,and in which furthermore:R.sub.11 is C.sub.1 -C.sub.4 alkyl;R.sub.12 and R.sub.13, independently, are hydrogen or C.sub.1 -C.sub.4 alkyl;A is an O atom or the group NR.sub.4 ; and whereinR.sub.1, R.sub.2 and R.sub.3 are as defined herein, are pesticidal active ingredients. They can be used for pest control, in particular as microbicides, insecticides and acaricides in agriculture, horticulture and in the hygiene sector.
    Type: Grant
    Filed: September 11, 1995
    Date of Patent: May 26, 1998
    Assignee: Novartis Corporation
    Inventors: Hugo Ziegler, Stephan Trah, Saleem Farooq, Rene Zurfluh
  • Patent number: 5726129
    Abstract: Pyrrolidine-2-thione derivatives of the formula (I) ##STR1## wherein the variables are as defined in the specification are active as herbicides.
    Type: Grant
    Filed: November 12, 1996
    Date of Patent: March 10, 1998
    Assignee: Zeneca Limited
    Inventors: Nigel John Barnes, Richard Anthony Barber
  • Patent number: 5705456
    Abstract: Compounds of formula I: ##STR1## where n is 0 or an integer from 1 to 5; X is halogen, nitro or cyano, or C.sub.1-10 hydrocarbyl or C.sub.1-10 hydrocarbyloxy, either of which may be substituted with one or more halogen atoms;Y is CH.sub.2, O or S; andR.sup.1 and R.sup.2 independently represent hydrogen, C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl or halogen;Processes for the preparation of compounds of formula I, herbicidal compositions and methods utilising them are also disclosed.
    Type: Grant
    Filed: November 29, 1996
    Date of Patent: January 6, 1998
    Assignee: Zeneca Limited
    Inventors: Glynn Mitchell, Stephen Christopher Smith
  • Patent number: 5681795
    Abstract: Compounds having the formula ##STR1## possessing herbicidal activity.
    Type: Grant
    Filed: October 3, 1995
    Date of Patent: October 28, 1997
    Assignee: Zeneca Limited
    Inventor: Tsze H. Tsang
  • Patent number: 5674811
    Abstract: A cyanoketone derivatives of the following formula (1) ##STR1## which are characterized by excellent herbicidal activity and effectiveness against a variety of broad leafed weeds, including barnyard grass, green foxtail, velvet leaf, livid amaranth and hairy beggar ticks.
    Type: Grant
    Filed: October 6, 1994
    Date of Patent: October 7, 1997
    Assignee: Tokuyama Corporation
    Inventors: Toshio Kitajima, Tadashi Kobutani, Shozo Kato, Masao Yamaguchi, Masahiko Ishizaki, deceased
  • Patent number: 5629265
    Abstract: Disclosed herein are cyanoketone derivatives of the following formula (1) ##STR1## such as 1-cyano-1-piperidinocarbonyl-3-[4-(2-chloro-4-trifluoromethylphenoxy)pheno xy]-2-butanone, 1-cyano-1-piperidinocarbonyl-3-[4-(3-chloro-5-trifluoromethyl-2-pyridyloxy )phenoxy]-2-butanone, 1-cyano-1-(N-methyl-N-dichlorophenyl)aminocarbonyl-3-[4-(2-quinoxalyloxy)p henoxy]-2-butanone, 1-cyano-1-(N,N-dibutyl)aminocarbonyl-3-[4-(3-chloro-5-trifluoromethyl-2-py ridyloxy)phenoxy-2-butanone, and the like, which are characterized by excellent herbicidal activity and effectiveness against a variety of gramineous weeds.
    Type: Grant
    Filed: June 22, 1994
    Date of Patent: May 13, 1997
    Assignee: Tokuyama Corporation
    Inventors: Masahiko Ishizaki, Seiji Nagata, Junji Takenaka
  • Patent number: 5622917
    Abstract: The invention relates to new 1H-3-aryl-pyrrolidine-2,4-dione derivatives of the formula (I) ##STR1## in which A, B, X, Y and G have the meanings given in the description, to a plurality of processes for their preparation, and to their use as pesticides.
    Type: Grant
    Filed: January 3, 1995
    Date of Patent: April 22, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reiner Fischer, Thomas Bretschneider, Bernd-Wieland Kr uger, Michael Ruther, Christoph Erdelen, Ulrike Wachendorff-Neumann, Hans-Joachim Santel, Markus Dollinger
  • Patent number: 5616536
    Abstract: There are provided substituted 3-aryl-pyrrolidine-2,4-dione derivatives of the formula (I) ##STR1## The new compounds (I) have highly pronounced insecticidal, acaricidal and herbicidal properties.
    Type: Grant
    Filed: June 3, 1996
    Date of Patent: April 1, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reiner Fischer, Bernd-Wieland Kruger, Thomas Bretschneider, Christoph Erdelen, Ulrike Wachendorff-Neumann, Klaus Lurssen, Hans-Joachim Santel, Robert R. Schmidt
  • Patent number: 5610121
    Abstract: The invention relates to new heterocyclically disubstituted sulphonylamino(thio)carbonyl compounds of the formula (I) ##STR1## in which Q represents oxygen or sulphur,R.sup.1 and R.sup.2 are identical or different and independently of one another represent a radical from the series comprising heterocyclyl, heterocyclylamino and heterocyclylimino, in each case optionally substituted and bonded via N, with the exception of optionally substituted pyrazolylamino in the meaning of R.sup.1,and salts of the compounds of the formula (I), furthermore to processes for their preparation, and to their use as herbicides.
    Type: Grant
    Filed: November 15, 1994
    Date of Patent: March 11, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Jochem Riebel, Ernst R. F. Gesing, Klaus-Helmut M uller, Peter M uller, Kurt Findeisen, Hans-Joachim Santel, Klaus L urssen, Robert R. Schmidt
  • Patent number: 5604182
    Abstract: Compounds of formula (I): ##STR1## and salts and esters thereof have valuable anthelmintic, acaricidal and insecticidal activities. Methods of preparing the compounds are also provided.
    Type: Grant
    Filed: July 11, 1994
    Date of Patent: February 18, 1997
    Assignee: Sankyo Company Limited
    Inventors: Yasuhiro Morisawa, Akio Saito, Toshimitsu Toyama, Susumu Kaneko
  • Patent number: 5602078
    Abstract: Dialkyl-1-H-3-(2,4-dimethylphenyl)-pyrrolidine-2,4-diones of the formula (I) ##STR1## in which A represents alkyl which is optionally substituted by halogen andB represents C.sub.2 -C.sub.10 -alkyl orA and B together with the carbon atom to which they are bonded represent an unsubstituted cycle,G represents hydrogen,L and M represent oxygen and/or sulphur. These compounds possess herbicidal and pesticidal activity.
    Type: Grant
    Filed: December 4, 1995
    Date of Patent: February 11, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reiner Fischer, Thomas Bretschneider, Bernd-Wieland Kr uger, Hans-Joachim Santel, Markus Dollinger, Christoph Erdelen, Ulrike Wachendorff-Neumann
  • Patent number: 5593947
    Abstract: Water-soluble polyorganic acids having a molecular size of more than 1,500 Daltons enhance plant fertilizer uptake when supplied to the plant, usually in the root feeding zone or through foliar mechanisms. Particularly suitable for this purpose are the polyamino acids such as polyaspartic acid and copolymers thereof.
    Type: Grant
    Filed: September 27, 1994
    Date of Patent: January 14, 1997
    Assignee: Donlar Corporation
    Inventors: Alan M. Kinnersley, Larry P. Koskan, David J. Strom, Abdul R. Y. Meah
  • Patent number: 5589439
    Abstract: Herbicidal novel tetrazolinone derivatives of the formula: ##STR1## wherein R.sup.1 is alkyl, haloalkyl, cycloalkyl, alkenyl, haloalkenyl, alkynyl, alkoxy or phenyl which is optionally substituted, andR.sup.2 is alkyl, haloalkyl, cycloalkyl, alkenyl, haloalkenyl, alkynyl, alkoxy or phenyl which is optionally substituted, orR.sup.1 and R.sup.2 form, together with the nitrogen atom to which R.sup.1 and R.sup.2 are bonded, a 5- or 6-membered heterocyclic ring, optionally fused to a carbocyclic ring optionally and independently substituted by C.sub.1-4 alkyl, andR.sup.3 is a 5-membered heterocyclic radical containing at least one hereto atom selected from the group consisting of nitrogen, oxygen, and sulfur, optionally substituted by at least one substitutent selected from the group consisting of halogen, benzyl, phenyl, halogen-substituted phenyl, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 haloalkyl, C.sub.1-4 haloalkoxy, C.sub.1-4 alkylthio, C.sub.1-4 alkyl-sulfonyl and C.sub.
    Type: Grant
    Filed: July 28, 1995
    Date of Patent: December 31, 1996
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Toshio Goto, Koichi Moriya, Fritz Maurer, Seishi Ito, Katsuaki Wada, Kazuhiro Ukawa, Ryo Watanabe, Asami Ito, Natsuko Minegishi
  • Patent number: 5589469
    Abstract: There are provided novel substituted 3-aryl-pyrrolidine-2,4-dione derivatives of the formula (I) ##STR1## in which X represents alkyl, halogen or alkoxy,Y represents hydrogen, alkyl, halogen, alkoxy or halogenoalkyl,Z represents alkyl, halogen or alkoxy,n represents a number from 0-3,A represents hydrogen, or represents alkyl, alkoxyalkyl or alkylthioalkyl, each of which is optionally substituted by halogen, cycloalkyl which is optionally interrupted by hetero atoms, or represents aryl, arylalkyl or hetaryl, each of which is optionally substituted by halogen-, alkyl-, halogenoalkyl-, alkoxy- or nitro,B represents hydrogen, alkyl or alkoxyalkyl,or in whichA and B together with the carbon atom to which they are bonded form an optionally substituted saturated or unsaturated cycle which can be interrupted by oxygen and/or sulphur.R represents the groups ##STR2## in which L, M as well as R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the meaning given inthe text of the application.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: December 31, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reiner Fischer, Bernd-Wieland Kr uger, Thomas Bretschneider, Christoph Erdelen, Ulrike Wachendorff-Neumann, Klaus L urssen, Hans-Joachim Santel, Robert R. Schmidt
  • Patent number: 5567671
    Abstract: The present invention relates to 1-H-3-phenyl-5-cyloalkylpyrrolidine-2,4-diones of the formula (I) ##STR1## in which A represents optionally substituted cycloalkyl andB represents hydrogen or optionally substituted alkyl,X represents alkyl, halogen or alkoxy,Y represents hydrogen, alkyl, halogen, alkoxy or halogenoalkyl,Z represents alkyl, halogen or alkoxy,n represents a number 0, 1, 2 or 3,G represents hydrogen (a) or the groups ##STR2## These compounds possess herbicidal and pesticidal activity.
    Type: Grant
    Filed: February 22, 1994
    Date of Patent: October 22, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reiner Fischer, Thomas Bretschneider, Bernd-Wieland Kr uger, Hans-Joachim Santel, Markus Dollinger, Andreas Turberg, Ulrike Wachendorff-Neumann
  • Patent number: 5556829
    Abstract: Compounds of formula ##STR1## wherein R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and X have the meanings reported in the description, can be used in compositions for agricultural use in particular as herbicides in the defense of useful crops from weeds.
    Type: Grant
    Filed: May 27, 1994
    Date of Patent: September 17, 1996
    Assignees: Zambon Group S.p.A., Agrimont S.p.A.
    Inventors: Giovanni Camaggi, Dario Chiarino, Mario Fantucci, Giovanni Meazza
  • Patent number: 5538940
    Abstract: .beta.-Substituted cinnamic acid derivatives of the formula 1, ##STR1## where R.sup.1 is substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl, and R.sup.1 can also be chlorine or bromine,--X-- is --O--, --S--, ##STR2## m is 0 or 1, --Y is --OR.sup.4, --O--N.dbd.CR.sup.5 R.sup.6, --NR.sup.7 R.sup.8, --NR.sup.7 R.sup.8, --N(OR.sup.9)R.sup.10 or SR.sup.11, where the abovementioned substitutes R.sup.2 to R.sup.11 are substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl, and R.sup.2, R.sup.3 and R.sup.5 to R.sup.11 can be hydrogen and Z, U, V, W are defined in the specification.
    Type: Grant
    Filed: May 12, 1995
    Date of Patent: July 23, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Hubert Sauter, Herbert Bayer, Klaus Oberdorf, Horst Wingert, Wolfgang Von Deyn, Wassilios Grammenos, Hartmann Koenig, Harald Rang, Franz Roehl, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 5504057
    Abstract: Dialkyl-1-H-3-(2,4-dimethylphenyl)-pyrrolidine-2,4-diones of the formula (I) ##STR1## in which A represents alkyl which is optionally substituted by halogen andB represents C.sub.2 -C.sub.10 -alkyl orA and B together with the carbon atom to which they are bonded represent an unsubstituted cycle,G represents hydrogen (a) or the groups ##STR2## E represents a metal ion equivalent or an ammonium ion, L and M represent oxygen and/or sulphur. These compounds possess herbicidal and pesticidal activity.
    Type: Grant
    Filed: February 22, 1994
    Date of Patent: April 2, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reiner Fischer, Thomas Bretschneider, Bernd-Wieland Kruger, Hans-Joachim Santel, Markus Dollinger, Christoph Erdelen, Ulrike Wachendorff-Neumann
  • Patent number: 5451564
    Abstract: A composition comprising (a) a metal salt or complex with an organic compound of the general formula ##STR1## and (b) an oxy-phosphorus compound where W may be --SH or an optionally substituted hydrocarbyl group, Q is --OH, hydrogen or optionally substituted hydrocarbyl and Z is hydrogen or optionally substituted hydrocarbyl and Q and Z or Z and W may complete a ring. The compounds are typically metal complexes of thiohydroxamic acids or dithiocarbamates. The metal is typically zinc. The compositions exhibit improved aqueous solubility compared with the metal complexes alone, and can be used as industrial biocides, especially fungicides and particularly in paint films and latices.
    Type: Grant
    Filed: March 29, 1994
    Date of Patent: September 19, 1995
    Assignee: Zeneca Limited
    Inventors: Peter W. Austin, Fraser F. Morpeth
  • Patent number: 5411933
    Abstract: Antimicrobial compounds of the formula ##STR1## wherein R, R.sup.1 and R.sup.2 are selected according to the following:A. R is (C.sub.11 -C.sub.16) alkyl (straight or branched), and R.sup.1 and R.sup.2 are joined to form a morpholine, pyrrolidine, or piperidine ring with the N;B. R is (C.sub.11 -C.sub.16) and R.sup.1 and R.sup.2 are independently selected from (C.sub.1 -C.sub.3) alkyl which in the case of C.sub.3 can be branched; andC. R.sup.1 and R.sup.2 are the same and are (C.sub.6 -C.sub.12) alkyl, straight or branched, and R is (C.sub.1 -C.sub.16) alkyl, straight or branched; andX.sup.- =an anion preferably selected from chlorine, bromine, iodine, phosphate, acetate, benzoate, citrate, tartrate, alkyl- or aryl-sulfonate, and alkylsulfate.
    Type: Grant
    Filed: March 11, 1994
    Date of Patent: May 2, 1995
    Assignee: Rohm & Haas Company
    Inventor: Adam C. Hsu
  • Patent number: 5409886
    Abstract: A herbicidal composition is here disclosed which exerts an excellent herbicidal activity and which is harmless to paddy rice.A 1-[1-methyl-1-(substituted phenyl)ethyl]-4,5-dimethyl-3-(substituted phenyl)-3-pyrroline-2-one derivative represented by the formula (I) ##STR1## (wherein X is a chlorine atom, fluorine atom or bromine atom; Y is a hydrogen atom, fluorine atom, chlorine atom or methoxy group; Z is a hydrogen atom, fluorine atom, bromine atom or chlorine atom; and Q is a hydrogen atom or fluorine atom)is a novel compound, and the herbicidal composition containing this compound as a herbicidally active ingredient has the strong activity and high selectivity as the herbicidal composition for paddy fields.
    Type: Grant
    Filed: February 14, 1994
    Date of Patent: April 25, 1995
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Koichi Moriyasu, Hideyuki Akieda, Harumichi Aoki, Makoto Suzuki, Shingo Matsuo, Yasunaga Iwasaki, Sadafumi Koda, Kanji Tomiya
  • Patent number: 5389602
    Abstract: Tetrahydropyran-2,4-diones of the formula ##STR1## where R.sup.1 is hydrogen; C.sub.1 -C.sub.6 -alkyl; C.sub.2 -C.sub.6 -alkenyl; C.sub.2 -C.sub.6 -alkynyl; substituted or unsubstituted phenyl; C.sub.1 -C.sub.6 -alkylsulfonyl; substituted or unsubstituted benzenesulfonyl; C.sub.3 -C.sub.6 -alkenylcarbonyl; or substituted or unsubstituted benzoyl;R.sup.2 is C.sub.1 -C.sub.6 -alkyl; C.sub.2 -C.sub.6 -alkenyl; C.sub.2 -C.sub.6 -alkynyl; C.sub.1 -C.sub.6 -haloalkyl; or C.sub.3 -C.sub.6 -cycloalkyl;A, B and D are each .dbd.CH-- or .dbd.N--;E is oxygen, sulfur or --NR.sup.7 --.R.sup.7 is hydrogen; C.sub.1 -C.sub.6 -alkyl; C.sub.2 -C.sub.6 -alkenyl; C.sub.2 -C.sub.6 -alkanoyl; substituted or unsubstituted benzoyl; benzyl; or substituted or unsubstituted phenyl;X is halogen; C.sub.1 -C.sub.6 -alkyl; substituted or unsubstituted C.sub.3 -C.sub.6 -cycloalkyl; C.sub.2 -C.sub.6 -alkenyl; C.sub.2 -C.sub.6 -alkynyl; C.sub.1 -C.sub.6 -alkoxy; C.sub.2 -C.sub.6 -alkenyloxy; C.sub.1 -C.sub.6 -alkylthio; C.sub.1 -C.sub.
    Type: Grant
    Filed: June 15, 1993
    Date of Patent: February 14, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Kast, Dieter Kolassa, Norbert Meyer, Bruno Wuerzer, Karl-Otto Westphalen, Wilhelm Rademacher, Johann Jung
  • Patent number: 5356860
    Abstract: Abstract of the Disclosure: Styrene derivatives I ##STR1## where R.sup.1 is H or halogen, R.sup.2 is halogen, R.sup.3 is H, halogen or C.sub.1 -C.sub.4 -alkyl, R.sup.4 is CN or C.sub.1 -C.sub.6 -alkylcarbonyl and A is a heterocyclic radical A.sub.1 to A.sub.5 : ##STR2## where R.sup.5 and R.sup.6 are H, CH.sub.3 or C.sub.2 H.sub.5, n is 0 or 1 and X is oxygen or sulfur, with the proviso that R.sup.4 is alkylcarbonyl when R.sup.1 is H and at the same time A is A.sub.2 where n is 0, and agriculturally useful salts thereof, processes for the preparation of the styrene derivatives I and herbicides containing them.
    Type: Grant
    Filed: May 14, 1993
    Date of Patent: October 18, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Schaefer, Lothar Rueb, Peter Schaefer, Karl-Otto Westphalen, Matthias Gerber, Helmut Walter
  • Patent number: 5346879
    Abstract: Plant growth regulators comprising, as an active ingredient, a substituted dicarboxylic acid derivative having the formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same as defined in the present specification, the substituted dicarboxylic acid derivatives, and processes for preparing the same, are disclosed. The plant growth regulators provided according to the present invention have a regulating activity on plant growth; more specifically, an action thereof of lowering the content of endogenous ethylene in a plant is utilized.
    Type: Grant
    Filed: April 14, 1993
    Date of Patent: September 13, 1994
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Akio Manabe, Masato Mizutani, Naonori Hirata, Sachiko Uwayokote, Kazuo Izumi, Kenji Arai
  • Patent number: 5324709
    Abstract: A tetrahydrofuran derivative represented by the following general formula [I]: ##STR1## wherein A represents direct bonding or a group represented by --B--CHR.sup.1 --(wherein B represents oxygen atom, sulfur atom or imino group; R.sup.1 represents hydrogen atom or an alkyl group); R represents hydrogen atom, halogen atom, hydroxyl group, an alkoxy group, benzyloxy group, an alkylsulfonyloxy group or a group represented by --O--COR.sup.2 (wherein R.sup.2 represents an alkyl group, a haloalkyl group, an alkenyl group, a cycloalkyl group, phenyl group, benzyl group, an alkoxy group, an alkylamino group or a dialkylamino group; X represents halogen atom; Y represents hydrogen atom or halogen atom) and the herbicide containing the same as the effective ingredient. The compounds of the present invention have exceedingly high herbicidal activity, and furthermore, the compounds are superior to the known similar compounds in terms of safety on crops. Thus, the compounds are useful as herbicides.
    Type: Grant
    Filed: November 20, 1992
    Date of Patent: June 28, 1994
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Natsume Bunji, Kyomura Nobuo, Suzuki Seiichi, Takahashi Yoji, Jikihara Tetsuo
  • Patent number: 5312800
    Abstract: Pyrrolidinones of formula I ##STR1## wherein R is hydrogen, C.sub.1 -C.sub.4 alkyl, or phenyl unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkyl or by C.sub.1 -C.sub.4 haloalkyl, or is fluorine, chlorine or bromine;R.sub.0 is hydrogen or halogen;R.sub.1 and R.sub.2 independently of one another are hydrogen or C.sub.1 -C.sub.4 alkyl;X is hydrogen, flourine, chlorine, bromine, cyano, --COOR.sub.1, --CONR.sub.1 R.sub.2, --NH.sub.2 or --NHCOR.sub.3, wherein R.sub.1 and R.sub.2 are as defined, and R.sub.3 is C.sub.1 -C.sub.4 alkyl; andY is hydrogen, chlorine or bromine; andthe diastereoisomeric forms thereof, exhibit pre- and post-emergence herbicidal properties. The preparation of those compounds and their use as herbicidal active ingredients are described.
    Type: Grant
    Filed: May 20, 1993
    Date of Patent: May 17, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Hermann Rempfler
  • Patent number: 5312929
    Abstract: A herbicidal 2-oxo-3-pyrroline derivative having the formula: ##STR1## wherein X is a hydrogen atom or a halogen atom, Z is an oxygen atom or a group of the formula .dbd.N--OR.sup.1 (wherein R.sup.1 is a hydrogen atom, an alkyl group, a benzyl group or a phenyl group which is substituted by halogen atoms); and R is a hydrogen atom, an alkyl group, a benzyl group, a chloro-substituted benzyl group, a benzylidene methyl group, a group of the formula ##STR2## wherein Y is a hydrogen atom, a halogen atom, an alkyl group, a haloalkyl group or an alkoxy group, and n is an integer of from 1 to 3, or a group of the formula ER.sup.2 wherein E is an oxygen atom, a sulfur atom or a group of the formula >N--R.sup.3, wherein R.sup.3 is a hydrogen atom, an alkyl group or an alkenyl group, and R.sup.
    Type: Grant
    Filed: December 23, 1992
    Date of Patent: May 17, 1994
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Nobuyuki Ohba, Toshihiro Nagata, Akira Takeuchi, Shigehiko Tachikawa, Yasunori Ogawa
  • Patent number: 5290949
    Abstract: The present invention is directed to a method for preparing 3,4-trans-4-ethyl-1,3-disubstituted (substituted phenyl)pyrrolidine-2-one represented by the formula (1) ##STR1## which comprises the steps of dissolving 4-ethyl-1,3-disubstituted (substituted phenyl)-3-pyrroline-2-one in an inert solvent, and then reducing the same with sodium boron hydride in the presence of methanol.
    Type: Grant
    Filed: December 24, 1992
    Date of Patent: March 1, 1994
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Kanji Tomiya, Koichi Moriyasu, Harumichi Aoki, Kengo Oda
  • Patent number: 5258527
    Abstract: Insecticidal, acaricidal and herbicidal 1-H-3-aryl-pyrrolidine-2,4-dione derivatives of the formula ##STR1## in which the variables are described in the specification.
    Type: Grant
    Filed: April 30, 1991
    Date of Patent: November 2, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Birgit Krauskopf, Klaus Lurssen, Hans-Joachim Santel, Robert R. Schmidt, Ulrike Wachendorff-Neumann, Reiner Fischer, Christoph Erdelen
  • Patent number: 5258357
    Abstract: Carboxamides of the formulae Ia to Ic ##STR1## where X is oxygen or sulfur;R.sup.1 is hydrogen or substituted or unsubstituted cycloalkyl or alkyl;R.sup.2 is hydroxy, alkoxy, cyanoalkyl, substituted or unsubstituted alkenyl, alkynyl, phenyl or naphthyl, a substituted or unsubstituted 5- to 6-membered heterocyclic structure or one of the groups stated for R.sup.1, orR.sup.1 and R.sup.2 together are a 4- to 7-membered chain which contains, in addition to methylene groups, one of the following groups as ring member: oxygen, sulfur, N-methyl or carbonyl;R.sup.3 and R.sup.4 are each nitro, cyano, halogen, substituted or unsubstituted amino, alkoxy, alkylthio, a substituted or unsubstituted 5- to 6 -membered heterocyclic structure, substituted or unsubstituted alkenyl, alkynyl, phenyl, phenoxy or phenylthio, or one of the groups stated for R.sup.1 ;R.sup.5 is formyl, 4,5-dihydrooxazol-2-yl or COYR.sup.6 (Y=O,S);R.sup.
    Type: Grant
    Filed: September 21, 1992
    Date of Patent: November 2, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Muenster, Gerd Steiner, Wolfgang Freund, Bruno Wuerzer, Karl-Otto Westphalen
  • Patent number: 5256626
    Abstract: The disclosure herein relates to a new family of haloalkyl oxazolidinyl derivatives as antidotal compounds to reduce injury to crop plants by a variety of herbicides. The antidotal compounds are characterized particularly by having heterocyclyl or spiroheterocyclyl radicals attached to the 5-position of haloalkyl oxazolidine compounds and are especially useful as in-can antidotes against injury by acetanilide and thiocarbamate herbicides to corn, sorghum, soybeans, wheat, rice and other crops.
    Type: Grant
    Filed: July 3, 1991
    Date of Patent: October 26, 1993
    Assignee: Monsanto Company
    Inventors: Eric L. Williams, Steven M. Massey, Brett H. Bussler, Ronald J. Brinker
  • Patent number: 5234894
    Abstract: A cyanoketone derivative of the following formula (1) ##STR1## wherein A.sub.1 is a substituted or unsubstituted phenyl or naphthyl group or a substituted or unsubstituted heterocyclic group;each of X.sub.1, X.sub.2 and X.sub.3 is independently an oxygen or sulfur atom;each of B.sub.1, B.sub.2 and B.sub.3 is independently a hydrogen atom or C.sub.1 -C.sub.6 -alkyl group;each of Y.sub.1, Y.sub.2, Y.sub.3 and Y.sub.4 is independently a hydrogen atom, a halogen atom or a C.sub.1 -C.sub.6 -alkyl group; andA.sub.2 is a substituted or unsubstituted group selected from the group consisting of a C.sub.1 -C.sub.6 -alkyl group, a C.sub.2 -C.sub.6 -alkenyl group, a C.sub.2 -C.sub.6 -alkynyl group, a C.sub.1 -C.sub.4 -alkoxy group, a C.sub.1 -C.sub.4 -alkylthio group, a C.sub.1 -C.sub.6 -alkoxycarbonyl group, an unsubstituted benzoyl group, a halogen-substituted benzoyl group, a cyano group or a group as defined in A.sub.1 ;provided that when B.sub.1 is a hydrogen atom and B.sub.
    Type: Grant
    Filed: March 27, 1992
    Date of Patent: August 10, 1993
    Assignee: Tokuyama Soda Kabushiki Kaisha
    Inventors: Masahiko Ishizaki, Seiji Nagata, Tadashi Kobutani
  • Patent number: 5228899
    Abstract: Plant growth regulators comprising, as an active ingredient, a substituted dicarboxylic acid derivative having the formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, D and G are the same as defined in the present specification, the substituted dicarboxylic acid derivatives, and processes for preparing the same, are disclosed. The plant growth regulators provided according to the present invention have a regulating activity on plant growth; more specifically, an action thereof of lowering the content of endogenous ethylene in a plant is utilized.
    Type: Grant
    Filed: August 24, 1990
    Date of Patent: July 20, 1993
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Yoshikazu Itoh, Akio Manabe, Masato Mizutani, Naonori Hirata, Sachiko Uwayokote, Kazuo Izumi, Kenji Arai
  • Patent number: 5228896
    Abstract: Cyclohexenone oxime ethers of the formula I ##STR1## (R.sup.1 =C.sub.1 -C.sub.6 -alkyl; A=substituted or unsubstituted alkylene or alkenylene;Z=a 5-membered or 6-membered heteroaromatic structure;X=substituted or unsubstituted amino, nitro, cyano, halogen, 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 -haloalkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, substituted or unsubstituted benzyloxycarbonyl and phenyl;n=0 to 3, or 1 to 4 where Z is halogen-substituted pyridyl; andR.sup.
    Type: Grant
    Filed: May 8, 1991
    Date of Patent: July 20, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulf Misslitz, Norbert Meyer, Juergen Kast, Norbert Goetz, Albrecht Harreus, Thomas Kuekenhoehner, Bruno Wuerzer, Helmut Walter, Karl-Otto Westphalen, Matthias Gerber
  • Patent number: 5221318
    Abstract: Herbicidal N-aryl-substituted nitrogen-containing heterocycles of the formula ##STR1## in which Het represents a heterocycle of the formula ##STR2## R.sup.1 represents hydrogen or halogen and R.sup.2 represents halogen, hydroxyl or represents a radical --Z.sup.2 --R.sup.8,whereX.sup.1 represents oxygen, represents a --CH.sub.2 -- group, represents a ##STR3## group or represents a ##STR4## group, X.sup.2 represents nitrogen or a CH group,Z.sup.1 represents oxygen or sulphur,Z.sup.2 represents oxygen or sulphur,R.sup.3 and R.sup.4 independently of one another in each case represent hydrogen or alkyl,R.sup.5 and R.sup.6 either independently of one another in each case represent hydrogen or alkyl or together represent a double-linked alkanediyl radicalR.sup.7 represents hydrogen, alkyl or represents optionally substituted aryl andR.sup.8 represents in each case optionally substituted alkyl, alkenyl, alkinyl or cycloalkyl.
    Type: Grant
    Filed: August 19, 1991
    Date of Patent: June 22, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reiner Fischer, Uta Jensen-Korte, Franz Kunisch, Albrecht Marhold, Pieter Ooms, Otto Schallner, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5207817
    Abstract: Herbicidal 5H-furan-2-one derivatives of the formula ##STR1## in which X represents the radical OR.sup.1 or the radical ##STR2## q represents the number 0 or 1, R.sup.2 is optionally substituted aryl, andR.sup.3 and R.sup.6 are hydrogen or various organic radicals,with certain provisos and exceptions.
    Type: Grant
    Filed: October 17, 1991
    Date of Patent: May 4, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Kramer, Gerd Kleefeld, Jurgen Bachmann, Peter Babczinski, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5207816
    Abstract: Cyclohexenone derivatives of the formula ##STR1## where R.sup.1 is alkyl, R.sup.2 is alkyl, unsubstituted or halogen-substituted alkenyl or alkynyl, X is a substituted or unsubstituted five-membered heteroaromatic radical, and Z is hydrogen, methoxycarbonyl, ethoxycarbonyl, methyl or cyano, processes for their manufacture, and the use of these compounds for controlling undesirable plant growth.
    Type: Grant
    Filed: June 6, 1991
    Date of Patent: May 4, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Becker, Dieter Jahn, Michael Keil, Hans Theobald, Wolfgang Spiegler, Bruno Wuerzer
  • Patent number: 5201934
    Abstract: Carboxamides of the formulae Ia to Ic ##STR1## where X is oxygen or sulfur;R.sup.1 is hydrogen or substituted or unsubstituted cycloalkyl or alkyl;R.sup.2 is hydroxy, alkoxy, cyanoalkyl, substituted or unsubstituted alkenyl, alkynyl, phenyl or naphthyl, or one of the groups stated for R.sup.1 ;R.sup.3 and R.sup.4 are nitro, cyano, halogen, substituted or unsubstituted amino, alkoxy, alkylthio, substituted or unsubstituted alkenyl, alkynyl, phenyl, phenoxy or phenylthio, or one of the groups stated for R.sup.1 ;R.sup.5 is formyl, 4,5-dihydrooxazol-2-yl or COYR.sup.6 (Y.dbd.O,S);R.sup.6 is hydrogen, cycloalkyl, substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkenyl or phenyl,phthalimido, tetrahydrophthalimido, succinimido, maleimido, benzotriazolyl ora group --N.dbd.CR.sup.7 R.sup.8, whereR.sup.7 and R.sup.8 are hydrogen or alkyl, and R.sup.8 may also be cycloalkyl, phenyl, or R.sup.7 and R.sup.8 together form a 4- to 7-membered alkylene chain;and if R.sup.
    Type: Grant
    Filed: October 3, 1990
    Date of Patent: April 13, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Muenster, Gerd Steiner, Wolfgang Freund, Bruno Wuerzer, Karl-Otto Westphalen
  • Patent number: 5191089
    Abstract: Herbicidal 4-alkoxy- and 4-(substituted)amino-arylpyrrolinone derivatives of the formula ##STR1## in which X and Y independently of one another represent hydrogen, halogen, alkyl, alkoxy, halogenoalkyl or in each case unsubstituted or substituted aryloxy or arylthio,Z represents halogen, alkyl or alkoxy,n represents the number 0, 1, 2 or 3,A represents in each case unsubstituted or in each case halogen-substituted alkyl, alkenyl, alkynyl, alkoxyalkyl, polyalkoxyalkyl or alkylthioalkyl, cycloalkyl which is optionally interrupted by hetero atoms, arylalkyl which is unsubstituted or substituted by halogen, alkyl, halogenoalkyl, alkoxy and/or nitro, unsubstituted aryl or aryl substituted by a member selected from the group consisting of halogen, alkyl, alkoxy, halogenoalkyl, halogenoalkoxy and phenoxy or phenylthio which are in each case unsubstituted or substituted by halogen, alkyl, alkoxy, halogenoalkyl and/or halogenoalkoxy,B represents hydroxyl, alkoxy, halogenoalkoxy or cycloalkoxy, the cycloalkyl radical b
    Type: Grant
    Filed: August 9, 1990
    Date of Patent: March 2, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd Baasner, Reiner Fischer, Klaus Lurssen, Hans-Joachim Santel, Robert R. Schmidt
  • Patent number: 5186737
    Abstract: Insecticidal, acaricidal, herbicidal and antimycotic 3-aryl-pyrrolidine-2,4-diones of the formula ##STR1## in which X represents alkyl, halogen or alkoxy,Y represents hydrogen, alkyl, halogen, alkoxy or halogenoalkyl,Z represents alkyl, halogen or alkoxy,n represents a number from 0-3,R represents hydrogen or represents the groups --CO--R.sup.1 or --CO--O--R.sup.2,in whichR.sup.1 represents alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl or cycloalkyl which can be interrupted by hetero atoms, each of which radicals is optionally substituted by halogen, or represents optionally substituted phenyl, optionally substituted phenylalkyl, substituted hetaryl, substituted phenoxyalkyl or substituted hetaryloxyalkyl, or represents optionally substituted phenyl, optionally substituted phenylalkyl, substituted hetaryl, substituted phenoxyalkyl and substituted hetaryloxyalkyl, andR.sup.
    Type: Grant
    Filed: April 1, 1991
    Date of Patent: February 16, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reiner Fischer, Bernd Baasner, Hermann Hageman, Andreas Krebs, Albrecht Marhold, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen, Benedikt Becker, Klaus Schaller, Harry Strang
  • Patent number: 5180418
    Abstract: Cycloalkanecarboxylic acid derivatives of formula I ##STR1## wherein W is ##STR2## and A is CO--R.sub.3 or CN; R.sub.1 is hydrogen or fluorine; R.sub.2 is halogen or cyano; R.sub.3 is chlorine, X--R.sub.5, amino, C.sub.1 -C.sub.4 alkylamino, d-C.sub.1 -C.sub.4 alkylamino, C.sub.2 -C.sub.4 haloalkylamino, di-C.sub.2 -C.sub.4 haloalkylamino, C.sub.1 -C.sub.4 hydroxyalkylamino, di-C.sub.1 -C.sub.4 hydroxyalkylamino, C.sub.3 -C.sub.4 alkenylamino, diallylamino, --N-pyrrolidino, --N-piperidino, --N-morpholino, --N-thiomorpholino, --N-piperidazino, the group --O--N.dbd.C--(R.sub.9)R.sub.10 or the group --N--R.sub.6 (OR.sub.6); each of R.sub.4 and R.sub.14, independently of the other, is hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.4 alkyl or trifluoromethyl; R.sub.5 is hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.10 alkylthio-C.sub.1 -C.sub.4 alkyl, di-C.sub.1 -C.sub.4 alkylamino-C.sub.1 -C.sub.4 alkyl, cyano-C.sub.1 -C.sub.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: January 19, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner, Eginhard Steiner