1,2-diazines (including Hydrogenated) Patents (Class 504/236)
  • Patent number: 5801120
    Abstract: Substituted aryl or heteroaryl in particular benzoyl bicycloalkanediones and related compounds, intermediates therefor, synthesis thereof, and the use of said diones for the control of weeds.
    Type: Grant
    Filed: September 22, 1989
    Date of Patent: September 1, 1998
    Assignee: Sandoz Ltd.
    Inventors: Shy-Fuh Lee, Takashi Nishizaka, Kenichi Komatsubara
  • Patent number: 5750469
    Abstract: Substituted lactic acid derivatives having an N-organic radical in the .beta.-position, of the formula I ##STR1## where substituents R to R.sup.5, X and Y have the meanings mentioned in the description and N is one of the radicals:a) --N.sub.3, --NC, --NCS or --NCOb) ##STR2## where R.sup.14 and R.sup.15 have the meanings described in the descriptionc) ##STR3## in which R.sup.16 is hydrogen, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl or unsubstituted or substituted phenyl; andB is a group ##STR4## OR.sup.19 or --NR.sup.14 R.sup.15, where R.sup.14, R.sup.15, R.sup.17 and R.sup.19 have the meanings described in the description, or ##STR5## where R.sup.14 and R.sup.15.sub.1, have the abovementioned meanings; or ##STR6## where R.sup.20 and R.sup.21, which can be identical or different, are: hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl or phenyl, where the organic radicals can in each case be substituted;or R.sup.20 and R.sup.21 together form an unsubstituted or substituted C.sub.4 -C.sub.
    Type: Grant
    Filed: March 1, 1996
    Date of Patent: May 12, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Ernst Baumann, Joachim Rheinheimer, Uwe Josef Vogelbacher, Matthias Gerber, Wilhelm Rademacher, Helmut Walter, Karl-Otto Westphalen
  • Patent number: 5747423
    Abstract: The novel 6-thienyl pyridines and 4-thienyl pyrimidines of formula I: ##STR1## (A, R.sub.1 to R.sub.5 and Z are defined in the specification) show selective herbicidal activity.The new compounds can be prepared according to known methods and can be used as herbicides in agriculture and related fields.
    Type: Grant
    Filed: July 15, 1996
    Date of Patent: May 5, 1998
    Assignee: American Cyanamid Company
    Inventors: Stefan Scheiblich, Thomas Maier, Helmut Siegfried Baltruschat, Joseph Luke Pont
  • Patent number: 5739326
    Abstract: Compounds of Formula I, and their N-oxides and agriculturally-suitable salts, are disclosed which are useful for controlling undesired vegetation ##STR1## wherein: X and Y are independently N or CH;Z is O, S(O).sub.n, NR.sup.7, C(.dbd.O), C(.dbd.S), C(.dbd.N--OR.sup.8), CH(OR.sup.9), or CR.sup.10 (R.sup.11);n is 0, 1 or 2; andR.sup.1 -R.sup.11 are as defined in the disclosure.Also disclosed are compositions containing the compounds of Formula I and a method for controlling undesired vegetation which involves contacting the vegetation or its environment with an effective amount of a compound of Formula I.
    Type: Grant
    Filed: December 3, 1996
    Date of Patent: April 14, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Thomas Paul Selby, Michael Peter Winters
  • Patent number: 5736487
    Abstract: Compounds of formula (I): ##STR1## (wherein: R.sup.1 is optionally substituted alkyl, cycloalkyl, optionally substituted alkoxy, or optionally substituted alkylthio; R.sup.2 is hydrogen, optionally substituted alkyl, cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl or a group of formula --YR.sup.7 ; R.sup.3 is optionally substituted alkyl, cycloalkyl, optionally substituted alkoxy group, optionally substituted alkenyl, optionally substituted alkynyl, halogen, nitro or a group of formula --COR.sup.8, wherein R.sup.8 is hydrogen, alkyl, cycloalkyl or alkoxy; R.sup.4 and R.sup.5 are each hydrogen atom or alkyl; R.sup.6 is optionally substituted alkyl, cycloalkyl, optionally substituted alkoxy group, optionally substituted alkenyl, optionally substituted alkynyl, halogen, nitro, or a group of formula --COR.sup.8, as defined above;A, Q and X are each oxygen or sulfur; Y is a group of formula --CO--, --COO--, --CH.sub.2 O--, --CH.sub.2 S--, --CH.sub.2 CH.sub.2 O--, --CH.sub.2 CH.sub.
    Type: Grant
    Filed: March 7, 1997
    Date of Patent: April 7, 1998
    Assignee: Sankyo Company, Limited
    Inventors: Soji Sugai, Hiroyuki Komai, Noriaki Kudo, Kazuo Sato, Toyokuni Honma, Junji Kadotani, Kiyoshi Koi, Mitsuru Ito
  • Patent number: 5719104
    Abstract: Bicyclic imides of formulae (I) and (II) and their agriculturally-suitable salts, are disclosed which are useful for controlling undesirable vegatation, wherein G is O or S; n and m are each independently 0; 1; 2; or 3; provided that m+n is 2 or 3; q is 1 or 2; X is CH.sub.2 ; CH(halogen); CF.sub.2 ; CHOCH.sub.2 F; CHOCF.sub.3 ; CHOCH.sub.2 CF.sub.3 ; O; S(O).sub.0-2 ; NH; N(C.sub.1 -C.sub.4 alkyl); or N(C.sub.1 -C.sub.4 haloalkyl); and R.sup.1. R.sup.2, and Q are as defined in the disclosure. Also disclosed are compositions containing the bicyclic imides of formulae (I) and (II) and a method for controlling growth of undesired vegetation comprising applying to the locus to be protected an effective amount, of the bicyclic imides formulae (I) and (II).
    Type: Grant
    Filed: October 3, 1996
    Date of Patent: February 17, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: John J. Kilama, Karlheinz Drauz, Wonpyo Hong, Matthias Schafer
  • Patent number: 5679623
    Abstract: Compounds of the formula ##STR1## in which R.sub.l, R.sub.2, R.sub.3, R.sub.4, Y and Z are as defined in claim 1, and, if appropriate, the tautomers thereof, in each case in free form or in salt form, can be used as agrochemical active ingredients and can be prepared in a manner known per se.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: October 21, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Henry Szczepanski, Haukur Kristinsson
  • Patent number: 5658857
    Abstract: The invention relates to new imidazoazines of the general formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, A, D, E and G have the meanings given in the description, to processes for their preparation, and to their use as herbicides.
    Type: Grant
    Filed: August 8, 1995
    Date of Patent: August 19, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andree, Hans-Joachim Santel, Markus Dollinger
  • Patent number: 5623072
    Abstract: Disclosed are certain 3-phenylpyridazines, compositions thereof which are herbicidal and methods of using such compositions for controlling undesired plants. Intermediates useful in preparing the 3-phenylpyridazines are disclosed.
    Type: Grant
    Filed: October 11, 1994
    Date of Patent: April 22, 1997
    Assignee: Monsanto Company
    Inventors: Michael S. South, Terri L. Jakuboski
  • Patent number: 5616537
    Abstract: A condensed heterocyclic derivative of the formula (I): ##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: March 1, 1994
    Date of Patent: April 1, 1997
    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: 5589438
    Abstract: The present invention provides hygroscopic plant growth regulator formulations in solid forms and associated methods of making the powders and tablets. The most preferred formulation uses an effective amount of an N,N-dimethyl-piperidinium salt such as mepiquat chloride.
    Type: Grant
    Filed: March 30, 1995
    Date of Patent: December 31, 1996
    Assignee: BASF Corporation
    Inventors: Rudolph E. Lisa, Terence K. Kilbride, Karl-Friedrich Jager
  • Patent number: 5576269
    Abstract: A composition comprising a condensed heterocyclic derivative and an N-alkyl-2-pyrrolidone and another organic solvent for enhanced stability. Particularly high effects can be obtained with a composition wherein the ratio of the condensed heterocyclic derivative to the N-alkyl-2-pyrrolidone is within a range of from 2:1 to 1:1000.
    Type: Grant
    Filed: August 11, 1995
    Date of Patent: November 19, 1996
    Assignee: Kumiai Chemical Industry Co., Ltd.
    Inventors: Yoshinori Hirabayashi, Shigeki Fujita, Kanji Nakamura, Susumu Kato
  • Patent number: 5571773
    Abstract: There are provided novel (2-imidazolin-2-yl) fused heteropyridine compounds, and intermediate compounds for the preparation thereof, and a method for controlling a wide variety of annual and perennial plant species therewith.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: November 5, 1996
    Assignee: American Cyanamid Company
    Inventors: Barrington Cross, Marinus Los, Robert F. Doehner, Jr., David W. Ladner, Jerry L. Johnson
  • Patent number: 5559080
    Abstract: Disclosed are certain 3-phenoxypyridazines, compositions thereof which are herbicidal and methods of using such compositions for controlling undesired plants. Intermediate compounds useful in preparing the phenoxypyridazines are also disclosed.
    Type: Grant
    Filed: October 11, 1994
    Date of Patent: September 24, 1996
    Assignee: Monsanto Company
    Inventors: Michael S. South, Michael J. Miller
  • Patent number: 5534484
    Abstract: There are provided novel (2-imidazolin-2-yl) fused heteropyridine compounds, and intermediate compounds for the preparation thereof, and a method for controlling a wide variety of annual and perennial plant species therewith.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: July 9, 1996
    Assignee: American Cyanamid Company
    Inventors: Barrington Cross, Marinus Los, Robert F. Doehner, Jr., David W. Ladner, Jerry L. Johnson
  • Patent number: 5532207
    Abstract: There are provided novel (2-imidazolin-2-yl) fused heteropyridine compounds, and intermediate compounds for the preparation thereof, and a method for controlling a wide variety of annual and perennial plant species therewith.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: July 2, 1996
    Assignee: American Cyanamid Company
    Inventors: Barrington Cross, Marinus Los, Robert F. Doehner, Jr., David W. Ladner, Jerry L. Johnson
  • Patent number: 5523275
    Abstract: The present invention provides hygroscopic plant growth regulator formulations in solid forms comprising at least 95% active agent, and associated methods of making the powders and tablets. The most preferred formulation uses an effective amount of an N,N-dimethyl-piperidinium salt.
    Type: Grant
    Filed: March 30, 1995
    Date of Patent: June 4, 1996
    Assignee: BASF Corporation
    Inventors: Rudolph E. Lisa, Terence K. Kilbride, Karl-Friedrich Jager
  • Patent number: 5506191
    Abstract: N-carbamoyl-2-carboxyaryl-heterocyclic and hydrazinecarboximidamide-hydrazone derivatives, intermediates and processes for their preparation, agricultural compositions containing them and their use as agricultural chemicals, in particular herbicides.
    Type: Grant
    Filed: April 8, 1994
    Date of Patent: April 9, 1996
    Assignee: Sandoz Ltd.
    Inventors: Richard J. Anderson, Joe T. Bamberg, Michael M. Leippe
  • Patent number: 5480856
    Abstract: Substituted tetrahydro-1H-[1,2,4]-triazolo[1,2-a]pyridazine-1,3(2H)-dione herbicides of Formula I provide broad spectrum weed control in citrus, sugarcane, coffee, oil palm, grapes and nut trees
    Type: Grant
    Filed: July 22, 1994
    Date of Patent: January 2, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Kofi S. Amuti
  • Patent number: 5474974
    Abstract: There are provided new 3-hydroxy-4-aryl-5-oxo-pyrazoline derivatives of the formula (I) ##STR1## The new 3-hydroxy-4-aryl-5-oxo-pyrazoline derivatives of the formula (I) have a particularly pronounced activity against animal pests, in particular against insects and arachnids, and against weeds.
    Type: Grant
    Filed: April 28, 1994
    Date of Patent: December 12, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd-Wieland Kruger, Reiner Fischer, Heinz-Jurgen Bertram, Thomas Bretschneider, Stefan Bohm, Andreas Krebs, Thomas Schenke, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt, Christoph Erdelen, Ulrike Wachendorff-Neumann, Wilhelm Stendel
  • Patent number: 5468720
    Abstract: The present invention provides hygroscopic plant growth regulator formulations in solid forms and associated methods of making the powders and tablets. The most preferred formulation uses an effective amount of an N,N-dimethyl-piperidinium salt.
    Type: Grant
    Filed: July 20, 1993
    Date of Patent: November 21, 1995
    Assignee: BASF Corporation
    Inventors: Rudolph E. Lisa, Terence K. Kilbride, Karl-Friedrich Jager
  • Patent number: 5451563
    Abstract: Fungicidal heterocyclic silyl compounds of the general formula ##STR1## have been discovered wherein Het is a six membered heterocyclic moiety; R is hydrogen or a trisubstituted silyl group; R.sup.1, R.sup.2 and R.sup.3 are independently selected from substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, arylalkyl or pyridyl groups; m is 0 or 1 and n is zero, one or two.
    Type: Grant
    Filed: March 16, 1994
    Date of Patent: September 19, 1995
    Assignee: Rohm and Haas Company
    Inventors: Steven H. Shaber, Edward M. Szapacs, Reynolds Charles H.
  • Patent number: 5430007
    Abstract: Novel substituted pyrazolo-rings fused to nitrogen containing heterocyclic rings having the following formula ##STR1## in which at least one of Y, Z or W is N or N-O and the remainder of Y, Z or W is C-R wherein the remainder of the variables are as defined in the specification and agriculturally effective salts thereof are herbicides.
    Type: Grant
    Filed: January 3, 1994
    Date of Patent: July 4, 1995
    Assignee: Zeneca Limited
    Inventors: William J. Michaely, Jeff K. Curtis, Christopher G. Knudsen
  • Patent number: 5378679
    Abstract: Heteroaromatically condensed hydroxypyridonecarboxamides of the structure I ##STR1## where the substituents and the ring Q have the following meanings: R.sup.1 hydrogen, hydroxyl, substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy;R.sup.2 hydrogen, substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, alkenyloxy, dialkylamino; orR.sup.1, R.sup.2 together denote an alkylene chain with 2-6 members and which may be interrupted by oxygen, sulfur or N-methyl;X oxygen or sulfur;Q a 5- or 6-membered heteroaromatic ring containing from 1 to 3 nitrogen atoms and/or one oxygen or sulfur atom as heteroatoms, and which may be substituted one to three times,and environmentally compatible salts thereof.
    Type: Grant
    Filed: August 17, 1993
    Date of Patent: January 3, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Christoph Nuebling, Wolfgang von Deyn, Hans Theobald, Karl-Otto Westphalen, Uwe Kardorff, Helmut Walter, Thomas Kappe, Matthias Gerber
  • Patent number: 5358924
    Abstract: There are provided new 3-hydroxy-4-aryl-5-oxo-pyrazoline derivatives of the formula (I) ##STR1## in which A and B are identical or different and independently of one another in each case represent hydrogen, alkyl, alkenyl, alkynyl, alkoxyalkyl, alkythioalkyl, cycloalkyl or optionally substituted aryl orA and B together represent the bivalent radical of a saturated or unsaturated, optionally substituted, mono-, bi-, tri- or polycyclic system,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## in which E represents a metal ion equivalent or an ammonium ion,L and M represents oxygen and/or sulphur,and R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 have the meaning given in the text of the application.
    Type: Grant
    Filed: December 31, 1992
    Date of Patent: October 25, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd-Wieland Kruger, Reiner Fischer, Heinz-Jurgen Bertram, Thomas Bretschneider, Stefan Bohm, Andreas Krebs, Thomas Schenke, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt, Christoph Erdelen, Ulrike Wachendorff-Neumann, Wilhelm Stendel
  • 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: 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: 5296451
    Abstract: Cinnamic esters of the formula I ##STR1## where the dotted bond is a single or double bond, R.sup.1 is hydrogen or fluorine, R.sup.2 is halogen, R.sup.3 is hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl, R.sup.4 is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.6 -alkyl, or is C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl or benzyl, and X is oxygen or sulfur, processes for their manufacture, and agents containing them.
    Type: Grant
    Filed: July 27, 1992
    Date of Patent: March 22, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Lothar Rueb, Karl Eicken, Karl-Otto Westphalen, Bruno Wuerzer
  • Patent number: 5216171
    Abstract: 2-Amino-4-trichloromethylpyridines of the general formula I ##STR1## where R.sup.1 is hydrogen or C.sub.1 -C.sub.8 -alkyl,R.sup.2 is C.sub.1 -C.sub.8 -alkyl, C.sub.5 -C.sub.8 -cycloalkyl, C.sub.2 -C.sub.4 -alkenyl or phenyl, benzyl or phenylsulfonyl,--CX--R.sup.3, --SO.sub.2 R.sup.3 or --PX(OR.sup.4).sub.2 orR.sup.1 and R.sup.2 together form .dbd.CR.sup.5 R.sup.6 or --CO--Z--CO--,X is oxygen or sulfur,R.sup.3 is C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.6 -alkenyl, amino, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, morpholino, piperidino, pyrazolidino or C.sub.1 -C.sub.8 -alkylcarbonylamino, substituted or unsubstituted phenylamino or benzylamino,R.sup.4 is C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -haloalkyl or substituted or unsubstituted phenyl,R.sup.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl, or substituted or unsubstituted phenyl,R.sup.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: June 1, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Hagen, Hans Ziegler, Juergen Pfister, Gerhard Nilz, Gisela Lorenz, Juergen Dressel
  • Patent number: 5209769
    Abstract: The invention relates to new substituted triazolinones of the general formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3, A, X and Y have the meanings given in the description,to a plurality of processes for their preparation, and to their use as herbicides.
    Type: Grant
    Filed: May 4, 1992
    Date of Patent: May 11, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kurt Findeisen, Dietmar Kuhnt, Klaus-Helmut Muller, Michael Haug, Klaus Konig, Klaus Lurssen, Hans-Joachim Santel, Robert R. Schmidt
  • 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