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US4747867A Expired / Lapsed US ⏱️ 0.0 years remaining

1-aryl-4-cyano-5-halogenopyrazoles, composition containing them, and herbicidal method of using them

Assignee: Bayer AG
•
Filing: 1986-05-22
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Granted: 1988-05-31
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Expires: 2006-05-22
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Abstract

Abstract Herbicidally active 1-aryl-4-cyano-5-halogenopyrazoles of the formula ##STR1## in which R is hydrogen or alkyl, Hal is halogen, and Ar is substituted phenyl or represents polysubstituted pyridyl. Intermediates of the formulas ##STR2## are also disclosed.

Inventors

  • 👤 Reinhold Gehring
  • 👤 Uta Jensen-Korte
  • 👤 Otto Schallner
  • 👤 Jorg Stetter
  • 👤 Hans-Joachim Santel
  • 👤 Robert R. Schmidt

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 12:27
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/04; A; A01; A01N; A01N43/00; A01N43/48; A01N43/56; C07D231/00; C07D231/02; C07D231/10; C07D231/14; C07D231/16

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 123 words
A 1-pyridyl-4-cyano-5-halogenopyrazole of the formula ##STR109## in which R is hydrogen or alkyl having 1 to 4 carbon atoms, Hal is halogen, and Pyr is pyridyl which is polysubstituted, the pyridyl substituents being independently selected from the group consisting of cyano, halogen, alkyl, alkoxy or alkoxycarbonyl each of which has up to 4 carbon atoms, halogenoalkyl or halogenoalkoxy each of which has up to 4 carbon atoms and up to 9 halogen atoms, or the radical --S(0) n --R 1 , wherein R 1 is amino, alkyl, alkylamino, dialkylamino or halogenoalkyl each of which has up to 4 carbon atoms in the individual alkyl moieties and, in the case of halogenoalkyl, up to 9 halogen atoms, and n is 0, 1 or 2.
Claim 2
Dependent Claim 123 words
A 1-pyridyl-4-cyano-5-halogenopyrazole of the formula ##STR109## in which R is hydrogen or alkyl having 1 to 4 carbon atoms, Hal is halogen, and Pyr is pyridyl which is polysubstituted, the pyridyl substituents being independently selected from the group consisting of cyano, halogen, alkyl, alkoxy or alkoxycarbonyl each of which has up to 4 carbon atoms, halogenoalkyl or halogenoalkoxy each of which has up to 4 carbon atoms and up to 9 halogen atoms, or the radical --S(0) n --R 1 , wherein R 1 is amino, alkyl, alkylamino, dialkylamino or halogenoalkyl each of which has up to 4 carbon atoms in the individual alkyl moieties and, in the case of halogenoalkyl, up to 9 halogen atoms, and n is 0, 1 or 2.
Claim 3
Dependent Claim 125 words
A compound according to claim 1, in which R is hydrogen, methyl or ethyl, Hal represents fluorine, chlorine, bromine or iodine, and Pyr is pyridyl which is substituted once by trifluoromethyl and at least once again by substituents independently selected from the group consisting of cyano, fluorine, chlorine, bromine, iodine, methyl, ethyl, n- and i-propyl, n-, i-, s- and t-butyl, methoxy, ethoxy, methoxycarbonyl, ethoxycarbonyl, trifluoromethyl, trichloromethyl, dichlorofluoromethyl, difluorochloromethyl, chloromethyl, dichloromethyl, difluoromethyl, pentafluoroethyl, tetrafluoroethyl, trifluorochloroethyl, trifluoroethyl, difluorodichloroethyl, trifluorodichloroethyl, pentachloroethyl, trifluoromethoxy, trichloromethoxy, dichlorofluoromethoxy, methoxy, difluorochloromethoxy, chloromethoxy, dichloromethoxy, difluoromethoxy, pentafluoroethoxy, tetrafluoroethoxy, trifluorochlorethoxy, trifluoroethoxy, difluorodichloroethoxy, trifluorodichloroethoxy, pentachloroethoxy and the radical --S(0) n --R 1 , wherein R 1 is amino, methylamino, ethylamino, dimethylamino, diethylamino, fluorodichloromethyl, difluoromethyl, tetrafluoroethyl, trichloroethyl, trifluoromethyl, methyl or ethyl, and n is 0, 1 or 2.
Claim 4
Dependent Claim 15 words
A compound according to claim 1, wherein such compound is 5-bromo-4-cyano-1-(3-chloro-5-trifluoromethylpyrid-2-yl)-pyrazol of the formula ##STR110##
Claim 5
Dependent Claim 15 words
A compound according to claim 1, wherein such compound is 5-chloro-4-cyano-1-(3,5-dichloro-pyrid-2-yl)-pyrazole of the formula ##STR111##
Claim 6
Dependent Claim 20 words
A herbicidal composition comprising a herbicidally effective amount of a compound according to claim 1 in admixture with a diluent.
Claim 7
Dependent Claim 36 words
A method of combating unwanted vegetation which comprises applying to such vegetation or to a locus from which it is desired to exclude such vegetation a herbicidally effective amount of a compound according to claim 1.
Claim 8
Dependent Claim 13 words
The method according to claim 6, wherein such compound is 5-bromo-4-cyano-1-(3-chloro-5-trifluoromethylpyrid-2-yl)-pyrazide or 5-chloro-4-cyano-1-(3,5-dichloro-pyrid-2-yl)-pyrazole.

References Cited (Backward Citations)

US4496390A Cited
US4563210A Cited
US4620865A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-05-31 1991-11-30 1992-05-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-05-31 1995-11-30 1996-05-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-05-31 1999-11-30 2000-05-31 $7700.00 Window Closed / Lapsed

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