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US4854964A Expired / Lapsed US ⏱️ 0.0 years remaining

Triazolo-pyrimidine-2-sulphonamides having herbicidal utility

Assignee: Bayer AG
•
Filing: 1987-07-30
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Granted: 1989-08-08
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Expires: 2007-07-30
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Abstract

Abstract Novel herbicides of the formula <IMAGE> in which R1 represents alkyl, R2 represents hydrogen, alkyl, alkylcarbonyl, alkoxycarbonyl, alkylsulphonyl, alkenyl, alkinyl or optionally substituted aralkyl, and R3 represents optionally substituted aryl. Intermediates of the formula <IMAGE> <IMAGE> in which R6 is hydrogen, chlorine or hydroxyl, are also new.

Inventors

  • 👤 Klaus Jelich
  • 👤 Hans-Joachim Santel
  • 👤 Robert R. Schmidt
  • 👤 Harry Strang

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 19:38
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/02; C07D487/04; A; A01; A01N; A01N43/00; A01N43/90

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 248 words
A triazolo-pyrimidine-2-sulphonamide of the formula ##STR72## in which R 1 represents alkyl having 1 to 6 carbon atoms, R 2 represents hydrogen, alkyl, alkylcarbonyl, alkoxycarbonyl and alkylsulphonyl in each case having 1 to 6 carbon atoms in the alkyl part, alkenyl and alkinyl in each case having 3 to 8 carbon atoms, or aralkyl, having 6 to 10 carbon atoms in the aryl part and 1 to 4 carbon atoms in the alkyl part, which is optionally monosubstituted or polysubstituted in the aryl part, the substituents being identical or different and being fluorine, chlorine, bromine, iodine, cyano, nitro, hydroxyl, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkylthio, halogeno-C 1 -C 6 -alkyl, halogeno-C 1 -C 6 -alkoxy or halogeno-C 1 -C 6 -alkylthio, and R 3 represents aryl, having 6 to 10 carbon atoms, which is optionally monosubstituted to polysubstituted, the substituents being identical or different and being fluorine, chlorine, bromine or iodine; nitro; cyano; hydroxyl; C 1 -C 6 -alkyl; C 1 -C 6 -alkoxy, C 1 -C 6 -alkylthio; halogeno-C 1 -C 6 -alkyl; halogeno-C 1 -C 6 -alkoxy, halogeno-C 1 -C 6 -alkylthio; C 1 -C 6 -alkylcarbonyl; C 1 -C 6 -alkylsulphinyl; C 1 -C 6 -alkylsulphonyl; halogeno-C 1 -C 6 -alkylsulphinyl; halogeno-C 1 -C 6 -alkylsulphonyl; phenyl; phenoxy; phenylcarbonyl; hydroxycarbonyl, C 1 -C 6 -alkoxycarbonyl; C 3 -C 6 -alkenyloxycarbonyl; C 1 -C 4 -alkoxy-C 1 -C 6 -alkoxy-carbonyl; hydroxyimino or C 1 -C 6 -alkoxyimino.
Claim 2
Dependent Claim 248 words
A triazolo-pyrimidine-2-sulphonamide of the formula ##STR72## in which R 1 represents alkyl having 1 to 6 carbon atoms, R 2 represents hydrogen, alkyl, alkylcarbonyl, alkoxycarbonyl and alkylsulphonyl in each case having 1 to 6 carbon atoms in the alkyl part, alkenyl and alkinyl in each case having 3 to 8 carbon atoms, or aralkyl, having 6 to 10 carbon atoms in the aryl part and 1 to 4 carbon atoms in the alkyl part, which is optionally monosubstituted or polysubstituted in the aryl part, the substituents being identical or different and being fluorine, chlorine, bromine, iodine, cyano, nitro, hydroxyl, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkylthio, halogeno-C 1 -C 6 -alkyl, halogeno-C 1 -C 6 -alkoxy or halogeno-C 1 -C 6 -alkylthio, and R 3 represents aryl, having 6 to 10 carbon atoms, which is optionally monosubstituted to polysubstituted, the substituents being identical or different and being fluorine, chlorine, bromine or iodine; nitro; cyano; hydroxyl; C 1 -C 6 -alkyl; C 1 -C 6 -alkoxy, C 1 -C 6 -alkylthio; halogeno-C 1 -C 6 -alkyl; halogeno-C 1 -C 6 -alkoxy, halogeno-C 1 -C 6 -alkylthio; C 1 -C 6 -alkylcarbonyl; C 1 -C 6 -alkylsulphinyl; C 1 -C 6 -alkylsulphonyl; halogeno-C 1 -C 6 -alkylsulphinyl; halogeno-C 1 -C 6 -alkylsulphonyl; phenyl; phenoxy; phenylcarbonyl; hydroxycarbonyl, C 1 -C 6 -alkoxycarbonyl; C 3 -C 6 -alkenyloxycarbonyl; C 1 -C 4 -alkoxy-C 1 -C 6 -alkoxy-carbonyl; hydroxyimino or C 1 -C 6 -alkoxyimino.
Claim 3
Dependent Claim 222 words
A triazolo-pyrimidine-2-sulphonamide according to claim 1, in which R 1 represents alkyl having 1 to 4 carbon atoms, R 2 represents hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -alkoxycarbonyl, C 1 -C 4 -alkylsulphonyl, C 3 -C 6 -alkenyl, C 3 -C 6 -alkinyl or phenyl-C 1 -C 4 -alkyl which is optionally monosubstituted to trisubstituted in the phenyl part, the substituents being identical or different and being fluorine, chlorine, bromine, iodine, hydroxyl, cyano, nitro, methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, sec.-butyl, tert.-butyl, methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, i-butoxy, sec.-butoxy, tert.-butoxy, methylthio, ethylthio, n-propylthio, i-propylthio, n-butylthio, i-butylthio, sec.-butylthio, tert.-butylthio, trifluoromethyl, trifluoromethoxy or trifluoromethylthio, and R 3 represents phenyl which is optionally monosubstituted to trisubstituted, the substituents being identical or different and being fluorine, chlorine, bromine, iodine, nitro, cyano, hydroxyl, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, halogeno-C 1 -C 4 -alkyl, halogeno-C 1 -C 4 -alkoxy, halogeno-C 1 -C 4 -alkylthio, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -alkylsulphinyl, C 1 -C 4 -alkylsulphonyl, halogeno-C 1 -C 4 -alkylsulphinyl, halogeno-C 1 -C 4 -alkylsulphonyl, phenyl, phenoxy, phenylcarbonyl, hydroxycarbonyl, C 1 -C 4 -alkoxycarbonyl, C 3 -C 6 -alkenyloxycarbonyl, C 1 -C 2 -alkoxy-C 1 -C 4 -alkoxycarbonyl, hydroxyimino or C 1 -C 4 -alkoxyimino.
Claim 4
Dependent Claim 15 words
A compound according to claim 1, wherein such compound is 5-methoxymethyl-N-(2-chloro-6-methyl-phenyl)-1,2,4-triazolo-[1,5-a]-pyrimidine-2-sulphonamide of the formula ##STR73##
Claim 5
Dependent Claim 17 words
A herbicidal composition comprising a herbicidally effective amount of a compound according to claim 1 and diluent.
Claim 6
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 7
Dependent Claim 11 words
The method according to claim 5, wherein such compound is 5-methoxymethyl-N-(2-chloro-6-methylphenyl)-1,2,4-triazolo-[1,5-a]-pyrimidine-2-sulphonamide.

References Cited (Backward Citations)

GB951652A Cited
DE1620694A1 Cited
JPS4835456A Cited
DE2327133A1 Cited
US4312663A Cited
EP0142152A2 Cited
US4740233A Cited
EP0183848A1 Cited
EP0190375A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-08-07 1993-02-06 1993-08-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-08-07 1997-02-06 1997-08-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-08-07 2001-02-06 2001-08-08 $7700.00 Window Closed / Lapsed

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