US4854964A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Triazolo-pyrimidine-2-sulphonamides having herbicidal utility
Assignee: Bayer AG
•
Filing: 1987-07-30
•
Granted: 1989-08-08
•
Expires: 2007-07-30
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 |