N-([1,2,4]triazoloazinyl)thiophenesulfonamide compounds and their use as herbicides
AssigneeDow AgroSciences LLC
InventorsKim Eric Arndt, Timothy Calvin Johnson, David George Ouse
Life of this patent
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Abstract
N-(Triazolo[1,5-a]pyrimidinyl)thiophenesulfonamide compounds were prepared from appropriately substituted 2-amino[1,2,4]triazolo[1,5-a]pyrimidine compounds and appropriately substituted thiophenesulfonyl chloride compounds. The compounds were found to be useful as herbicides.
Claims15
An N-(triazoloazinyl)thiophenesulfonamide compound of the formula (I):
- wherein
- D and E represent S or CB with the proviso that one of D or E is S;
- A and B independently represent H, halo, CF3, R, OR′ or CO2R″;
- T represents H, SO2R″, C(O)R″, C(O)OR″, C(O)NR″2, or CH2CH2C(O)OR″;
- R represents CH3 or CH2CH3;
- R′ represents C1-C4 alkyl, C3-C4 alkenyl, or C3-C4 alkynyl each optionally possessing up to two chloro, bromo or O(C1-C4)alkyl substituents or up to the maximum possible number of fluoro substituents;
- R″ represents H or C1-C4 alkyl;
- and, when T represents H, the agriculturally acceptable salts thereof.
A composition comprising an herbicidal amount of an N-(triazoloazinyl)thiophenesulfonamide compound of the formula (I):
- wherein
- D and E represent S or CB with the proviso that one of D or E is S;
- A and B independently represent H, halo, CF3, R, OR′ or CO2R″;
- T represents H, SO2R″, C(O)R″, C(O)OR″, C(O)NR″2, or CH2CH2C(O)OR″;
- R represents CH3 or CH2CH3;
- R′ represents C1-C4 alkyl, C3-C4 alkenyl, or C3-C4 alkynyl each optionally possessing up to two chloro, bromo or O(C1-C4)alkyl substituents or up to the maximum possible number of fluoro substituents;
- R″ represents H or C1-C4 alkyl;
- and, when T represents H, the agriculturally acceptable salts thereof, in admixture with an agriculturally acceptable adjuvant or carrier.
A method of controlling undesirable vegetation which comprises applying to the vegetation or to the locus thereof an herbicidally effective amount of an N-(triazoloazinyl)thiophenesulfonamide compound of the formula (I):
- wherein
- D and E represent S or CB with the proviso that one of D or E is S;
- A and B independently represent H, halo, CF3, R, OR′ or CO2R″;
- T represents H, SO2R″, C(O)R″, C(O)OR″, C(O)NR″2, or CH2CH2C(O)OR″;
- R represents CH3 or CH2CH3;
- R′ represents C1-C4 alkyl, C3-C4 alkenyl, or C3-C4 alkynyl each optionally possessing up to two chloro, bromo or O(C1-C4)alkyl substituents or up to the maximum possible number of fluoro substituents;
- R″ represents H or C1-C4 alkyl;
- and, when T represents H, the agriculturally acceptable salts thereof.
Dependencies are inferred from the claim text.