N,
N-dialkyl-3-substituted phenylthio-1
H-1, 2, 4-triazole-1-carboxamide derivatives were synthesized and their herbicidal activity and selectivity were evaluated by pot tests in a greenhouse.
1. Pre-emergence herbicidal activity and selectivity under paddy conditions.
The introduction of a lower alkyl group, and chloro atom at the 2, 6 positions on the benzene ring enhanced the herbicidal activity without adverse effect on transplanted rice. The substitutions of 2, 6-dimethyl, 2-methyl-6-ethyl, 2-methyl-6-chloro, and 2, 4, 6-trimethyl on the benzene ring resulted in the strongest herbicidal activity against
Echinochloa oryzicola Vasing., among the tested compounds. The selectivity value between rice and
Echinochloa oryzicola (ED
10 of rice/ED
90 of ECHOR) was 200 or more. The
N,
N-diethyl and
N-ethyl,
N-propyl derivatives on the carbamoyl moiety induced a higher herbicidal activity than the other alkyl-substituted derivatives. Sulfone linkage between the triazole and the benzene rings resulted in a higher herbicidal activity than sulfoxide or sulfide linkages (Table 1).
2. Post-emergence herbicidal activity under paddy conditions.
Post-emergence herbicidal activity against
Echinochloa oryzicola in water application was evaluated for the selected compounds based on the results from pre-emergence application. Among them,
N,
N-diethyl-3-mesitylsulfonyl-1
H-1, 2, 4-triazole-1-carboxamide (cafenstrole) showed the highest activity (Table 2).
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