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Synthesis and Herbicidal Activity of N-(2-Pyridyloxiran-2-ylmethyl) benzenesulfonamide Derivatives
Akemi HOSOKAWA, Manabu KATSURADA, Emiko MIKAMI, Osamu IKEDA, Noriko MINAMI and Tetsuo JIKIHARA
J. Pestic. Sci.
26, 9-15 (2001)
In the course of studies on sulfonamides with aryl substituted oxirane moiety, we found that compounds having a pyridyl group on 2-position of the oxiran-2-ylmethyl moiety possessed herbicidal activity. As a result of elaborate study, 4-chloro-N-[2-(6-chloropyridin-2-yl)oxiran-2-ylmethyl]-3,N-dimethylbenzenesulfonamide and N-[2-(6-chloropyridin-2-yl)oxiran-2-ylmethyl]-N-methyl-5,6,7,8-tetrahydronaphthalene-2-sulfonamide were discovered as potential rice herbicides. The former compound showed complete control of Echinochloa oryzicola (barnyardgrass) up to 2 leaf stage and broad herbicidal spectrum. The latter compound showed remarkable selectivity between rice and Echinochloa oryzicola.
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