Synthesis and herbicidal activity of N-(2-pyridyloxiran-2-ylmethyl) benzenesulfonamide derivatives

In the course of studies on sulfonamides with aryl substitutedoxirane 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-dimeth...

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Published inJournal of Pesticide Science Vol. 26; no. 1; p. 9
Main Authors Hosokawa, A. (Mitsubishi Chemical Co. Ltd., Yokohama (Japan)), Katsurada, M, Mikami, E, Ikeda, O, Minami, N, Jikihara, T
Format Journal Article
LanguageEnglish
Published Tokyo Japan Science and Technology Agency 01.01.2001
Subjects
CHEMICAL SYNTHESIS
ECHINOCHLOA
HERBICIDES
NEW PRODUCTS
PESTICIDAL PROPERTIES
PESTICIDE SELECTIVITY
PYRIDINES
SULPHONAMIDES
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ISSN0385-1559
1348-589X
1349-0923
1349-0923
DOI10.1584/jpestics.26.9

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Summary:In the course of studies on sulfonamides with aryl substitutedoxirane 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.
Bibliography:H60
2001002920
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ISSN:0385-1559
1348-589X
1349-0923
1349-0923
DOI:10.1584/jpestics.26.9