<i>N</i>-(2-フェニルオキシラン-2-イルメチル) ベンゼンスルホンアミド誘導体の合成, 除草活性および熱安定性

  • 細川 明美
    Agricultural Chemicals Laboratory, Yokohama Research Center, Mitsubishi Chemical Co., Ltd.
  • 山田 昌宏
    Agricultural Chemicals Laboratory, Yokohama Research Center, Mitsubishi Chemical Co., Ltd.
  • 鈴木 清一
    Agricultural Chemicals Laboratory, Yokohama Research Center, Mitsubishi Chemical Co., Ltd.
  • 池田 修
    Agricultural Chemicals Laboratory, Yokohama Research Center, Mitsubishi Chemical Co., Ltd.
  • 米山 弘一
    Center for Research on Wild Plants, Utsunomiya University
  • 直原 哲夫
    Agricultural Chemicals Laboratory, Yokohama Research Center, Mitsubishi Chemical Co., Ltd.

書誌事項

タイトル別名
  • Synthesis, Herbicidal Activity and Thermal Stability of <i>N</i>-(2-Phenyloxiran-2-ylmethyl) benzenesulfonamide Derivatives
  • Synthesis, Herbicidal Activity and Thermal Stability of N-(2-Phenyloxiran-2-ylmethyl) benzenesulfonamide Derivatives
  • Synehesis and Herbicidal Activity of Novel Oxirane Derivatives (Part 1)

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抄録

In the course of studies on novel sulfonamide derivatives, we found that 4, N-dimethyl-N-(2-phenyloxiran-2-ylmethyl) benzenesulfonamide was herbicidally active. In spite of its high activity, the compound did not have enough stability for practical use. To improve the stability and herbicidal activity by molecular modification, a series of sulfonamide derivatives with phenyl substituted oxirane moiety were prepared. Among them, N-[2-(3-chlorophenyl) oxiran-2-ylmethyl]-4-cyano-N-methylbenzenesulfonamide possessed the highest herbicidal activity with enough thermal stability. Halohydrin derivatives were also prepared as an alternative solution for the stability. Among them, N-(3-bromo-2-hydroxy-2-phenypropyl)-4-chloro-N-difluoromethyl-3-methylbenzensulfonamide was the most favorable for herbicide. Both compounds showed excellent herbicidal activity against grass weeds and some of broad leaf weeds in paddy condition with selectivity to transplanted rice.

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