新規オキサジン除草剤MI-3069の製造における重要中間体である1-(7-クロロベンゾチアゾール-2-イル)-1-メチルエチルアミンの実用的合成

DOI NDLデジタルコレクション 日本農学文献記事索引 Web Site Web Site 参考文献11件
  • 池口 雅彦
    Chemistry Group, Central Research Institute, Ishihara Sangyo Kaisha, Ltd.
  • 澤木 雅彦
    Chemistry Group, Central Research Institute, Ishihara Sangyo Kaisha, Ltd.
  • 前田 和之
    Biology Group, Central Research Institute, Ishihara Sangyo Kaisha, Ltd.
  • 菊川 弘司
    Biology Group, Central Research Institute, Ishihara Sangyo Kaisha, Ltd.

書誌事項

タイトル別名
  • Practical Synthesis of 1-(7-Chlorobenzothiazol-2-yl)-1-methylethylamine, a Key Synthetic Intermediate for the Production of New Oxazine Herbicide, MI-3069

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Practical synthetic routes for the preparation of 1-(7-chlorobenzothiazol-2-yl)-1-methylethylamine (VII), a key intermediate of the barnyardgrass-controlling herbicide, 3-[[1-(7-chlorobenzothiazol-2-yl)-1-methyl]ethyl]-2, 3-dihydro-6-methyl-5-phenyl-4H-1, 3-oxazin-4-one (MI-3069), were investigated. As the result, the intermediate VII was prepared in an excellent overall yield by cyclization of 2-amino-2-methylpropionitrile with 2-amino-6-chlorothiophenol, which was synthesized by hydrogenation of 2-nitro-6-chlorothiophenol derived from 2, 3-dichloronitrobenzene. This practical route consisted of shorter steps with relatively cheaper reactants than the reported method.

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