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Chin. J. Org. Chem. ›› 2007, Vol. 27 ›› Issue (02): 279-284. Previous Articles     Next Articles

Reports

O,O'-二烷基-α-(取代苯并噻唑-2-基)氨基-(取代苯基甲基)膦酸酯的合成与抗烟草花叶病毒活性

王伟，张国平，宋宝安*，汪华
金林红，胡德禹，杨松   

  1. (贵州大学精细化工研究开发中心 教育部绿色农药和农业生物工程重点实验室 贵阳 550025)
  • 收稿日期:2006-02-20 修回日期:2006-06-20 发布日期:2007-01-30
  • 通讯作者: 宋宝安

Synthesis and Anti-Tobacco Mosaic Virus Activity of O,O'-Dialkyl- α-(substituted benzothia-zol-2-yl)amino-(substituted phenylmethyl)phosphonate

WANG Wei, ZHANG Guo-Ping, SONG Bao-An*, WANG Hua
JIN Lin-Hong, HU De-Yu, YANG Song   

  1. (Key Laboratory of Green Pesticide and Agricultural Bioengineering of Ministry of Education, Research and Development
    Center of Fine Chemicals, Guizhou University, Guiyang 550025)
  • Received:2006-02-20 Revised:2006-06-20 Published:2007-01-30
  • Contact: SONG Bao-An

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The Mannich-type addition of O,O'-dialkyphosphite to 3,4,5-trimethoxybenzaldehyde and 2-aminobenzothiazole was carried out in one pot by means of adopting solvent-catalyst free condition. The optimized condition is at 100 ℃ and 120 min without catalyst and solvent, which is economic, convenient, high yields and environment-friendly. Their structures were clearly established by elemental analysis, IR, 1H NMR and 13C NMR spectra. Single crystals of 4a have been obtained and determined. The bioassay of some compounds showed that they have moderate anti-tobacco mosaic virus (TMV) activity.

Key words: synthesis, solvent-catalyst free, anti-TMV activity, benzothiazole moiety, α-aminophosphonate