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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (01): 89-93. 上一篇    下一篇

研究论文

微波辐射合成N-(2-氯-1-氧-5-吡啶甲基)二甲酰亚胺类化合物和生物活性研究

吕兆萍a,b，张晓燕b，杨红*,a   

  1. (a南京农业大学理学院 南京 210095)
    (b南京航空航天大学材料科学与技术学院 南京 210016)
  • 收稿日期:2007-01-16 修回日期:1900-01-01 发布日期:2008-01-23
  • 通讯作者: 杨红

Synthesis of N-(2-Chloro-1-oxy-5-pyridinemethyl)dicarbonylimide Derivatives under Microwave Irradiation and Biological Ac-tivity Research

LÜ Zhao-Pinga,b, ZHANG Xiao-Yanb, YANG Hong*,a   

  1. (a College of Science, Nanjing Agricultural University, Nanjing 210095)
    (b College of Material Science and Engineering, Nanjing University of Aeronautics and Astronautics, Nanjing 210016)
  • Received:2007-01-16 Revised:1900-01-01 Published:2008-01-23
  • Contact: YANG Hong

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以二甲酰亚胺钾3a～3g与2-氯-5-氯甲基吡啶的N原子氧化后得到的2-氯-1-氧-5-氯甲基吡啶发生亲核取代反应, 用传统和微波两种方法合成了7种未见文献报到的化合物N-(2-氯-1-氧-5-吡啶甲基)二甲酰亚胺类化合物4a～4g. 对比两种合成方法, 在常压下, 微波辐射作为反应热源具有用时少、环境友好、易纯化和产率高的特点. 这些目标化合物4a～4g的结构经元素分析结果, IR, GC-MS, 1H NMR, 13C NMR确证. 初步的生物活性测定结果表明, N-(2-氯-1-氧-5-吡啶甲基)二甲酰亚胺类部分化合物具有良好的杀虫活性.

关键词: N-(2-氯-1-氧-5-吡啶甲基)二甲酰亚胺, 氧化反应, 亲核取代反应, 生物活性, 微波辐射

The nucleophilic substitution of potassium salts of dicarbonylimide 3a～3g with 2-chloro- 1-oxy-5-chloromethylpyridine prepared by oxidation of the nitrogen of 2-chloro-5-chloromethylpyridine gave seven new N-(2-chloro-1-oxy-5-pyridinemethyl)dicarbonylimides via conventional method and microwave irradiation technique. By comparison of the two methods, using microwave irradiation as the heating resource under normal pressure possessed such advantages as short reaction time, environmentally benign procedures, easy purification and high yields over the conventional stirring at ambient temperature. The structures of these synthetic target compounds were confirmed by elemental analyses, FT-IR, GC-MS, 1H NMR and 13C NMR spectra. The preliminary biological tests showed that certain compounds have excellent pesticidal activities.

Key words: oxidization reaction, N-(2-chloro-1-oxy-5-pyridinemethy)dicarbonylimide, nucleophilic substitution, biological activity, microwave irradiation