新型氨基甲酸含氮杂环甲基酯的合成及生物活性研究

常规加热或微波照射下, 含氮杂环1与多聚甲醛反应以良好的产率生成含氮杂环基甲醇3, 反应物物质的量的比、反应温度等对反应产率有影响, 微波条件下的反应时间比常规加热下大大缩短. 化合物3和异氰酸酯4在常规加热或微波照射下生成相应的氨基甲酸含氮杂环甲基酯5a～5m. 反应温度、反应物物质的量的比、反应时间、微波辐射功率等对反应产率都有一定的影响, 与常规加热相比微波条件下的反应时间大大缩短. 化合物5的结构经过IR, ¹H NMR, MS, 元素分析测定, 部分化合物经过¹³C NMR测定. 测定了化合物5的杀虫和除草活性, 结果表明其杀虫活性较低, 除草活性高于杀虫活性, 5a, 5d, 5e和5m对苋菜和黄瓜的防除率高达100%.

Synthesis and Biological Activity Studies on Novel O-Cycloaminomethyl Carbamates

Under conventional heating or microwave irradiation, reactions of nitrogen-containing heterocycles 1 with paraformaldehyde gave cycloaminomethanols 3 in good yields. It was found that the ratio of reactants and reaction temperature affected the reaction yield, and the reaction time under microwave irradiation was much shorter than with the one under the conventional heating. The resulting intermediates 3 reacted easily with isocyanates 4 under conventional heating or microwave irradiation to give the corresponding O-cycloaminomethyl carbamates 5a-5m. The structure of compounds 5 was characterized with IR, 1^H NMR, MS spectra and elemental analysis, and some of them were further characterized with 13^C NMR. The insecticidal activity and herbicidal activity of compounds 5 showed that the insecticidal activity was quite lower than the herbicidal activity, and compounds 5a, 5d, 5e and 5m exhibited control efficacy of up to 100% against Cucumis sativm or Amaranthus sp.