有机化学 ›› 2011, Vol. 31 ›› Issue (04): 521-527. 上一篇    下一篇

研究论文

(Z,E)-1-[1-(2,4-二氧吡咯烷-3-亚基)乙基]-4-烃基氨基脲类衍生物的合成与除草活性

司腾飞1,2,孟范贵2,王先锋2,朱兆勇1,强胜3,杨春龙*,1,2   

  1. (1南京农业大学江苏省农药学重点实验室 南京 210095)
    (2南京农业大学农业部病虫监测与防控重点开放实验室 南京 210095)
    (3南京农业大学生命科学学院 南京 210095)
  • 收稿日期:2010-06-14 修回日期:2010-08-18 发布日期:2010-11-29
  • 通讯作者: 杨春龙 E-mail:chunlongyang@yahoo.com.cn
  • 基金资助:

    国家高技术研究发展计划(863 计划);中央高校基本科研业务费专项资金资助项目

Synthesis and Herbicidal Activities of (Z,E)-1-[1-(2,4-Dioxo- pyrrolidine-3-ylidene)ethyl]-4-alkylsemicarbazide Derivatives

Si Tengfei1,2 Meng Fangui2 Wang Xianfeng2 Zhu Zhaoyong1 Qiang Sheng3 Yang Chunlong*,1,2   

  1. (1 Jiangsu Key Laboratory of Pesticide Science, Nanjing Agricultural University, Nanjing 210095)
    (2 Key Laboratory of Monitoring and Management of Crop Diseases and Pest Insects, Ministry of Agriculture, Nanjing Agricultural University, Nanjing 210095)
    (3 College of Life Science, Nanjing Agricultural University, Nanjing 210095)
  • Received:2010-06-14 Revised:2010-08-18 Published:2010-11-29
  • Contact: Yang Chun-Long E-mail:chunlongyang@yahoo.com.cn

以取代胺为原料合成6种N4-取代氨基脲, 然后与5种3-(1-羟基亚乙基)-吡咯烷-2,4-二酮类化合物反应合成了22种新型缩氨基脲类衍生物, 即(Z,E)-1-[1-(2,4-二氧吡咯烷-3-亚基)乙基]-4-烃基氨基脲, 其结构经1H NMR, MS, IR和元素分析确证. 初步生物活性测定表明, 这类化合物对油菜根和稗草茎的生长具有抑制作用.

关键词: 缩氨基脲, 吡咯烷, 合成, 除草活性

Six N4-substituted semicarbazides, which were synthesized using substituted amines as starting material, were reacted with five 3-(1-hydroxyethylidene)pyrrolidine-2,4-diones to give twenty two novel (Z,E)-1-[1-(2,4-dioxo-pyrrolidine-3-ylidene)ethyl]-4-alkylsemicarbazide derivatives. The structures of the target compounds were confirmed by 1H NMR, MS, IR techniques and elemental analysis. The preliminary bioassay results indicated that these compounds exhibited certain inhibitive activities against the root of Brassica napus and the stalk of Echinochloa crusgalli.

Key words: semicarbazone, pyrrolidine, synthesis, herbicidal activity