有机化学 ›› 2019, Vol. 39 ›› Issue (3): 852-860.DOI: 10.6023/cjoc201807044 上一篇    下一篇

研究简报

新型4-芳氨基嘧啶类衍生物的合成及其杀虫活性

吴宁捷a, 程龙b, 王剑b, 郁季平a, 邢家华a, 许天明a, 魏优昌a,b   

  1. a 中化蓝天浙江省化工研究院有限公司 杭州 310023;
    b 浙江工业大学化学工程学院 杭州 310014
  • 收稿日期:2018-07-24 修回日期:2018-10-22 发布日期:2018-11-26
  • 通讯作者: 魏优昌 E-mail:weiyouchang@sinochem.com
  • 基金资助:

    中国博士后科学基金(No.2016M601971)资助项目.

Synthesis and Insecticidal Activity of Novel 4-Arylamino Pyrimidine Derivatives

Wu Ningjiea, Cheng Longb, Wang Jianb, Yu Jipinga, Xing Jiahuaa, Xu Tianminga, Wei Youchanga,b   

  1. a Sinochem Lantian Zhejiang Research Institute of Chemical Industry Co. Ltd., Hangzhou 310023;
    b College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014
  • Received:2018-07-24 Revised:2018-10-22 Published:2018-11-26
  • Contact: 10.6023/cjoc201807044 E-mail:weiyouchang@sinochem.com
  • Supported by:

    Project supported by the China Postdoctoral Science Foundation (No. 2016M601971).

以取代苯胺为起始原料,经重氮化、Meerwein芳基化、异硫氰化、加成、甲基化、环化等多步反应合成一系列结构新颖的4-芳氨基嘧啶类衍生物,并测试了目标化合物的杀虫活性.初步杀虫活性结果表明,在质量浓度500 mg/L时,大部分化合物对粘虫的致死率为100%;当质量浓度降至20 mg/L时,2-甲基-4-[N-(2-氯-4-氟苯基)氨基]-5-[2-三氟甲基-4-(苯氧基)苯基]-6-甲基嘧啶(6h)对粘虫和小菜蛾的致死率分别为80%和60%.

关键词: 4-芳氨基嘧啶, 嘧啶胺, 合成, 杀虫活性

A series of novel 4-arylamino pyrimidine derivatives were synthesized using substituted aniline as starting material via diazotization, Meerwein arylation, isothiocyanation, addition, methylation and cyclization. The preliminary results of insecticidal activities indicated that most of the compounds exhibited 100% insecticidal activitiy against Mythimna separata Walker at 500 mg/L. At 20 mg/L, N-(2-chloro-4-fluorophenyl) -2,6-dimethyl-5-(4-phenoxy-2-(trifluoromethyl) phenyl) -pyrimidin-4-amine (6h) exhibited 80% and 60% mortality against Mythimna separata Walker and Plutella xylostella Linnaeus, respectively.

Key words: 4-arylamino pyrimidine, pyrimidinamine, synthesis, insecticidal