有机化学 ›› 2017, Vol. 37 ›› Issue (1): 232-236.DOI: 10.6023/cjoc201607031 上一篇    下一篇

所属专题: 热点论文合辑

研究简报

新型含吡唑的三唑硫醚类化合物的合成与生物活性研究

翟志文, 汪乔, 沈钟华, 谭成侠, 翁建全, 刘幸海   

  1. 浙江工业大学化学工程学院 杭州 310014
  • 收稿日期:2016-07-20 修回日期:2016-08-25 发布日期:2016-09-01
  • 通讯作者: 刘幸海 E-mail:xhliu@zjut.edu.cn
  • 基金资助:

    浙江省自然科学基金(No. LY16C14007)和浙江省科技厅科研院所专项(No. 2015F50030)资助项目.

Synthesis and Biological Activity of 1,2,4-Triazole Thioether Derivatives Containing Pyrazole Moiety

Zhai Zhiwen, Wang Qiao, Shen Zhonghua, Tan Chengxia, Weng Jianquan, Liu Xinghai   

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014
  • Received:2016-07-20 Revised:2016-08-25 Published:2016-09-01
  • Supported by:

    Project supported by the Zhejiang Provincial Science Foundation of China(No. LY16C14007) and the Research Institute Special Program of Department of Science and Technology of Zhejiang Province(No. 2015F50030).

以三氟乙酰乙酸乙酯、原甲酸三乙酯、甲基肼、苯基异硫氰酸酯等为原料,通过多步反应制备了一系列含吡唑的三唑硫醚类化合物,并考察了微波辐射对反应的影响.产物结构均经过1H NMR,13C NMR,HRMS和单晶衍射确证.对所有化合物进行了杀菌活性和除草活性进行测试,结果表明部分化合物对瓜类炭疽病具有一定的抑制效果,同时3-烯丙基硫基-5-(1-甲基-3-三氟甲基-1H-吡唑-4-基)-4-苯基-4H-1,2,4-三唑(6i)、2-氯-5-(((5-(1-甲基-3-三氟甲基-1H-吡唑-4-基)-4-苯基-4H-1,2,4-三唑-3-基)硫基)甲基)噻唑(6j)、4-(((5-(1-甲基-3-三氟甲基-1H-吡唑-4-基)-4-苯基-4H-1,2,4-三唑-3-基)硫基)甲基)苯腈(6m)表现出了对双子叶植物的除草活性.

关键词: 吡唑, 1,2,4-三唑, 合成, 杀菌活性, 除草活性

A series of novel 1,2,4-triazole derivatives were synthesized from ethyl trifluoroacetoacetate,triethyl orthoformate,methylhydrazine,phenyl isothiocyanate by multi-step reactions.Their structures were characterized by 1H NMR,13C NMR,HRMS and X-ray diffraction.The target compounds were evaluated for their fungicidal activity and herbicidal activitiy.The results indicated that some of the title compounds displayed certain fungicidal activities against Colletotrichum orbiculare and herbicidal activity against dicotyledons.

Key words: pyrazole, 1,2,4-triazole, synthesis, fungicidal activity, herbicidal activity