有机化学 ›› 2008, Vol. 28 ›› Issue (11): 1959-1964. 上一篇    下一篇

研究论文

2-(5-芳氧基-4-苯基-1,2,4-三唑-3-硫基)乙酰芳胺的水相合成、 晶体结构及生物活性

魏太保 ; 徐 蓉; 唐 静; 张有明*   

  1. (西北师范大学化学化工学院 甘肃省高分子材料重点实验室 兰州 730070)
  • 收稿日期:2008-04-09 修回日期:2008-05-27 发布日期:2008-11-18
  • 通讯作者: 张有明

Synthesis, Crystal Structure and Biology Activity of 2-(5-Phenoxymethyl-4-phenyl-1,2,4-triazol-3- ylsulfanyl)-N-Aryl-acetamides

WEI, Tai-Bao; XU, Rong; TANG, Jing ; ZHANG, You-Ming*   

  1. (Gansu Key Laboratory of Polymer Material, College of Chemistry and Chemical Engineering,
    Northwest Normal University, Lanzhou 730070)
  • Received:2008-04-09 Revised:2008-05-27 Published:2008-11-18
  • Contact: ZHANG, You-Ming

在无催化剂存在下, 以水为溶剂通过5-芳氧基-4-苯基-1,2,4-三唑-3-硫酮与氯乙酰芳胺的硫烷基化反应, 合成了14个未见文献报道的2-(5-芳氧基-4-苯基-1,2,4-三唑-3-硫基)乙酰芳胺. 其结构经元素分析, IR和1H NMR进行了表征, 利用单晶X射线衍射法测定了化合物5n的单晶结构. 该化合物通过分子间氢键自组装成三维网状结构的超分子. 生物活性试验表明部分化合物对小麦的根有促进作用而对所有的茎都有抑制活性.

关键词: 水相合成, 晶体结构, 生物活性, 2-(5-芳氧基-4-苯基-1,2,4-三唑-3-硫基)乙酰芳胺

A series of new 2-(5-phenoxymethyl-4-phenyl-1,2,4-triazol-3-ylsulfanyl)-N-aryl-acetamides were synthesized by the reaction of S-alkylation from N-phenyl-2-chloroacetamide reacting with some triazole derivatives in aqueous media without catalysis. The structures of all synthesized compounds were confirmed by elemental analysis, IR and 1H NMR spectra. The crystal structure of 5n was determined by X-ray diffraction analysis. The supramolecular tri-dimensional netlike structure was formed by intermolecular hy-drogen bonding. The preliminary biological tests showed that some of the title compounds remarkably en-hanced the root elongation, and all compounds inhibited the plant stem in the whole range of concentrations.

Key words: crystal structure, aqueous media, biology activity, 2-(5-phenoxymethyl-4-phenyl-1,2,4-triazol- 3-ylsulfanyl)-N-aryl-acetamide