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合成3,5-二取代-1-苯基-1,2,4-三氮唑衍生物的新方法

A Novel and Efficient Synthetic Strategy for 3,5-Disubstituted-1-Phenyl-1 ,2,4-Triazole Derivatives

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【作者】 苏桂发喻鹏潘成学

【Author】 SU Gui-Fa , YU Peng, PAN Cheng-Xue (College of Chemistry & Chemical Engineering, Guangxi Normal University, Guilin 541004)

【机构】 广西师范大学化学化工学院广西师范大学化学化工学院 桂林 541004桂林 541004

【摘要】 苯基重氮盐分别与4种硝基化合物的钠盐在冰水浴下反应得到4种α-硝基腙,产率为66%~89%;硝基腙与伯胺在回流条件下反应3 h,在相转移催化条件下用亚硝酸钠氧化2~3 h,得到9种新的3,5-二取代-1-苯基-1,2,4-三唑衍生物,产率为54%~71%;所有化合物的结构均经1H NMR、IR和元素分析确证。

【Abstract】 Benzenediazonium chloride reacted with the solutions of the sodium salts of four nitro compounds in an ice-bath to provide fourα-nitrohydrazones in yields of 66%~89% , then the a-nitrohydrazones were refluxed with primary amine for 3 h, the resulting mixtures were oxidized with sodium nitrite for 2~3 h in the presence of TEBAC to afford nine novel 3,5-disubstituted-1-phenyl-1 ,2,4-triazole derivatives in 54%~71% yields. All the target compounds were characterized by means of 1H NMR, IR and elemental analysis. This synthetic strategy widens the application of a-nitrohydrazones and enriches the methodology for the synthesis of triazole derivatives. The methodolgy also has advantages such as common available materials, mild reaction conditions and high yields.

【关键词】 三唑衍生物α-硝基腙合成
【Key words】 triazole derivativea-nitrohydrazonesynthesis
【基金】 广西“新世纪十百千人才工程”专项基金(2005219);广西师范大学博士启动基金资助项目(师政科技[2006]5号)
  • 【文献出处】 应用化学 ,Chinese Journal of Applied Chemistry , 编辑部邮箱 ,2007年01期
  • 【分类号】O626.2
  • 【被引频次】2
  • 【下载频次】419
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