微波辐射下合成2-甲硫基-3-氰基-7-取代苯基吡唑并[1,5-a]嘧啶及生物活性的研究  

Facile Synthesis of Pyrazolo[1,5-a]pyrimidine Derivatives via Microwave Irradiation and Biological Activity Research

作　　者：李明[1] 郭维斯[1] 文丽荣[1] 杨华铮[2] 

机构地区：[1]青岛科技大学化学与分子工程学院,青岛266042 [2]南开大学元素有机化学国家重点实验室,天津300071

出　　处：《有机化学》2005年第10期1230-1234,共5页Chinese Journal of Organic Chemistry

基　　金：国家重点基础研究发展规划(No.G1998040800);山东省自然科学基金(No.2003B01);国家自然科学基金(No.20172031)资助项目.

摘　　要：利用取代烯胺酮1与3-甲硫基-4-氰基-5-氨基-1H-吡唑(2)反应,用传统和微波2种方法合成了6种化合物2-甲硫基-3-氰基-7-取代苯基吡唑并[1,5-a]嘧啶(3a～3f),化合物的结构均经元素分析,IR,1H NMR所证实.对比两种方法,微波辐射具有用时少、环境友好、易纯化和产率高的特点,同时,探讨了反应可能的机理,并对所有化合物的杀菌和除草活性进行了测试.A series of 2-methylthio-3-cyano-7-substituted pyrazolo[1,5-α]pyrimidines （3a～3f） by the reaction of substituted enaminones 1 with 3-methylthio-4-cyano-5-amino-1H-pyrazole （2） have been conveniently synthesized via conventional method and microwave irradiation technique. By comparison of the two methods, microwave irradiation possessed such advantages as short reaction time, environmentally benign procedures, easy purification and high yield over the conventional stirring at ambient temperature. The structure of all compounds was characterized by elemental analyses, IR, ^1H NMR spectra. In the meantime, the plausible mechanism was discussed. The preliminary test showed that certain compounds had somewhat herbicidal activities.

关 键 词：吡唑并[1 5-α]嘧啶 烯胺酮 微波辐射 合成 生物活性 取代苯基 甲硫基 吡唑 氰基 嘧啶 

分 类 号：O626[理学—有机化学]