2-(4,6-二甲氧基)嘧啶乙腈的合成研究  

Synthesis of 2-(4,6-dimethoxypyrimidin-2-yl) acetonitrile

作　　者：杜葩[1] 王红[1] 高永红[1] 金东元[1] 

机构地区：[1]上海应用技术学院化工系,上海200235

出　　处：《化学试剂》2010年第1期91-93,共3页Chemical Reagents

基　　金：上海市重点学科建设资助项目(P1501);上海高校选拔培养优秀青年教师科研专项基金项目(zx2006-15)

摘　　要：由4,6-二甲氧基-2-氯嘧啶与氰乙酸叔丁酯反应制备了2-氰基-2-(4,6-二甲氧基嘧啶基)乙酸叔丁酯,而后在对甲苯磺酸催化作用下,由2-氰基-2-(4,6-二甲氧基嘧啶基)乙酸叔丁酯脱羧制备了标题化合物。着重考察了不同反应时间、反应温度及物质的量比对目标产物产率的影响。较佳的合成条件为:n(对甲苯磺酸)∶n[2-氰基-2-(4,6-二甲氧基嘧啶基)乙酸叔丁酯]=0.08∶1,反应时间2 h,反应温度100℃,产物收率可达90%以上。化合物结构经IR1、HNMR1、3CNMR、MS进行了表征。Tert-butyl 2-cyano-2-（4,6-dimethoxypyrimidin-2-yl） acetate was prepared from 2-chloro-4,6-dimethoxypyrimidine and tert-butyl cyanoacetate.2-（4,6-dimethoxypyrimidin-2-yl） acetonitrile was further synthesized using tert-butyl 2-cyano-2-（4,6-dimethoxypyrimidin-2-yl） acetate as raw material and para-toluenesulfonic acid as catalyst via decarboxylic reaction.Effects of reactant composition,reaction temperature and reaction time on the yield of 2-（4,6-dimethoxypyrimidin-2-yl）acetonitrile were investigated,and the optimal conditions were as follows：molar ratio of n[tert-butyl 2-cyano-2-（4,6-dimethoxypyrimidin-2-yl） acetate]∶n（para-toluenesulfonic acid） was around 1∶0.08,reaction temperature was 100 ℃,and reaction time was 2 hours.The yield of 2-（4,6dimethoxypyrimidin-2-yl）acetonitrile was above 90%.Meanwhile,structure of the product was characterized by IR,1HNMR and 13CNMR methods.

关 键 词：4 6-二甲氧基-2-氯嘧啶 氰乙酸叔丁酯 2-(4 6-二甲氧基)嘧啶乙腈 对甲苯磺酸 合成 

分 类 号：TQ246.7[化学工程—有机化工]