Vilsmeier试剂合成双(2-氯乙基)胺  

Synthesis of bis(2-chloroethyl) amine by Vilsmeier reaction

作　　者：李柏林[1] 曾伟男[1] 李金环 牛瑞霞[1] 

机构地区：[1]东北石油大学化学化工学院,黑龙江大庆163318 [2]中国石油大庆炼化公司研究院,黑龙江大庆163411

出　　处：《大庆石油学院学报》2011年第5期84-87,120-121,共4页Journal of Daqing Petroleum Institute

基　　金：国家"973"重点基础研究发展计划项目(2005CB221305)

摘　　要：以二乙醇胺(DEA)、二氯亚砜(DCSO)为原料,在DCSO中加入N,N―二甲基甲酰胺(DMF)形成Vilsmeier试剂,Vilsmeier试剂为氯化剂,DMF为催化剂兼溶剂,采用吡啶催化的乙酰化法测定DEA转化率,经亲核取代反应合成双(2-氯乙基)胺.考查DMF和DEA质量比、DCSO和DEA物质的量比、反应温度、反应时间等因素对DEA转化率的影响.结果表明,优化的合成工艺条件为:当DMF和DEA质量比为0.15、DCSO和DEA物质的量比为2.6∶1、反应温度为70℃、反应时间为3h时,DEA转化率为96.1%,双(2―氯乙基)胺收率为91.7%.产物熔点为211.7～213.4℃,FT-IR、1 H-NMR表征了产物分子结构.Bis(2-chloroethyl) amine was synthesized by the Vilsmeier reaction of diethanolamine(DEA) with thionyl chloride(DCSO) and dimethyl formamide(DMF),meanwhile,the DMF was used as solvent.The conversion rate of DEA was determined by acetylation catalyzed by pyridine.The effects of some reaction conditions on the conversion rate of DEA were researched,and then the melting point of bis(2-chloroethyl) amine was determined,the molecular structure of bis(2-chloroethyl) amine was characterized by FT-IR,1H-NMR.The results showed that when the mass ratio of DMF to DEA is 0.15,the molar ratio of DCSO to DEA is 2.6,after reacting 3 h at 70 ℃,the conversion rate of DEA is 96.1%,the yield of bis(2-chloroethyl) amine is 91.7%.

关 键 词：双(2-氯乙基)胺 Vilsmeier试剂 乙酰化 转化率 合成 

分 类 号：O622.2[理学—有机化学]