2-氨基-4-噻唑啉酮的高效合成和晶体结构  

Efficient Synthesis and Crystal Structure of 2-Amino-4-thiazolinones

作　　者：孟祥武[1] 陆丰平[1,2] 赵华绒[1] 

机构地区：[1]浙江大学化学系,杭州310027 [2]上海艾力斯医药有限公司,上海201204

出　　处：《化学学报》2011年第19期2281-2286,共6页Acta Chimica Sinica

基　　金：浙江省自然科学基金(No.Y4080234)资助项目

摘　　要：研究了室温下一锅法高效合成2-氨基-4-噻唑啉酮的绿色方法.在[Bmim]SCN体系中,硫氰酸根取代氯乙酸乙酯中的氯可得到2-硫氰酸根乙酸乙酯.而后,在醋酸催化下,通过各种胺对2-硫氰酸根乙酸乙酯的亲核进攻以及中间产物S-烃基异硫脲的关环反应,以较高的产率合成得到2-氨基-4-噻唑啉酮.功能化离子液体[Bmim]SCN既作为第一步反应原料,又作为反应介质,并可回收利用.同时通过对产物2-(4-乙基-1-哌嗪基)-4-噻唑啉酮(3i)晶体进行X单晶衍射和结构解析证实其结构.In this paper,a simple,environment-friendly and efficient one-pot way to synthesize 2-amino-4-thiazolinones at room temperature was reported.Ethyl 2-thiocyanatoacetate was formed by sub-stitution reaction of ethyl chloroacetate with thiocyanate in SCN.After that,when HOAc was em-ployed as a catalyst,2-amino-4-thiazolinones were produced in high yields through the nucleophilic attack of amines to ethyl 2-thiocyanatoacetate following ring-closing reaction of intermediate product S-alkyl isothioureas.As a task-specific ionic liquid,SCN plays a role of a solvent as well as a reactant.And it can be recycled.The crystal structure of 2-（4-ethylpiperzin-1-yl）-4-thiazolinone（3i） was confirmed by X-ray diffraction study.

关 键 词：噻唑啉酮 合成 功能化离子液体 晶体结构 

分 类 号：TQ252.5[化学工程—有机化工]