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.
出处
《化学学报》
SCIE
CAS
CSCD
北大核心
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
关键词
噻唑啉酮
合成
功能化离子液体
晶体结构
thiazolinones
synthesis
task-specific ionic liquid
crystal structure
