摘要
以硫脲和氯乙酸为原料,在无溶剂和350 W微波辐射4 m in条件下,缩合生成中间体2,4-噻唑烷二酮(Ⅰ)产率91.5%;随后在无溶剂和400 W微波辐射5 m in条件下,通过V ilsm e ier甲酰化反应,生成中间体4-氯-5-甲酰基噻唑-2(3H)-酮(Ⅱ),产率86.7%;最后以正丙醇为溶剂,450 W微波辐射7 m in条件下,成环得到5-氨基-噻唑[4,5-d]嘧啶-2(3H)-酮(Ⅲ),产率80.5%。反应总产率为63.9%。合成产物与中间体的结构经1HNMR,MS和元素分析确认。
Condensation of thiourea and chloroacetic acid under solvent-free microwave irradiation of 350 W and 4 min gave 2,4-thiazolidinedione （ Ⅰ ） in 91.5% yield. Then, 4-chloro-5-formyhhiazol-2 （3H）-one（ Ⅱ ） was obtained in 86.7% by Vilsmeier reaction of Ⅰ under solvent-free microwave irradiation of 400 W and 5 min. Finally, under microwave irradiation of 450 W and 7 min, 5-aminothiazolo[4,5-d] pyrimidin-2 （3H）-one（ Ⅲ ）was synthesized in 80. 5% yield from Ⅱ and guanidine hydrochloride with n-propanal as solvent through cyclization reaction. The total yield of Ⅲ was 63.9%. Final product as well as the intermediate was identified by ^1HNMR, MS and elementary analysis.
出处
《精细化工》
EI
CAS
CSCD
北大核心
2006年第4期407-410,共4页
Fine Chemicals
基金
国家自然科学基金资助项目(No.20372018)~~
