摘要
在无溶剂条件下,芳基异硫氰酸酯与环状脂肪族仲胺反应得到中间体芳基-烷基不对称硫脲后,无需纯化,直接在二醋酸碘苯和三乙胺作用下研磨,得到硫代氨基胍衍生物而非预期的Hugerschoff产物2-氨基苯并噻唑.本方法具有操作简便、反应条件温和、无需溶剂等优点,是一条合成硫代氨基胍衍生物的有效途径.产物的结构经红外、高分辨质谱、核磁氢谱和碳谱确定.
The in situ generated aryl-alkyl unsymmetrical thioureas were prepared by the reaction of aryl isothiocyanate with cyclic aliphatic secondary amine. Then, the thioamidoguanidino derivatives instead of the expected Hugerschoff product 2-aminobenzothiazole were obtained from unsymmetrical thioureas using iodosobenzene diacetate and Et3N under solvent-free grinding conditions. The advantages of this procedure are simple operation, mild reaction conditions, and solvent-free. The products were identified by IR, HRMS, 1H NMR and 13C NMR. The reported method is an efficient approach for the synthesis of thioamidoguanidine derivatives.
作者
刘天宝
彭艳芬
王雅洁
雍家远
汪新
Liu Tianbao;Peng Yanfen;Wang Yajie;Yong Jiayuan;Wang Xin .(Department of Chemical and Material Engineering, Chizhou University, Chizhou 24700)
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2018年第4期969-974,共6页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金(No.21271035)
安徽省教育厅自然科学重点基金(No.KJ2016A512)
安徽省高校优秀青年人才支持计划(No.gxyq ZD2016372)资助项目~~
关键词
无溶剂
硫代氨基胍
二醋酸碘苯
芳基异硫氰酸酯
solvent-free
thioamidoguanidine
iodosobenzene diacetate
aryl isothiocyanate
