无溶剂研磨法合成硫代氨基胍衍生物  

Synthesis of Thioamidoguanidine Derivatives under Solvent-Free Grinding Conditions

作　　者：刘天宝[1] 彭艳芬[1] 王雅洁 雍家远 汪新[1] Liu Tianbao;Peng Yanfen;Wang Yajie;Yong Jiayuan;Wang Xin .(Department of Chemical and Material Engineering, Chizhou University, Chizhou 24700)

机构地区：[1]池州学院化学与材料工程学院,池州247000

出　　处：《有机化学》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~~

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.

关 键 词：无溶剂 硫代氨基胍 二醋酸碘苯 芳基异硫氰酸酯 

分 类 号：O621.3[理学—有机化学]