摘要/Abstract

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.
关键词: 无溶剂, 硫代氨基胍, 二醋酸碘苯, 芳基异硫氰酸酯
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.
Key words: solvent-free, thioamidoguanidine, iodosobenzene diacetate, aryl isothiocyanate


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