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Chinese Journal of Organic Chemistry >

2018 , Vol. 38 >Issue 4: 969 - 974

DOI: https://doi.org/10.6023/cjoc201710010

Notes

Synthesis of Thioamidoguanidine Derivatives under Solvent-Free Grinding Conditions

  • Liu Tianbao ,
  • Peng Yanfen ,
  • Wang Yajie ,
  • Yong Jiayuan ,
  • Wang Xin
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  • Department of Chemical and Material Engineering, Chizhou University, Chizhou 247000

Received date: 2017-10-09

  Revised date: 2017-11-21

  Online published: 2017-12-05

Supported by

Project supported by the National Natural Science Foundation of China (No. 21271035), the Major Basic Research Project of the Natural Science Foundation of the Anhui Province Education Department (No. KJ2016A512) and the Key Program in the Youth Elite Support Plan in Universities of Anhui Province (No. gxyqZD2016372).

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Abstract

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

Cite this article

Liu Tianbao , Peng Yanfen , Wang Yajie , Yong Jiayuan , Wang Xin . Synthesis of Thioamidoguanidine Derivatives under Solvent-Free Grinding Conditions[J]. Chinese Journal of Organic Chemistry, 2018 , 38(4) : 969 -974 . DOI: 10.6023/cjoc201710010

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