Citation: 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 shu

Synthesis of Thioamidoguanidine Derivatives under Solvent-Free Grinding Conditions

Department of Chemical and Material Engineering, Chizhou University, Chizhou 247000

Corresponding author: Liu Tianbao, tianbaoliu1979@126.com
Received Date: 9 October 2017
Revised Date: 21 November 2017
Available Online: 5 April 2017
Fund Project: the National Natural Science Foundation of China 21271035Project 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)the Major Basic Research Project of the Natural Science Foundation of the Anhui Province Education Department KJ2016A512the Key Program in the Youth Elite Support Plan in Universities of Anhui Province gxyqZD2016372

Figures(2)

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.
- solvent-free,
- thioamidoguanidine,
- iodosobenzene diacetate,
- aryl isothiocyanate
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