Synthesis of Thioamidoguanidine Derivatives under Solvent-Free Grinding Conditions

doi:10.6023/cjoc201710010

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (4): 969-974.DOI: 10.6023/cjoc201710010 Previous Articles Next Articles

Notes

无溶剂研磨法合成硫代氨基胍衍生物

刘天宝, 彭艳芬, 王雅洁, 雍家远, 汪新

池州学院化学与材料工程学院池州 247000

收稿日期:2017-10-09 修回日期:2017-11-21 发布日期:2017-12-05
通讯作者: 刘天宝 E-mail:tianbaoliu1979@126.com
基金资助:
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）和安徽省高校优秀青年人才支持计划（No.gxyqZD2016372）资助项目.

Synthesis of Thioamidoguanidine Derivatives under Solvent-Free Grinding Conditions

Liu Tianbao, Peng Yanfen, Wang Yajie, Yong Jiayuan, Wang Xin

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

Received:2017-10-09 Revised:2017-11-21 Published:2017-12-05
Contact: 10.6023/cjoc201710010 E-mail:tianbaoliu1979@126.com
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).

1. Synthesis of Thioamidoguanidine Derivatives under Solvent-Free Grinding Conditions.PDF(957KB)

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]. Chin. J. Org. Chem., 2018, 38(4): 969-974.

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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

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