Events The 13th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

This submission belongs to the session a. General Organic Synthesis of the event The 13th International Electronic Conference on Synthetic Organic Chemistry

Published date

31 Oct, 2009

Citation

Wai Keung Chui, Hriday Bera, Anton V. Dolzhenko, Synthesis of N-(3(5)-Aryl-1,2,4-triazol-5(3)-yl)-N'-carbethoxythioureas and Their Tautomerism in DMSO Solution, in Proceedings of The 13th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2009, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-13-00187

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Synthesis of N-(3(5)-Aryl-1,2,4-triazol-5(3)-yl)-N'-carbethoxythioureas and Their Tautomerism in DMSO Solution

Wai Keung Chui ¹

Hriday Bera ¹

Anton V. Dolzhenko ¹

1. Department of Pharmacy, Faculty of Science, National University of Singapore, 18 Science Drive 4, Singapore 117543, Singapore

Abstract

N-(3(5)-Aryl-1,2,4-triazol-5(3)-yl)-N'-carbethoxythioureas were prepared from ethoxycarbonyl isothiocyanate and 3(5)-amino-5(3)-aryl-1,2,4-triazoles. The annular prototropic tautomerism in the compounds was investigated by 1H NMR in DMSO solution. The tautomeric preferences depended on electronic properties of substituents on the phenyl ring and were well correlated with their Hammett constant values.

Keywords

Solvent-free synthesis of Thiocarbamic acid [(furan-2-yl) ethylidene] hydrazide under ball-milling conditions

Oxidative Deprotection of Benzylic Silyl Ethers to Their Corresponding Carbonyl Compounds Using Nitrogen Dioxide Gas