EventsThe 9th International Electronic Conference on Synthetic Organic Chemistry
Published
This submission belongs to the session a. General Organic Synthesis of the event The 9th International Electronic Conference on Synthetic Organic Chemistry
Published date
01 Nov, 2005
Citation
Anton V. Dolzhenko, Hui-Shan Chia, Wai-Keung Chui, Synthesis of 5-amino-3-(het)aryl-1H-1,2,4-triazoles via Cyclization of(het)aroylaminoguanidines in Aqueous Medium, in Proceedings of The 9th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2005, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-9-01484
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Synthesis of 5-amino-3-(het)aryl-1H-1,2,4-triazoles via Cyclization of(het)aroylaminoguanidines in Aqueous Medium

Hui-Shan Chia 1
Wai-Keung Chui 1
1. Department of Pharmacy, Faculty of Science, National University of Singapore, 18 Science Drive 4, Singapore 117543, Singapore
Abstract
The effective and clean procedure for the preparation of 5-amino-3-(het)aryl-1,2,4-triazoles (3a-c) via cyclization of (het)aroylaminoguanidines (2a-c) in water was reported. Two tautomeric forms, namely 5-amino-3-(het)aryl-1,2,4-triazoles (A) and 3-amino-5-(het)aryl-1,2,4-triazoles (B) were found to exist in tautomeric equilibrium. Form A was a predominant tautomer in DMSO solution (KT = 9-33).
Keywords
1,2,4-triazoles
acylaminoguanidines
cyclization
aqueous medium
tautomerism
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