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Regioselective synthesis of 1,2,4-triazol-3(2H)-ones and their 3(2H)-thiones: Kinetic studies and selective pyrolytic deprotection

✍ Scribed by Nouria A. Al-Awadi; Yehia A. Ibrahim; Kamini Kaul; Hicham Dib

Publisher: John Wiley and Sons
Year: 2003
Tongue: English
Weight: 98 KB
Volume: 14
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.10086

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✦ Synopsis

Abstract

Selective pyrolytic deprotection of 2‐ethyl and 2‐cyanoethyl‐4‐arylidenimino‐1,2,4‐triazol‐3(2H)‐ones and their 3(2H)‐thiones was studied by flash vacuum pyrolysis. This study is useful in regioselective synthesis of 2‐ and 4‐substituted 1,2,4‐triazoles of potential biological applications. The kinetic results and product analysis lend support to a reaction pathway involving a six‐membered transition state. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:50–55, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10086

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