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Thermolysis of Triazoles as Melts − Is the 3,5-Diphenyl-1,2,4-triazole Group a Good Leaving Group?

✍ Scribed by Odd R. Gautun; Per H. J. Carlsen

Publisher: John Wiley and Sons
Year: 2000
Tongue: English
Weight: 260 KB
Volume: 2000
Category: Article
ISSN: 1434-193X
DOI: 10.1002/1099-0690(200011)2000:22<3749::aid-ejoc3749>3.0.co;2-x

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✦ Synopsis

The mechanism of the rearrangement of 4-alkyltriazoles to the corresponding 1-alkyltriazoles on thermolysis at 330 °C is shown to involve initial formation of an intermediate 1,4dialkyltriazolium triazolate salt. The triazolate ion subsequently attacks at the alkyl group bearing 1-and 4-positions of the dialkyltriazolium ion, yielding the observed prod-Scheme 1

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