ChemInform Abstract: Gas-Phase Pyrolysis of 4-Amino-3-allylthio-1,2,4-triazoles: A New Route to [1,3]Thiazolo[3,2-b][1,2,4]triazoles

Autor:	Bernard A. J. Clark, Hamish McNab, Dale D. J. Cartwright
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Flash vacuum pyrolysis Chemistry Yield (chemistry) Triazole derivatives General Medicine Sigmatropic reaction Cleavage (embryo) Medicinal chemistry Pyrolysis Alkyl Gas phase
Zdroj:	ChemInform. 32
ISSN:	1522-2667 0931-7597
Popis:	Flash vacuum pyrolysis of the 3-allylthio derivatives of 4-amino-4H-1,2,4-triazoles 10–13 and 15–17 at 750–850 °C (10−2–10−3 Torr) gives [1,3]thiazolo[3,2-b][1,2,4]triazoles 19 and 24–29 in ca. 50% yield. The mechanism is thought to involve initial [3,3]sigmatropic shift of the allyl group, followed by cleavage of the N–N bond to generate a thiaza-allyl radical, which then undergoes cyclisation, rearrangement and alkyl group extrusion.
Databáze:	OpenAIRE
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