Thermally induced isomerisation of isoxazol-5-ylhydrazines
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 9,p. 971-979
- https://doi.org/10.1039/p19770000971
Abstract
The thermal isomerisation of isoxazol-5-ylhydrazines (I) led to 1-aminopyrazolin-5-ones (II), 4-aminopyrazolin-5-ones (III), and 1,2,4-triazin-6-ones (IV), in ratios depending on the nature of the substituents and the solvents used. A reaction mechanism involving a bicyclic intermediate, is suggested on the basis of the behaviour of isoxazolyl hydrazines methylated on the hydrazine moiety towards heating. Heating the methylated isoxazolyl-hydrazines (IXg and h) afforded the corresponding azirinecarbohydrazides (XII).Keywords
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