Journal of the Chemical Society. Perkin transactions I p. 1703 - 1706 (1981)
Update date:2022-08-04
Topics:
Adembri, Giorgio
Camparini, Alfredo
Ponticelli, Fabio
Tedeschi, Piero
Depending on the substitution on the hydrazine moiety, thermolysis of 3-phenyl-1,2,4-oxadiazol-5-ylhydrazines (1)-(5) gives variable amounts of 1-amino-Δ2-1,2,4-triazolin-5-ones (13) or (17), Δ2- or Δ3-1,2,4-triazolin-5-ones (12), (18), or (19), and the s-triazine (20).A possible mechanism accounting for the products and the effects is discussed.A diradical intermediate and a hydrogen transfer from the reaction medium are suggested on the basis of the effect of benzoyl peroxide on the reaction and on the behaviour of the hydrazines (1)-(4) towards catalytic hydrogenation.
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