5-Aminopyrazoles from enolisable ketones and 1-cyano-1-alkylhydrazines.

Ryckmans, T.;Viehe, HG.;Feneau- Dupont, J.;Tinant, Bernard;Declercq, Jean-Paul
(1997) Tetrahedron — Vol. 53, n° 5, p. 1729-1734 (1997)

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Authors
  • Ryckmans, T.
    Author
  • Viehe, HG.
    Author
  • Feneau- Dupont, J.autre
    Author
  • Tinant, BernardUCLouvain
    Author
  • Declercq, Jean-PaulUCLouvain
    Author
Abstract
The reaction of enolisable ketones with 1-alkyl-1-cyanohydrazines leads to the corresponding cyanohydrazones. These compounds cyclise under thermal or mildly basic conditions, furnishing the corresponding 5-aminopyrazoles in good yield. In some cases, the hydrazones cannot be isolated and the pyrazole derivatives are directly obtained. Hydrazone-enehydrazine tautomerism was observed, bat no subsequent [3,3]rearrangement. (C) 1997, Elsevier Science Ltd.
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Citations

Ryckmans, T., Viehe, HG., Feneau- Dupont, J., Tinant, B., & Declercq, J.-P. (1997). 5-Aminopyrazoles from enolisable ketones and 1-cyano-1-alkylhydrazines. Tetrahedron, 53(5), 1729-1734. https://doi.org/10.1016/S0040-4020(96)01074-5 (Original work published 1997)