Reactions of 2-arylhydrazonoacetamides 1 with orthoesters were shown to give, depending on the structure of the hydrazone and the reaction conditions, either 2,3,4,5-tetrahydro-1,2,4-triazin-5-ones 2 or 2,5-dihydro-1,2,4-triazin-5-ones 3, which are very susceptible to hydrolysis to form 2-arylhydrazono-N-acylacetamides 4.
References
1.
NeunhoefferH., 1,2,4-Triazines and their Benzo Derivatives. Comprehensive Heterocyclic Chemistry II., 1996, Vol. 6, Pergamon Press, p. 507.
2.
NeunhoefferH., and WileyP.Chemistry of 1,2,3-Triazines, 1,2,4-Triazines, Tetrazines and Pentazines, J. Wiley, New York, 1978, 1020.
3.
ZverevaE.E., BelskaiaN. P., and BakulevV. A., Khim. Geterotsikl. Soed.1998, 1698.
4.
EndersE.Methoden der Organischen Chemie Houben-Weyl. Band X/3.Stickstoff- Verbindungen I, 1959, 490.
