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Report | Regular issue | Vol 22, No. 11, 1984, pp.2553-2558
Published online, 1st January, 1970
DOI: 10.3987/R-1984-11-2553
Activated Nitriles in Heterocyclic Synthesis: The Reaction of Cyanoacethydrazide with α-Substituted Cinnamonitrile Derivatives

Ezzat Mohamed Zayed,* Ebtisam Abdel Aziz Hafez, Said Ahmed Soliman Ghozlan, and Abdel Azim Hady Ibrahim

*Department of Chemistry, Faculty of Science, University of Cairo, Giza, Egypt


The cinnamonitrile derivatives reacted with cyanoacethydrazide at room temperature to yield N-aminopyridones. The latter underwent a rearrangement reaction on refluxing in ethanolic triethylamine. The same rearrangement products could be directly obtained from the reaction of cinnamonitrile derivatives and cyanoacethydrazide in refluxing ethanol-triethylamine. The mechanism of the reactions involved is suggested.