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Updated: Sep 27, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Synthesis of some new azoles and azines and their condensed derivatives
1Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, Egypt.
Abstract:
Ethyl (2,5-Dimethylphenyl) pyruvate (2) condensed with o-phenylenediamine, ethylenediamine, semicarbazide and thiosemicarbazide and gave quinoxaline derivative (3), dihydropyrazine derivative (9) and 1,2,4-triazine derivatives (10, 11) respectively. Compound (3) reacted with phosphorous pentasulphide, polyphosphoric acid, semicarbazide hydrochloride and phenylisothiocyanate yielded thienoquinoxaline derivative (4), furoquinoxaline derivative (5), semicarbazone derivative (6) and pyrrole derivative (15) respectively. Reaction of (2) with hydrazines and malononitrile afforded the arylpyrazole derivatives (12a, b) and pyrane derivative (13) respectively. Heterocyclization of compound (6) afforded thiadiazole and selenodiazole derivatives (7), (8).
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