Synthesis and some chemical properties of 2-cyano-4-pyrone

Synthesis and some chemical properties of 2-cyano-4-pyrone

2-Cyano-4-pyrone obtained from comanic acid ethyl ester reacts with amines and hydrazines with the opening of the pyrone ring and substitution of the cyano group to form carbamoylated aminoenones (yields 62–87%) and pyrazolylacetic acid hydrazides. The reactions of 2-cyano-4-pyrone with hydroxylamin...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2020-02, Vol.56 (2), p.173-179
Hauptverfasser: Obydennov, Dmitrii L., Suslova, Aleksandra I., Sosnovskikh, Vyacheslav Ya
Format: Artikel
Sprache:eng
Schlagworte:
Amines
Chemical properties
Chemical synthesis
Chemistry
Chemistry and Materials Science
Cyano groups
Hydrazides
Hydrazines
Nitriles
Organic Chemistry
Pharmacy
Sodium azides
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Zusammenfassung:2-Cyano-4-pyrone obtained from comanic acid ethyl ester reacts with amines and hydrazines with the opening of the pyrone ring and substitution of the cyano group to form carbamoylated aminoenones (yields 62–87%) and pyrazolylacetic acid hydrazides. The reactions of 2-cyano-4-pyrone with hydroxylamine or sodium azide involve exclusively the cyano group, which makes it possible to obtain 2-heteroaryl-4-pyrones and 2-heteroaryl-4-hydroxypyridines.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-020-02642-3