One-Pot Synthesis of Some Dynamic 2-Substituted Benzoxazinones and Their Corresponding Qinazolinones of Anticipated Biological Activity

Reactions of 6‐bromo‐2‐isopropyl‐4(3H)‐3,1‐benzoxazin‐4‐one toward mono‐ and di‐dentate nitrogen nucleophiles, e.g. primary aliphatic and aromatic amines, 1,2‐phenylenediamine, hydrazine hydrate, and formamide, have been investigated and afford the corresponding quinazolinones which are expected to...

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Veröffentlicht in:Journal of heterocyclic chemistry 2016-01, Vol.53 (1), p.95-101
Hauptverfasser: El-Hashash, Maher A., Azab, Mohamed E., Morsy, Jehan M.
Format: Artikel
Sprache:eng
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Zusammenfassung:Reactions of 6‐bromo‐2‐isopropyl‐4(3H)‐3,1‐benzoxazin‐4‐one toward mono‐ and di‐dentate nitrogen nucleophiles, e.g. primary aliphatic and aromatic amines, 1,2‐phenylenediamine, hydrazine hydrate, and formamide, have been investigated and afford the corresponding quinazolinones which are expected to have some interesting biological activity. The behavior of 3, 1‐benzoxazin‐4‐one toward active methylene compounds, namely, acetylacetone in basic medium has been studied and gave 3‐acetylquinoline. The last reaction is considered as an illustrative model of heterocyclic transformation reactions.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.2389