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.