78993-39-2Relevant academic research and scientific papers
Reaction of 6,8-Dibromo-2-methyl-3,1-benzoxazin-4(H)-one with Some Nucleophilic Reagents : Synthesis of Quinazoline, Tetrazole and Benzimidazole Derivatives
Ismail, M. F.,Shams, N. A.,Naguib, M. I.
, p. 394 - 397 (2007/10/02)
6,8-Dibromo-2-methyl-3,1-benzoxazin-4(H)-one (1) reacts with primary amines, hydrazines, hydroxylamine and semicarbazide to give the ring opening products (2), (4), (9) and (12), respectively.Compounds (2) undergo cyclisation to 3-substituted 6,8-dibromo-2-methyl-4-quinazolones (3) when heated above their melting points.Action of selenium dioxide and N-bromosuccinimide on 3 has also been investigated.Compound (1) undergoes condensation with benzaldehyde to give (8) which reacts with benzylamine and hydrazine hydrate to give 9a and 9b, respectively.Compound (8) also reacts with hydrazoic acid to give a mixture of tetrazole (11) and benzimidazolone (12).
