78993-25-6Relevant academic research and scientific papers
REACTIONS OF 6,8-DIBROMO-2-METHYL-3,1-BENZOXAZIN-4-ONE WITH SCHIFF BASES AND AZINES
Ismail, M. Fekry,El-Khamry, Abdel Momen A.,Abdel-Hamid, Hoda A.,Emara, Samir A.
, p. 35 - 40 (2007/10/02)
6,8-Dibromo-2-methyl-3,1-benzoxazin-4-one (1) reacts with benzylideneaniline or p-methoxybenzylideneaniline in dry benzene to give 2-acetylamino-3,5-dibromobenzanilide (2) in both cases.When the reaction was conducted in glacial acetic acid, 6,8-dibromo-2-methyl-3-phenylquinazolin-4-one (3) was obtained.The reaction of 1 with benzalazine in glacial acetic acid yielded a mixture of 3,5-dibromoanthranilic acid (6) and 3-benzylideneamino-6,8-dibromo-2-styrylquinazolin-4-on (7) while its reaction with p-methoxybenzylideneaniline under similar conditions gave a mixture of 2-acetylamino-N-p-methoxybenzylidineamino-3,5-dibromobenzhydrazide (8) and its cyclization product, 6,8-dibromo-3-p-methoxybenzylidineamino-2-methylquinazolin-4-one (9).When the reaction of 1 with the above azines were carried out in dry benzene, a mixture of 2-acetylamino-3,5-dibromobenzhydrazide (10) and 3,5-dibromoanthranilic acid was obtained in both cases.The structure in most cases were confirmed by comparision with authentic samples and by independent syntheses of 7 and 9 by the reaction of 10 with benzaldehyde and p-methoxybenzaldehyde, respectively.
