130601-79-5

Upstream product

• 836-41-9 p-methoxybenzylidene-phenylamine 
• 78993-25-6 2-Acetylamino-3,5-dibromobenzoic acid hydrazide 
• 123-11-5 4-methoxy-benzaldehyde 
• 2299-73-2 N,N-bis(4-methoxybenzylidene)hydrazine 
• 40889-42-7 6,8-dibromo-2-methyl-3,1-benzoxazin-4(H)-one 

Relevant academic research and scientific papers

REACTIONS OF 6,8-DIBROMO-2-METHYL-3,1-BENZOXAZIN-4-ONE WITH SCHIFF BASES AND AZINES

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.