78993-24-5Relevant academic research and scientific papers
FACTORS AFFECTING CYCLIZATION OF N-SUBSTITUTED 2-ACYLAMINO-3,5-DIBROMOBENZAMIDES TO 2,3-DISUBSTITUTED 6,8-DIBROMOQUINAZOLIN-4-ONES
Ismail, M. Fekry,Emara, Samir A.,Enayat, E. I.,Mustafa, Omina E. A.
, p. 1259 - 1263 (2007/10/02)
The factors affecting cyclization of N-substituted 2-acetylamino-3,5-dibromobenzamide (6a-c) to the corresponding 2,3-disubstituted 6,8-dibromoquinazolin-4-ones (7a-c) were studied.The cyclization process was found to depend on basicity and polarity of th
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.
Reactions with 3,1-Benzoxazin-4-ones. 3. Reactions of 6,8-Dibromo-2-methyl-3,1-benzoxazin-4-ones with Amines
Ismail, M. Fekry,Shams, Nabil A.,Salem, M. R.,Emara, S. A.
, p. 4172 - 4174 (2007/10/02)
We observed that the reactions of 6,8-dibromo-2-methyl-3,1-benzoxazin-4-one, 5, with primary amines occurs very slowly in ethanol solution at room temperature and that the product is usually the corresponding 2-acetamido-3,5-dibromobenzamide, 6.These resu
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).
