78993-35-8Relevant academic research and scientific papers
Synthesis and studies of the behaviour of 6,8-Dibromo-2-substituted 4H-3,1-benzoxazin-4-ones
Kassab, R. R.,El-Hashash, M. A.,Ahmad, I. GH.
, p. 487 - 500 (2007/10/03)
The title compounds 1a-c were prepared via reaction of 3,5-dibromo anthranilic acid with acetic anhydride, succinic anhydride and/or maleic anhydride. Reaction of 1a-c with hydrazine hydrate yielded the corresponding 3-amino quinazoline derivatives 2a-c. The reaction of 2a and/or 2b with aromatic aldehydes, namely 2,4-dichlorobenzaldehyde, 4-hydroxybenzaldehyde, and/or 4-methoxybenzaldehyde gave 3a-c, while the reaction of 1b with 2,4-dichlorobenzaldehyde in the presence of anhydrous ZnCl2 yielded 4. But when compound 2b was reacted with 2,4-dichlorobenzaldehyde in the presence of AcOH/Ac2O yielded 5, which was formed also when compound 4 was reacted with N2H4 in boiling ethanol. Treatment of compound 2c with maleic anhydride gave 6. On the other hand, 1a was reacted with 4-aminoacetophenone to give compound 7, and with NaN3 to give 9 and 10. The reaction of 1a with sulphadrugs afforded 11a-d. The structures of the new compounds were confirmed by analytical and different spectroscopic methods. The various compounds prepared are outlined in schemes 1 and 2. Significant antimicrobial activities were observed for some members of the series.
