Document Type
Original Article
Subject Areas
Chemistry
Keywords
BENZOXAZIN, MICROWAVE IRRADIATION
Abstract
The benzoxazinone derivative (1) was prepared upon the action of crotonoyl chloride on 3,5-dibromoanthranilic acid in pyridine. Microwave irradiation assisted the aminolysis of (1) with nitrogen nucleophiles as benzyl amine, hydrazine hydrate and formamide to give the amide derivatives (2a-c) respectively. Quinazolinone derivatives (3a-e) were produced upon the action of primary amines such as m-nitroaniline, p-toluidine, p-anisidine, benzyl amine and/or hydrazine hydrate respectively on the benzoxazinone derivative (1). An excess amount of p-anisidine, phenylhydrazine and/or p-toluidine afforded the amide and quinazolinone derivatives (4a & 5a), (4b & 5b) and/or (5c) respectively. The benzoxazinone derivative (1) was subjected to react with secondary amines as piperidine or morpholine giving the amide derivatives (6a) or (6b) respectively under 1 : 1 molar ratio, while under 1 : 2 molar ratio, the dipiperidiyl or dimorphonyl derivatives (7a) or (7b) were formed respectively. Ammonolysis of (1) using ammonium acetate, yielded the quinazolinone derivative (8).
How to Cite This Article
ABDALHA, A.; ABOU EL-REGAL, M.; EL-KASSABY, M.; and NAZEER, A.
(2007)
"SOME REACTIONS OF 6,8-DIBROMO-2-PROPENYL-4H-3,1-BENZOXAZIN-4-ONE WITH NITROGEN NUCLEOPHILES UNDER MICROWAVE IRRADIATION,"
Al-Azhar Bulletin of Science: Vol. 18:
Iss.
1, Article 5.
DOI: https://doi.org/10.21608/absb.2007.10873