Synthesis and Some Reaction of 2-[α-benzoylamino-β-2- furyl-vinyl]-6, 8-Dibromobenzoxazin-4(3H)-one and 3-Amino Quinazolin-4 (3H)-One Derivatives

Abstract

2-[α-Benzoylamino-β-2-furyl vinyl]-6, 8-dibromo-benzoxazin-4(3H)-one (II) was found to undergo ring opening reactions with different nitrogen nucleophiles to give (III) and (IV). Also, (II) underwent ring opening followed by ring closure reaction, upon treatment either with formamide at 200ºC to give the quinazolinone derivative (V), or with hydrazine hydrate in boiling n-butanol to give the 3-amino quinazolinone derivative (VI) which was converted to the Shiff's bases(VII) upon condensation with some aromatic aldehydes. (II) reacted with hydrazoic acid affording the tetrazole (IX) and the benzimidazole (X). Furthermore, the reaction of (II) with benzene and anisole under the conditions of Friedel-Crafts reaction has been studied.