Synthesis of Some New Tricyclic 4(3H)-Quinazolinone Derivatives



Jafari E¹ ; Khodarahmi GA¹ ; Hakimelahi GH^{1, 2} ; Tsai FY³ ; Hassanzadeh F¹
Source: Research in Pharmaceutical Sciences Published:2011

Abstract

Quinazolinones are interesting molecules with a wide range of biological activities. We prepared a number of quinazolinone derivatives by the condensation of 5-bromo- or 5-nitro-substituted anthranilic acids with chloro-acyl chlorides. Anthranilic acid derivatives were treated with either 3-chloro-propionyl chloride or 4-chloro-butyryl chloride to yield the corresponding N-acyl-anthranilic acids. The resultants were reacted with acetic anhydride to afford the benzoxazinone intermediates, which upon condensation with elected amines in either DMF or ethanol gave the corresponding tricyclic 4(3H)-quinazolinone derivatives. It was found that reactions in DMF produced higher yields.