Jafari E, Khodarahmi G A, Hakimelahi G H, Tsai F Y, Hassanzadeh F
Department of Medicinal Chemistry and Isfahan Pharmaceutical Sciences Research Center, School of Pharmacy and Pharmaceutical Sciences, Isfahan University of Medical Sciences, Isfahan, I.R.Iran .
Res Pharm Sci. 2011 Jul;6(2):93-100.
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.
喹唑啉酮是一类具有广泛生物活性的有趣分子。我们通过5-溴代或5-硝基取代的邻氨基苯甲酸与氯代酰氯缩合制备了一系列喹唑啉酮衍生物。邻氨基苯甲酸衍生物用3-氯丙酰氯或4-氯丁酰氯处理，得到相应的N-酰基邻氨基苯甲酸。所得产物与乙酸酐反应得到苯并恶嗪酮中间体，该中间体在DMF或乙醇中与选定的胺缩合，得到相应的三环4(3H)-喹唑啉酮衍生物。发现反应在DMF中进行时产率更高。
