采用邻氨基苯甲酸经醋酐酰化闭环得2-甲基苯并噫嗪-4-酮,水合肼回流合成2-甲基-3-氨基-4(3H)-喹唑啉酮,在无水乙醇中与芳醛反应得4(3H)-喹唑啉酮类Schiff碱.经元素分析,IR,1H NMR,13C NMR对所合成的化合物进行了结构确认和表征.初步生物活性测试表明,化合物3t具有较高的抗烟草花叶病毒活性.
Starting from anthranilic acid, 4(3H)-quinazolinone Schiff base derivatives 3 were synthesized by a three-step process. Cyclization reaction of anthranilic acid with acetic anhydride afforded 2-methyl-3,1- benzoxazin-4-one l, in which was then converted into the intermediate 2 by hydrazination reaction. Con- densation reaction of substituted benzaldehyde with 3-amino-2-methyl-4(3H)-quinazolinone 2 in a refluxing ethanol gave the 4(3H)-quinazolinone Schiff base. Their structures of 3 were established by elemental analysis, IR, 1H NMR and 13C NMR spectra. The bioassay of title compound 3t showed that it had good anti-tobacco mosaic virus activity.