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4(3H)-喹唑啉酮类Schiff碱的合成与抗烟草花叶病毒活性
Synthesis and Anti-tobacco Mosaic Virus Activity of 4(3H)-Quinazolinone Schiff Base
【摘要】 采用邻氨基苯甲酸经醋酐酰化闭环得2-甲基苯并噁嗪-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,1HNMR,13CNMR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.
【Abstract】 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 1, in which was then converted into the intermediate 2 by hydrazination reaction. Condensation 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.
【Key words】 4(3H)-quinazolinone; Schiff base moiety; synthesis; anti-TMV activity;
- 【文献出处】 有机化学 ,Chinese Journal of Organic Chemistry , 编辑部邮箱 ,2008年10期
- 【分类号】TQ450.21
- 【被引频次】55
- 【下载频次】873