4(3H)-喹唑啉酮类Schiff碱的合成与抗烟草花叶病毒活性有机化学.pdfVIP

2008 年第 28 卷 有 机 化 学 Vol. 28, 2008 第 10 期, 1785～1791 Chinese Journal of Organic Chemistry No. 10, 1785～1791 ·研究简报· 4(3H)-喹唑啉酮类 Schiff 碱的合成与抗烟草花叶病毒活性 高兴文 蔡学建 严 凯 高丽丽 王和英 陈 卓 宋宝安* (贵州大学精细化工研究开发中心 教育部绿色农药与农业生物工程重点实验室 贵阳 550025) 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, 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. 关键词 4(3H)-喹唑啉酮; Schiff 碱; 合成; 抗烟草花叶病毒活性 Synthesis and Anti-tobacco Mosaic Virus Activity of 4(3H)-Quinazolinone Schiff Base GAO, Xing-Wen CAI, Xue-Jian YAN, Kai GAO, Li-Li WANG, He-Ying CHEN, Zhuo SONG, Bao-An* (Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research and Development Center of Fine Chemicals , Guizhou University, Guiyang 550025) 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. 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 1 13 analysis, IR, H NMR and C NMR spectra. The bioassay of title compound 3t sh