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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

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【作者】 高兴文蔡学建严凯高丽丽王和英陈卓宋宝安

【Author】 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)

【机构】 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

【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.

【基金】 国家自然科学基金(Nos.20562003,20672004);国家十一五科技支撑计划(No.2006BAE01A03-5);贵州省十一五工业公关(No.20063010)资助项目.
  • 【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
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