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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
引用本文:高兴文,蔡学建,严凯,高丽丽,王和英,陈卓,宋宝安.4(3H)-喹唑啉酮类Schiff碱的合成与抗烟草花叶病毒活性[J].有机化学,2008,28(10):1785-1791.
作者姓名:高兴文  蔡学建  严凯  高丽丽  王和英  陈卓  宋宝安
作者单位:贵州人学精细化上研究开发中心教育部绿色农药与农业生物上程重点实验室,贵阳,550025
基金项目:国家自然科学基金,国家科技支撑计划,贵州省工业科技攻关项目
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
收稿时间:2007-10-25
修稿时间:2008-2-14

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.Synthesis and Anti-tobacco Mosaic Virus Activity of 4(3H)-Quinazolinone Schiff Base[J].Chinese Journal of Organic Chemistry,2008,28(10):1785-1791.
Authors:GAO  Xing-Wen  CAI  Xue-Jian  YAN  Kai  GAO  Li-Li  WANG  He-Ying  CHEN  Zhuo  SONG  Bao-An
Institution:(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 analysis, IR, 1H NMR and 13C NMR spectra. The bioassay of title compound 3t showed that it had good anti-tobacco mosaic virus activity.
Keywords:4(3H)-quinazolinone  Schiff base moiety  synthesis  anti-TMV activity
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