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3-芳基-1,3-苯并噁嗪的合成及其生物活性研究
引用本文:唐子龙,崔美艳,陈为文,夏赞稳,刘汉文. 3-芳基-1,3-苯并噁嗪的合成及其生物活性研究[J]. 精细化工中间体, 2011, 41(2): 28-31,35
作者姓名:唐子龙  崔美艳  陈为文  夏赞稳  刘汉文
作者单位:1. 湖南科技大学,化学化工学院,湖南,湘潭,411201;理论化学与分子模拟省部共建教育部重点实验室,湖南,湘潭,411201
2. 湖南科技大学,化学化工学院,湖南,湘潭,411201
基金项目:国家自然科学基金资助项目,湖南省教育厅重点项目,湖南省博士后基金项目
摘    要:以四氯化锡作催化剂,水杨醛、取代苯胺、硼氢化钠、多聚甲醛为原料合成了4种3-芳基-1,3-苯并噁嗪类化合物,收率为63%~73%(以氨甲基苯酚计,n/n)。产物化学结构经IR、1H NMR、13C NMR、MS和元素分析确证。测定了所合成化合物的杀虫和杀菌活性,结果表明合成化合物具有一定的杀菌活性,如5d在500 mg/L浓度下对稻纹枯病菌的防效为80%,5c在25 mg/L浓度下对油菜菌核病菌的抑制率为78.5%。

关 键 词:1,3-苯并噁嗪  合成  生物活性

Studies on the Synthesis and Bioactivity of 3-Aryl-1,3-benzoxazines
TANG Zi-long,CUI Mei-yan,CHEN Wei-wen,XIA Zan-wen,LIU Han-wen. Studies on the Synthesis and Bioactivity of 3-Aryl-1,3-benzoxazines[J]. Fine Chemical Intermediates, 2011, 41(2): 28-31,35
Authors:TANG Zi-long  CUI Mei-yan  CHEN Wei-wen  XIA Zan-wen  LIU Han-wen
Affiliation:1.School of Chemistry and Chemical Engineering,Xiaangtan 411201,China;2.Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education,Hunan University of Science and Technology,Xiangtan 411201,China)
Abstract:Four 2-aryl-1,3-benzoxazines were prepared in 63%~73% yields from o-aminomethyl phenols and paraformaldehyde under catalysis of SnCl4.The structures of the target compounds were characterized with IR,1H NMR,13C NMR,MS and element analysis.The results showed that the catalytic activity of SnCl4 was higher than that of TsOH or H2SO4.The fungicidal activities of the title compounds were higher than their insecticidal activities.For instance,compound 5d showed 80.0% inhibitory rate against Rhizoctonia solani at the concentration of 500 mg/L,while compound 5c showed 78.65% inhibitory rate against Sclerotonia sclerotiorum at the concentration of 25 mg/L.
Keywords:1  3-benzoxazine  synthesis  biological activity
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