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2012 , Vol. 32 >Issue 07: 1241 - 1246

DOI: https://doi.org/10.6023/cjoc201203011

研究论文

新型3-(1,3,4-噻二唑基)-1,3-苯并噁嗪类化合物的合成和杀菌活性

  • 唐子龙 ,
  • 常书红 ,
  • 颜林 ,
  • 崔美艳 ,
  • 刘汉文
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  • a 湖南科技大学 理论化学与分子模拟省部共建教育部重点实验室,湘潭 411201;
    b 湖南科技大学 化学化工学院,湘潭 411201;
    c 江西东邦药业有限公司 奉新 330700

收稿日期: 2012-03-27

  修回日期: 2012-05-05

  网络出版日期: 2012-05-16

基金资助

基金资助项目: 国家自然科学基金(No. 21042011);湖南省教育厅重点项目(No. 10A034)和湖南省博士后基金(No. 2010RS4033).

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Synthesis and Fungicidal Activity of Novel 3-(1,3,4-Thiadiazolyl)-1,3-bezoxazines

  • Tang Zilong ,
  • Chang Shuhong ,
  • Yan Lin ,
  • Cui Meiyan ,
  • Liu Hanwen
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  • a Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education, XiangTan 411201;
    b School of Chemistry and Chemical Engineering, Hunan University of Science and Technology,Xiangtan 411201;
    c Jiangxi Dongbang Pharmaceutical Co. Ltd., Fengxin 330700

Received date: 2012-03-27

  Revised date: 2012-05-05

  Online published: 2012-05-16

Supported by

Project supported by the National Natural Science Foundation of China (No. 21042011), Scientific Research Fund of Hunan Provincial Education Department (No. 10A034) and Hunan Provincial Postdoctoral Science Foundation (No. 2010RS4033) for the financial support of this work.

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摘要

以2-((1,3,4-噻二唑基-2-氨基)甲基)苯酚和CH2Cl2 为原料,首次采用相转移催化法合成了一系列新型3-(1,3,4-噻二唑基)-1,3-苯并噁嗪类化合物,产率为47%~62%。研究了相转移催化剂的用量、反应物用量、反应温度等对反应产率的影响。产物结构用IR, 1H NMR, 13C NMR 和元素分析进行了表征。初步研究了目标化合物的杀菌活性,大部分化合物具有一定的杀菌活性。

关键词： 1,3,4-噻二唑基1,3-苯并噁嗪; 相转移催化反应; 合成; 杀菌活性

本文引用格式

唐子龙 , 常书红 , 颜林 , 崔美艳 , 刘汉文 . 新型3-(1,3,4-噻二唑基)-1,3-苯并噁嗪类化合物的合成和杀菌活性[J]. 有机化学, 2012 , 32(07) : 1241 -1246 . DOI: 10.6023/cjoc201203011

Abstract

A series of novel 3-(1,3,4-thiadiazolyl)-1,3-benzoxazines were prepared in 47-62% yields from 2-(1,3,4-thiadiazolyl-2-aminomethyl)phenols and CH2Cl2 by phase transfer catalysis reaction for the first time. It was investigated the amount of phase transfer catalyst and reactants, temperature on the yield of the reaction. The structures of the products were characterized by FT-IR, 1H NMR, 13C NMR and elemental analysis. The fungicidal activities of the prepared compounds were also preliminarily evaluated. Most of them displayed moderate fungicidal activity.

Key words： 1,3,4-thiadiazolyl-1,3-benzoxazine; phase transfer catalysis reaction; synthesis; fungicidal activity

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