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

doi:10.6023/cjoc201203011

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (07): 1241-1246.DOI: 10.6023/cjoc201203011 Previous Articles Next Articles

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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^a,b, 常书红^a,b,c, 颜林^a,b, 崔美艳^a,b, 刘汉文^a,b

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 发布日期:2012-05-16
通讯作者: 唐子龙 E-mail:zltang67@yahoo.com.cn
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).

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

Tang Zilong^a,b, Chang Shuhong^a,b,c, Yan Lin^a,b, Cui Meiyan^a,b, Liu Hanwen^a,b

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:2012-03-27 Revised:2012-05-05 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.

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

Cite this article

Tang Zilong, Chang Shuhong, Yan Lin, Cui Meiyan, Liu Hanwen. Synthesis and Fungicidal Activity of Novel 3-(1,3,4-Thiadiazolyl)-1,3-bezoxazines[J]. Chin. J. Org. Chem., 2012, 32(07): 1241-1246.

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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

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

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