微波辐射法合成乙二胺四乙酸-α, δ-(2-甲基-5-硝基咪唑-1-乙醇)二酯

doi:10.3969/j.issn.1007-7162.2015.04.007

广东工业大学学报 ›› 2015, Vol. 32 ›› Issue (04): 35-39.doi: 10.3969/j.issn.1007-7162.2015.04.007

微波辐射法合成乙二胺四乙酸-α, δ-(2-甲基-5-硝基咪唑-1-乙醇)二酯

黄建新，曾静佳，陈丹漾，陈洵伟，杨少兵，郝志峰

广东工业大学轻工化工学院，广东广州 510006

收稿日期:2014-10-21 出版日期:2015-12-04 发布日期:2015-12-04
作者简介:黄建新（1992-），男，硕士研究生，主要研究方向为金属钆咪唑类造影剂. 郝志峰，女，教授，E-mail：haozhifeng3377@163.com
基金资助:
国家自然科学基金资助项目(21101032);广东省大学生创新训练项目(1184513175)

Synthesis of Ethylenediamine-Tetra-Acetate Diester of α, δ-(2-Methyl-5-Nitroimidazole-1-ethanol) by Microwave Radiation Method

Huang Jian-xin, Zeng Jing-jia, Chen Dan-yang, Chen Xun-wei, Yang Shao-bin, Hao Zhi-feng

School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006, China

Received:2014-10-21 Online:2015-12-04 Published:2015-12-04

摘要/Abstract

摘要： 以乙二胺四乙酸双酐(EDTAA)和2-甲基-5-硝基咪唑-1-乙醇(甲硝唑, MN)为原料，采用微波辐射法合成乙二胺四乙酸-α, δ-(2-甲基-5-硝基咪唑-1-乙醇)二酯(EDTA-2MN).设计正交实验，探讨了物料比、反应时间和反应温度等对收率的影响.结果表明，在EDTAA和MN物质的量之比为1∶2.5、反应时间30 min、反应温度110 ℃时，收率达到80％以上.与常规的酯化反应相比，该方法具有反应时间短、收率高和重复性好的优点.并采用红外光谱、核磁共振氢谱、质谱及元素分析对产物进行了表征.

关键词: 微波辐射; 乙二胺四乙酸; 硝基咪唑; 酯化反应

Abstract: In this paper, ethylenediamine-tetra-acetate diester of α, δ-(2-methyl-5-nitroimidazole-1-ethanol ) (EDTA-2MN) is synthesized from ethylenediamine-tetra-acetic acid anhydride (EDTAA) and 2-methyl-5-nitroimidazole-1-ethanol (metronidazole，MN) by microwave irradiation method. Based on the designed orthogonal experiment, the effects of the molar ratio of the reactants, reaction time and reaction temperature on the yield are investigated. The results indicate that the yield is more than 80% under the reaction condition as follows: the molar ratio of EDTAA to MN is 1∶2.5, the reaction time is 30 minutes and the reaction temperature is 110 ℃. Compared with the conventional method of esterification reaction, the distinct advantages of the microwave irradiation method are short reaction time, high yield and good repeatability. And the structure of the product is characterized by FT-IR, 1HNMR, MS and elemental analysis.

Key words: microwave radiation; ethylenediamine-tetra-acetic acid; nitroimidazole; esterification reaction

黄建新, 曾静佳, 陈丹漾, 陈洵伟, 杨少兵, 郝志峰. 微波辐射法合成乙二胺四乙酸-α, δ-(2-甲基-5-硝基咪唑-1-乙醇)二酯[J]. 广东工业大学学报, 2015, 32(04): 35-39.

HUANG Jian-Xin, ZENG Jing-Jia, CHEN Dan-Yang, CHEN Xun-Wei, YANG Shao-Bing, HAO Zhi-Feng. Synthesis of Ethylenediamine-Tetra-Acetate Diester of α, δ-(2-Methyl-5-Nitroimidazole-1-ethanol) by Microwave Radiation Method[J]. Journal of Guangdong University of Technology, 2015, 32(04): 35-39.

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微波辐射法合成乙二胺四乙酸-α, δ-(2-甲基-5-硝基咪唑-1-乙醇)二酯

Synthesis of Ethylenediamine-Tetra-Acetate Diester of α, δ-(2-Methyl-5-Nitroimidazole-1-ethanol) by Microwave Radiation Method

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