微波辐射下不对称1,5-二取代卡巴肼的合成与晶体结构
收稿日期: 2015-03-04
修回日期: 2015-05-19
网络出版日期: 2015-05-29
基金资助
甘肃省自然科学基金(No. 1208RJZM289)、庆阳市科技局工业支撑重点(No. KZ2014-27)资助项目.
Microwave-Assisted Synthesis of Asymmetrical 1,5-Disubstituted Carbonohydrazide and Crystal Structure
Received date: 2015-03-04
Revised date: 2015-05-19
Online published: 2015-05-29
Supported by
Project supported by the Applied Chemistry Key Subject of Gansu Pronvince (No. GSACKS20130113).
在水相中, 以水杨醛和卡巴肼为原料, 室温下高产率合成了1-(2-羟基苯亚甲基)卡巴肼(3), 随后以乙醇/冰醋酸为混合溶剂、微波功率为350 W、温度为120 ℃和其他芳香醛/酮反应16~30 min得到1,5-二取代卡巴肼衍生物4a~4p, 并用IR、1H NMR、13C NMR和元素分析对其结构进行了表征. 与传统的方法相比, 该法具有简单、快速、高效和对环境友好等优点, 为不对称双席夫碱的合成提供一定的参考. X射线衍射分析表明化合物4i属于单斜晶系, P21/c空间群.
关键词： 不对称1,5-二取代卡巴肼; 合成; 表征; 微波辐射; 晶体结构
朱继华 , 郑旭东 , 郭国哲 , 张玉全 , 仵博万 . 微波辐射下不对称1,5-二取代卡巴肼的合成与晶体结构[J]. 有机化学, 2015 , 35(9) : 1975 -1980 . DOI: 10.6023/cjoc201503004
A series of asymmetrical 1,5-disubstituted carbonohydrazides 4a~4p were synthesized by the condensation of various substituted aromatic aldehydes and 1-(2-hydroxyphenylidene)carbonohydrazide (3) under microwave irradiation at 120 ℃ and 350 W in ethanol-sulfuric acid mixture for 16~30 min. The starting materials 3 was synthesized using salicylaldehyde and carbohydrazide under water at room temperature. The new synthesized compounds were characterized by IR, 1H NMR, 13C NMR spectra and elemental analysis. Compared with the conventional heating method, this method is simple, fast, efficient and eco-friendly. This reaction is expected to be a powerful tool for the synthesis of asymmetrical Schiff bases compounds. The X-ray diffraction analysis indicates that the compound 4i belongs to monoclinic, space group P21/c.
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