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4-羟基-3-(2-亚氨基乙基)-2H-苯并吡喃-2-酮类化合物的超声辐射合成
引用本文:王慧彦,周丹丹,陈秭君.4-羟基-3-(2-亚氨基乙基)-2H-苯并吡喃-2-酮类化合物的超声辐射合成[J].应用化学,2013,30(2):153-158.
作者姓名:王慧彦  周丹丹  陈秭君
作者单位:(1.淮海工学院化学工程学院 连云港 222005;; 2.江苏省有机合成重点实验室, 苏州大学材料与化学化工学部 苏州 215123)
基金项目:淮海工学院大学生创新实验项目,江苏省普通高校研究生科研创新计划资助项目
摘    要:以乙醇为溶剂,4-羟基-3-乙酰基香豆素和胺为原料,对甲苯磺酸为催化剂,在超声波作用下合成一系列4-羟基-3-(2-亚氨基乙基)-2H-苯并吡喃-2-酮类化合物,产率62%~94%。对产物进行了IR、1H NMR及HRMS表征,对化合物3c进行了X射线衍射分析。该方法具有反应产率高、时间短、反应条件温和及操作简单等优点。

关 键 词:Schiff    羟基乙酰基香豆素  超声辐射  合成  
收稿时间:2012-04-01
修稿时间:2012-07-10

Synthesis of 4-Hydroxy-3-(2-imino ethyl)-2H-chromen-2-one Derivatives under Ultrasound Irradiation
WANG Huiyan , ZHOU Dandan , CHEN Zijun.Synthesis of 4-Hydroxy-3-(2-imino ethyl)-2H-chromen-2-one Derivatives under Ultrasound Irradiation[J].Chinese Journal of Applied Chemistry,2013,30(2):153-158.
Authors:WANG Huiyan  ZHOU Dandan  CHEN Zijun
Institution:(1.Department of Chemical Engineering,Huaihai Institute of Technology,Lianyungang 222005,China; 2.Key Laboratory of Organic Synthesis of Jiangsu Province,College of Chemistry,; Chemical Engineering and Materials Science,Soochow University,Suzhou 215123,China)
Abstract:A series of 4-hydroxy-3-(2-imino ethyl)-2H-chromen-2-ones was first synthesized by the reaction of 4-hydroxy-3-acetyl coumarin and amines in alcohol with 4-methylbenzenesulfonic acid as catalyst under ultrasonic irradiation. The yields were in the range of 62%~94%. The structures of the products were confirmed by IR, 1H NMR and HRMS. The structure of compound 3c was determined by X-ray single crystal diffractions. The advantages of this method are high yield, shorter reaction time, mild condition and simple work-up procedures.
Keywords:Schiff base  acetyl-hydroxy-2H-chromen-one  ultrasonic irradiation  synthesis
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