Synthesis of 4-Hydroxy-3-(2-Imino ethyl)-2H-Chromen-2-One Derivatives under Ultrasound Irradiation

doi:10.3724/SP.J.1095.2013.20129

Chinese Journal of Applied Chemistry

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Synthesis of 4-Hydroxy-3-(2-Imino ethyl)-2H-Chromen-2-One Derivatives under Ultrasound Irradiation

WANG Huiyan^1,2*, ZHOU Dandan¹, CHEN Zijun¹

(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)

Received:2012-04-01 Revised:2012-07-10 Published:2013-02-10 Online:2013-02-10

Abstract

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.

Key words: Schiff base, acetyl-hydroxy-2H-chromen-one, ultrasonic irradiation, synthesis

CLC Number:

O626

WANG Huiyan1,2*, ZHOU Dandan1, CHEN Zijun1. Synthesis of 4-Hydroxy-3-(2-Imino ethyl)-2H-Chromen-2-One Derivatives under Ultrasound Irradiation[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2013.20129.

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Synthesis of 4-Hydroxy-3-(2-Imino ethyl)-2H-Chromen-2-One Derivatives under Ultrasound Irradiation

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