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Simple and efficient synthesis of novel N-dichloroacetyl-3,4-dihydro-2H-1,4-benzoxazines

  • Ying Fu , Li-Hua Qu , Shan-Shan Zhang , Fei Ye EMAIL logo , Li-Xia Zhao , Shuang Gao and Zhi-Yong Xing
Published/Copyright: August 1, 2012

Abstract

An easy synthetic route to N-dichloroacetyl-3,4-dihydro-2H-1,4-benzoxazine derivatives 3 involves cyclization of 2-aminophenols 1 with 1,2-dibromoethane and subsequent acylation of the resultant 3,4-dihydro-2H-1,4-benzoxazine derivatives 2 with dichloroacetyl chloride. All compounds were characterized by IR, 1H NMR, 13C NMR, ESI-MS and elemental analysis. The structure of 3a was determined by X-ray crystallographic analysis.


Corresponding author: Fei Ye, Department of Applied Chemistry, Northeast Agricultural University, Harbin, 150030, China

This work was supported by the National Nature Science Foundation of China (No. 31101473), the China Postdoctoral Science Foundation funded project (No. 2011M501006), the Science and Technology Research Project of Heilongjiang Education Department (No. 12521015, 12521002), the Research Science Foundation in Technology Innovation of Harbin (2010RFQYN108, 2012RFQXN015, 2012RFXXN002), and Northeast Agricultural University Doctor Foundation funded project.

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Received: 2012-04-16
Accepted: 2012-05-25
Published Online: 2012-08-01
Published in Print: 2012-08-01

©2012 Walter de Gruyter GmbH & Co. KG, Berlin/Boston

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