Synthesis 2015; 47(14): 2055-2062
DOI: 10.1055/s-0034-1380550
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of 4-(Dimethylamino)quinazoline via Direct Amination of Quinazolin-4(3H)-one Using N,N-Dimethylformamide as a Nitrogen Source at Room Temperature

Authors

  • Xin Chen

    b   Key Laboratory of Green Chemistry, Jiangxi Province College of Chemistry, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. of China
  • Qin Yang

    b   Key Laboratory of Green Chemistry, Jiangxi Province College of Chemistry, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. of China
  • Yirong Zhou

    b   Key Laboratory of Green Chemistry, Jiangxi Province College of Chemistry, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. of China
  • Zhihong Deng

    b   Key Laboratory of Green Chemistry, Jiangxi Province College of Chemistry, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. of China
  • Xuechun Mao

    b   Key Laboratory of Green Chemistry, Jiangxi Province College of Chemistry, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. of China
  • Yiyuan Peng*

    a   National Research Center for Carbohydrate Synthesis and Key Laboratory of Small Functional Organic Molecules, Ministry of Education, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. of China   Email: yypeng@jxnu.edu.cn   Email: yiyuanpeng@yahoo.com
    b   Key Laboratory of Green Chemistry, Jiangxi Province College of Chemistry, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. of China
Further Information

Publication History

Received: 17 January 2015

Accepted after revision: 18 March 2015

Publication Date:
22 April 2015 (online)


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Abstract

An efficient direct amination of quinazolin-4(3H)-ones using N,N-dimethylformamide as a nitrogen source is described that affords the corresponding 4-(dimethylamino)quinazolines in high yields. This transformation proceeds through efficient 4-toluenesulfonyl chloride mediated C–OH bond activation at room temperature.

Supporting Information