微波辅助高效便捷合成2,4(1H,3H)-喹唑啉二酮和2-硫代喹唑啉

Microwave-assisted efficient and convenient synthesis of 2,4(1H,3H)-quinazolinediones and 2-thioxoquinazolines.

作者信息

Li Zhaoguang, Huang He, Sun Hongbin, Jiang Hualiang, Liu Hong

机构信息

Drug Discovery and Design Centre, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China.

出版信息

J Comb Chem. 2008 May-Jun;10(3):484-6. doi: 10.1021/cc800040z. Epub 2008 Apr 18.

DOI:10.1021/cc800040z

PMID:18419162

Abstract

An efficient and convenient method was developed for the preparation of 2,4(1H,3H)-quinazolinediones and 2-thioxoquinazolinones. Substituted methyl anthranilate reacted with various iso(thio)cyanates in DMSO/H2O without any catalyst or base by using microwave irradiation to generate diversity on the 2,4(1H,3H)-quinazolinediones or 2-thioxoquinazolinones. A variety of substrates can participate in the process with good yields and high purities, making this methodology suitable for library synthesis in drug discovery efforts.

摘要

开发了一种高效便捷的方法来制备2,4(1H,3H)-喹唑啉二酮和2-硫代喹唑啉酮。取代邻氨基苯甲酸甲酯在二甲基亚砜/水中与各种异（硫）氰酸酯反应，无需任何催化剂或碱，通过微波辐射在2,4(1H,3H)-喹唑啉二酮或2-硫代喹唑啉酮上产生多样性。多种底物可以以良好的产率和高纯度参与该过程，使得该方法适用于药物发现研究中的文库合成。