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

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

doi:10.1021/cc800040z

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

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

Authors

Zhaoguang Li¹, He Huang, Hongbin Sun, Hualiang Jiang, Hong Liu

Affiliation

¹ 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.

PMID: 18419162
DOI: 10.1021/cc800040z

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Combinatorial Chemistry Techniques
Microwaves*
Molecular Structure
Quinazolines / chemical synthesis*
Quinazolines / chemistry
Quinazolines / radiation effects*
Stereoisomerism

Substances

Quinazolines
2,4(1H,3H)-quinazolinedione