Synthesis 2008(24): 3963-3966  
DOI: 10.1055/s-0028-1083258
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

An Efficient Synthesis of Thio- and Thiazoloquinazolinones by the Electrochemical Oxidation of Catechols in the Presence of 2-Mercapto-4(3H)-quinazolinone

Ali Reza Fakhari*a, Kobra Hasheminasaba, Hamid Ahmara, Abdolali Alizadehb
a Department of Chemistry, Faculty of Sciences, Shahid Beheshti University G. C., P.O. Box 19396-4716, Tehran, Iran
Fax: +98(21)22431683; e-Mail: a-zavareh@sbu.ac.ir;
b Department of Chemistry, Tarbiat Modares University, Tehran 18716, Iran
Further Information

Publication History

Received 29 July 2008
Publication Date:
01 December 2008 (online)

Abstract

Thio- and thiazoloquinazolinones were synthesized efficiently by the anodic oxidation of catechols in the presence of 2-mercapto-4(3H)-quinazolinone in aqueous solution. 4-Methylcatechol and 3-methoxycatechol convert into thioquinazolinones via an EC (E: electron transfer, C: chemical reaction) pathway. Catechol, 3-methylcatechol, and 3,4-dihydroxybenzoic acid convert into thiazoloquinazolinones via an ECEC pathway.