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Synthesis 2013; 45(4): 479-490
DOI: 10.1055/s-0032-1318100
DOI: 10.1055/s-0032-1318100
paper
Thienopyrimidinedione Formation Versus Ester Hydrolysis from Ureido Carboxylic Acid Methyl Ester
Further Information
Publication History
Received: 10 October 2012
Accepted after revision: 20 December 2012
Publication Date:
17 January 2013 (online)
![](https://www.thieme-connect.de/media/synthesis/201304/lookinside/thumbnails/10.1055-s-0032-1318100-1.jpg)
Abstract
The basic hydrolysis of ureidothienyl carboxylic esters was found to depend on the substitution pattern of the ureido moiety. While various hindered substituents led to carboxylic acid formation, unhindered substituents preferentially resulted in a cyclization step, yielding thienopyrimidinedione derivatives.
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