Synthesis and spectral investigation of some methyl-substituted 3-(2-pyridyl)-2-(2-thienyl)thiazolidin-4-one derivatives

Abstract

Some heteroaryl-substituted thiazolidin-4-one derivatives have been synthesised starting from thiophenecarbox-aldehydes, 2-amino-6-methylpyridine and 2-mercaptoacetic acid. However, the use of 2-mercaptopropanoic acid gave the thiazolidinone derivatives as a mixture of cis-and trans-isomers. The configuration of both the cis-and trans-isomers has been established by NOE-difference experiments. Furthermore, the stereochemistry of one of the trans isomers was established by X-ray crystallography.