Ultrasonics promoted synthesis of thiazolidinones from 2-aminopyridine and 2-picolilamine

The efficient multicomponent synthesis of thiazolidinones from the reaction of arenealdehydes, mercaptoacetic acid and 2-picolilamine or 2-aminopyridine under ultrasound irradiation are reported. The reaction with 2-aminopyridine needs a Lewis acid catalysis to afford the corresponding 2-aryl-3-(pyridin-2-yl)-1,3-thiazolidin-4-ones. All novel compounds were identified and characterized by 1H and 13C NMR spectra. Applying the sonochemical methodology, two series of heterocyclic thiazolidinones were synthesized in good yields after short reaction times.

► Efficient ultrasound irradiation to obtain thiazolidinones. ► The less reactive 2-aminopyridine needs a Lewis acid catalysis to afford the products. ► The (pyridin-2-ylmethyl)thiazolidinones were synthesized in 10 min under ultrasound irradiation.