In the present study, 2-amino-4-methyl-5-(pyridin-2-ylcarbamoyl)thiophene-3-ethylcarboxylate (2) has been achieved using Gewald's methodology between 3-oxo-N-(pyridin-2-yl)butanamide (1), ethyl 2-cyanoacetate and elemental sulfur in refluxing ethyl alcohol containing a catalytic amount of morpholine. This 2-aminothiophene derivative was served as key synthon for the synthesis of new thiazolidin-4-one, chromen-2-imine and pyrrol-2-one derivatives via its reactions with the convenient chemical reagents. The mechanistic aspects for the achievement of the new thiophene derivatives were also discussed