Patent ID: 6037478
Filing Date: 2000-03-14
Classification: C07D

Abstract:
A process for making a substituted thiophene compound having the formula ##STR9## comprising: (a) reacting a haloketone having the formula ##STR10## with NaSH in an aqueous/organic, two-phase solvent system; (b) isolating the resulting mercaptoketone having the formula ##STR11## as a solution in the organic solvent; (c) reacting the mercaptoketone of (b) with an acrylic compound having the formula ##STR12## in the presence of an effective amount of a base as a catalyst; (d) aromatizing by acid treatment the product of (c) with acid to produce a thiophene having the formula ##STR13## (e) hydrolyzing the carboxylic ester moiety of the thiophene of (d) to the corresponding Li salt;(f) treating the Li salt product of (e) with a strong base and trimethylsilylchloride to replace the hydrogen atom on the thiophene ring with the trimethylsilyl moiety;(g) converting the carboxylate substituent of the product of (f) to a N-propenyl amide moiety; and(h) recovering the 4,5-dimethyl-N-propenyl-2(trimethylsilyl)-3-thiophene carboxamide produced in (g).