Synthesis of 3-(2,2,2-Trifluoroethoxy)-2-pyridinesulfonamide

Abstract

2-Chloro-3-(2,2,2-trifluoroethoxy)pyridine was prepared from 3-amino-

2-chloropyridine with n-butyl nitrite in presence of the organic acid

and 2,2,2-trifluoroethanol. 3-(2,2,2-Trifluoroethoxy)-2-mercaptopyridine

was synthesized by mercaptylation with thiourea. The chlorination with

chlorine and the amination with NH₃ afforded 3-(2,2,2-trifluoroethoxy)-

2-pyridinesulfonamide. The route had several advantages in comparison

with the reported synthesis, including less steps, mild condition and higher

yields.