A process for the racemic as well as R - (-) - and S - (+) - N- [4-cyano-3- (trifluoromethyl) phenyl] -3 - [(4-fluorophenyl) sulfonyl] -2-hydroxy-2-methyl-propanamide preparation

The present invention relates to a novel racemic compound of formula (I) and to R (-) - and S - (+) - N- [4-cyano-3- (trifluoromethyl) phenyl] -3- [ (4-Fluorophenyl) sulfonyl] -2-hydroxy-2-methylpropanoic acid (Bicalutamide). According to the invention, racemic or optically pure 2,3-dihydroxy-2-methylpropanecarboxylic acid is reacted with thionyl chloride, and the resulting compound is reacted with 4-cyano-3-trifluoromethylaniline and the resulting compound (V) is reacted. 4 - {[4-cyano-3- (trifluoromethyl) anilino] carbonyl} -4-methyl-1,3,2-dioxathiolan-2-one hydrolyzed, followed by N- cyano-3- (trifluoromethyl) phenyl] -2,3-dihydroxy-2-methylpropanoic acid with a sulfonic acid halide of the general formula R-SO2-X, wherein R is methyl, p-tolyl or p-bromo; phenyl, and X represents a halogen sulfonyl, and the resulting sulfonic acid ester derivative of formula (III) is reacted in the presence of a base with 4-fluoro-thiophenol, and then oxidized to the racemic or optically pure derivative of formula (II). ŕ