A process for preparing 6-hydroxy-3,4-dihydroquinolinone by intramolecular Friedel-Crafts
alkylation of N-(4-methoxyphenyl)-3-chloropropionamide in which an equivalent of
N-(4-methoxyphenyl)-3-chloropropionamide is contacted with a Lewis acid in DMSO
or a high boiling amide or amine at an elevated temperature of from about 150
C. to about 220 C. is provided. The process produces 6-HQ in high yield and
a high state of purity such that it may be used in subsequent reactions toward
the preparation of cilostazol without intermediate purification. A process for
preparing cilostazol from 6-hydroxy-3,4-dihydroquinolinone prepared by the process
and improved processes for preparing N-(4-methoxyphenyl)-3-chloropropionamide are
also provided.