Abstract

Modafinil (diphenyl methyl sulfinylacetamide) is used clinically in the treatment of narcolepsy and sleeping disorders. The synthesis of modafinil, begins with the reaction of benzhydrol and thioglycolic acid in trifluoroacetic acid to afford benzhydrylsulfanylacetic acid. The reaction of acid with thionyl chloride in benzene followed by treatment with ammonium hydroxide yielded acetamide. Synthesis of novel heterogeneous chiral catalyst by a simple and efficient method has been reported. The first, a new derivative of chiral ligand (containing amine group) in six steps from a cheap and readily available substrate (4-aminobenzoic acid) was synthesized in good yield. Then, this chiral ligand was immobilized on silica-based mesoporous MCM-41 through its amine group. The obtained catalysts were characterized with FT-IR, X-ray diffraction pattern, BET, scanning electron microscope, IR, 1H NMR, 13C NMR, and mass spectral and used for the first time in oxidation of 2-(benzhydrylthio)acetic acid and its derivatives. The reaction using this catalyst exhibits very good yield.

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