Deferiprone → 1,2-Dimethyl-4-oxo-1,4-dihydropyridin-3-yl 2,4-dinitrobenzenesulfonate

Participants

Reaction Steps

3-Hydroxy-1,2-dimethylpyridin-4(1H)-one (0.10 g, 0.73 mmol) was reacted with 2,4-dinitrobenzenesulfonyl chloride (0.3 g, 1.1 mmol) in 10 mL of pyridine to afford PZBG-3d in 23% yield (0.07 g, 0.2 mmol). 1H NMR (400 MHz, CDCl3) δ=8.83 (d, J=2.8 Hz 1H), 8.37 (dd, J1=9.6 Hz, J2=2.8 Hz, 1H), 7.82 (d, J=7.6 Hz, 1H), 7.03 (d, J=9.2 Hz, 1H), 6.25 (d, J=7.6 Hz, 1H), 3.68 (s, 3H), 2.31 (s, 3H). 13C NMR (100 MHz, CDCl3) δ=169.35, 154.98, 144.00, 142.61, 141.42, 140.76, 138.54, 129.69, 122.24, 118.15, 116.78, 59.63, 13.29.

Provenance & Evidence