Benzenesulfonyl chloride, 2,4-dinitro- → 2-Oxopyridin-1(2H)-yl 2,4-dinitrobenzenesulfonate

Participants

Reaction Steps

2-Hydroxypyridine-1-oxide (0.5 g, 4.5 mmol) was reacted with 2,4-dinitrobenzenesulfonyl chloride (1.32 g, 5.0 mmol) in 40 mL of pyridine to afford PZBG-1d in 31% yield (0.48 g, 1.4 mmol). 1H NMR (500 MHz, CDCl3) δ=8.96 (d, J=2.3 Hz, 1H), 8.42 (dd, J1=9.2 Hz, J2=2.3 Hz, 1H), 7.68 (dd, J1=6.9 Hz, J2=1.7 Hz, 1H), 7.50 (dt, J1=7.5 Hz, J2=2.3 Hz, 1H), 7.06 (d, J=8.1 Hz, 1H), 6.82 (dd, J1=9.2 Hz, J2=1.8 Hz, 1H), 6.35 (dt, J1=6.9 Hz, J2=1.8 Hz, 1H). 13C NMR (100 MHz, CDCl3) δ=157.0, 155.6, 140.5, 135.1, 129.6, 124.0, 122.9, 116.0, 106.6.

Provenance & Evidence