Tropolone → 7-Oxocyclohepta-1,3,5-trien-1-yl 2,4-dinitrobenzenesulfonate

Participants

Reaction Steps

2-Hydroxycyclohepta-2,4,6-trienone (0.2 g, 1.7 mmol) was reacted with 2,4-dinitrobenzenesulfonyl chloride (0.54 g, 2.0 mmol) in 10 mL of pyridine to afford PZBG-4d in 6% Yield (0.04 g, 0.1 mmol). 1H NMR (400 MHz, DMSO) δ=9.00 (d, J=2.4 Hz 1H), 8.66 (dd, J1=8.8 Hz, J2=2.4 Hz, 1H), 8.38 (d, J=8.8 Hz 1H), 7.66 (d, J=9.6 Hz 1H), 7.50 (td, J1=8.4 Hz, J2=3.6 Hz, J3=1.2 Hz, 1H), 7.35 (td, J1=8.4 Hz, J2=2.4 Hz, 1H), 7.20-7.15 (m, 2H). 13C (125 MHz, DMSO) δ=178.71, 155.30, 151.20, 147.90, 140.96, 138.83, 137.10, 134.58, 133.22, 131.93, 131.55, 127.92, 121.11. ESI-MS(+): m/z 353.15 [M+H]+, 375.11 [M+Na]+.

Provenance & Evidence