Sodium hydride → HCID 9939538, compound

Participants

Reaction Steps

To a solution of diethyl 3,5-dihydroxybenzamide (100 mg, 0.6553 mmol) in THF was added sodium hydride (60 mg of 60% dispersion in mineral oil) followed by 2-nitro-4-(trifluoromethylsulfonyl) chlorobenzene (378 mg, 1.306 mmol). The mixture was stirred at room temperature for overnight. The reaction was extracted with ethyl acetate, the organic layer was washed with water and brine, dried, concentrated and purified to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ 11.32 (br s, 1H, NH), 10.58 (br s, 1H, NH), 8.78 (d, J=2.2 Hz, 1H), 8.57 (br s, 1H), 8.47 (br d, 1H), 8.33 (dd, J=2.2 & 8.8 Hz, 1H), 8.25 (d, J=8.8 Hz, 1H), 7.40 (d, J=9.3 Hz, 1H), 7.35 (m, 2H), 7.01 (br s, 1H).

Provenance & Evidence