Hydrazine → HCID 86681340, compound

Participants

Reaction Steps

Synthesized according to General Procedure C: 6{7} (8.65 g, 27.5 mmol, 1 equiv.), anhydrous hydrazine (2.6 mL, 82.4 mmol, 3 equiv.), ethanol (37.9 mL). Purification by silica gel column chromatography (4:1 EtOAc:MeOH) afforded 1{7} (8.27 g, 92%) as a white solid. 1H-NMR (400 MHz, CDCl3): δ 8.14 (br s, 1H) 7.22-7.15 (m, 2H), 6.99-6.94 (m, 1H), 3.83 (br s, 2H) 3.70 (d, 2H, J=2.0 Hz), 3.04 (s, 2H), 2.55 (br s, 4H), 2.50 (br s, 4H). 13C-NMR (100 MHz, CDCl3): δ 170.5, 162.0 (d, JC-F=247.6 Hz), 136.5 (d, JC-F=5.9 Hz), 129.2 (br), 125.4 (br), 123.5 (d, JC-F=18.1 Hz), 113.9 (br), 60.5, 53.5, 52.6, 52.1.

Provenance & Evidence