4-Bromobenzenesulfonamide → HCID 10782440, compound

Participants

Reaction Steps

Following the general procedure outlined in Synthetic Scheme IX, 1.5 g (6.9 mmol) of 2-(4-fluorophenyl)phenylboronic acid (Step 1) was reacted with 2.5 g (10.4 mol) of 4-bromobenzenesulfonamide (Lancaster). Purification by silica gel chromatography (Waters LC-2000) with ethyl acetate/hexane (3:7) and subsequent recrystallization from ethyl acetate/hexane gave 1.04 g (46%) of 4-[2-(4-fluorophenyl)phenyl]benzenesulfonamide as a colorless solid: mp 187.3-188.2° C.; NMR (CDCl3) δ 4.83 (s, 2H), 6.92 (t, J=9 Hz, 2H), 7.02-7.11 (m, 2H), 7.27 (d, J=9 Hz, 2H), 7.36-7.50 (m, 4H), 7.78 (d, J=8 Hz, 2H) MS (EI): m/e (rel intensity) 327 (75) 245 (100); HRMS Calc'd for C18H14FNO2S: 327.0729. Found: 327.0743. Anal. Calc'd for C18H14FNO2S: C, 66.04; H, 4.31; N, 4.28. Found: C, 65.86; H, 4.51; N, 4.34.

Provenance & Evidence