4-Toluenesulfonyl chloride → HCID 70239088, compound

Participants

Reaction Steps

A solution of 4-toluenesulphonyl chloride (0.38 g) in dichloromethane (25 ml) was added dropwise to a stirred solution of 1-(4-aminomethylphenyl)-4-(4-pyridyl)piperazine (536 mg) in dichloromethane (50 ml) containing triethylamine (0.5 ml). The reaction mixture was stirred at ambient temperature overnight. The mixture was washed with aqueous sodium carbonate solution, water, brine, dried (MgSO4) and evaporated. The residue was recrystallised from methanol to give 1-(4-pyridyl)-4-(4-toluenesulphonamidomethylphenyl)piperazine (0.36 g) as a solid, m.p. 196-198° C.; microanalysis, found: C, 65.2; H,6.2; N,13.2%; C23H26N4O2S requires: C,65.4; H,6.2; N,13.3%; NMR: 2.37(s, 3H), 3.15-3.3(m, 4H), 3.4-3.55(m, 4H), 3.81-3.88(d, 2H), 6.8-6.93(dd, 4H), 7.03-7.15 (d, 2H), 7.32-7.4(d, 2H), 7.6-7.7(d, 2H), 7.8-7.95(t, 1H), 8.1-8.2(d, 2H); MS: m/z 423 (MH)+.

Provenance & Evidence