Pyridine → HCID 18357136, compound

Participants

Reaction Steps

Pyridine (1 ml) was added to a solution of 1-(4-pyridyl)piperazine (0.33 g) in dry dichloromethane (20 ml) and triethylamine (1 ml) at 5° C. The reaction mixture was treated with 4-cyanobenzenesulphonyl chloride (0.40 g). The reaction mixture was then stirred under argon for 4 hours allowing to warm to room temperature. The dichloromethane solvent was removed by evaporation and the residual pyridine solution poured into aqueous sodium hydrogen carbonate solution and then extracted with ethyl acetate. The organic extracts were then washed with aqueous sodium hydrogen carbonate solution, water, brine, dried (MgSO4) and evaporated to yield a pale cream solid which was then recrystallised from ethyl acetate isohexane to give 1-(4-pyridyl)-4-(4-cyanophenylsulphonyl)piperazine (0.31 g) as a solid. m.p. 212-213° C.; microanalysis, found: C, 58.8; H, 4.9; N, 17.1%; C16H16N4O2S requires: C, 8.5: H, 4.91; N, 17.1%; NMR: (CDCl3) 3.18(t,4H), 3.44(t,4H), 6.62(dd,2H), 7.88(q,4H), 8.30(dd,2H); MS: m/z 329 (MH)+.

Provenance & Evidence