Dimethylformamide → N-[3-(4-oxo-piperidino)-propyl]-benzimidazolone
Reaction equation
Cl[CH2:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[NH:7][C:6]1=[O:14].[C:15](=O)(O)[O-].[Na+].[O:20]1[CH2:24][CH2:23][CH2:22]C1.C[N:26]([CH3:29])C=O>>[O:20]=[C:24]1[CH2:15][CH2:29][N:26]([CH2:2][CH2:3][CH2:4][N:5]2[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=3[NH:7][C:6]2=[O:14])[CH2:22][CH2:23]1Participants
5
Procedure
A mixture of 6.3 gm of N-(3-chloropropyl)-benzimidazolone, 4.6 gm of 4-piperidine hydrochloride monohydrate, 5.0 gm of sodium bicarbonate, 50 ml of tetrahydrofuran, and 50 ml of dimethylformamide, was heated to reflux, for 36 hours. The product was worked up as usual, yielding 3.2 gm (39% of theory) of N-[3-(4-oxo-piperidino)-propyl]-benzimidazolone, m.p. 134°-136° C.