2-(3-Aminophenoxy)acetonitrile → Dabuzalgron Hydrochloride
Reaction equation
[Cl:1][C:2]1[C:7]([NH:8][S:9]([CH3:12])(=[O:11])=[O:10])=[C:6]([CH3:13])[C:5]([O:14][CH2:15][C:16]#[N:17])=[CH:4][CH:3]=1.Cl.[NH:19]1CCN=[C:20]1[CH2:24]OC1C=C(NS(C)(=O)=O)C=CC=1.NC1C=C(C=CC=1)OCC#N>>[ClH:1].[Cl:1][C:2]1[C:7]([NH:8][S:9]([CH3:12])(=[O:10])=[O:11])=[C:6]([CH3:13])[C:5]([O:14][CH2:15][C:16]2[NH:19][CH2:20][CH2:24][N:17]=2)=[CH:4][CH:3]=1Participants
4
Procedure
N-[6-chloro-3-(4,5-dihydro-1H-imidazol-2-ylmethoxy)-2-methylphenyl]-methanesulfonamide hydrochloride was prepared from N-(6-chloro-3-cyanomethoxy-2-methylphenyl)-methanesulfonamide in a manner similar to that described in Example 1 for the preparation of N-[3-(4,5-dihydro-1H-imidazol-2-ylmethoxy)phenyl] methanesulfonamide hydrochloride from (3-aminophenoxy)acetonitrile.