Potassium Hydroxide → N-(4-amino-5-chloro-2-methoxyphenyl)-4-benzylpiperazine-1-carboxamide
Reaction equation
C([NH:4][C:5]1[C:10]([Cl:11])=[CH:9][C:8]([NH:12][C:13]([N:15]2[CH2:20][CH2:19][N:18]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:17][CH2:16]2)=[O:14])=[C:7]([O:28][CH3:29])[CH:6]=1)(=O)C.[OH-].[K+]>C(O)C>[NH2:4][C:5]1[C:10]([Cl:11])=[CH:9][C:8]([NH:12][C:13]([N:15]2[CH2:16][CH2:17][N:18]([CH2:21][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH2:19][CH2:20]2)=[O:14])=[C:7]([O:28][CH3:29])[CH:6]=1Participants
4
Procedure
A solution of N-(4-acetylamino-5-chloro-2-methoxyphenyl)-4-benzylpiperazine-1-carboxamide (e9) (1.4 g) in ethanol (20 ml) was refluxed for 1 hour with an aqueous (4 ml) solution of potassium hydroxide (0.6 g). The solvent was removed by evaporation and the residue extracted with ethyl acetate. Chromatography of the solution (on alumina with 5% water, in chloroform) followed by evaporation of the solvent yielded N-(4-amino-5-chloro-2-methoxyphenyl)-4-benzylpiperazine-1- carboxamide (e10).