Sodium Hydroxide → HCID 178484274, compound

Reaction equation

[CH3:1][N:2]([CH2:11][CH2:12][N:13]([CH3:26])[C:14]1[NH:18][C:17]2[CH:19]=[CH:20][C:21]([N+:23]([O-])=O)=[CH:22][C:16]=2[N:15]=1)[C:3](=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.O.O.Cl[Sn]Cl.[OH-].[Na+]>CCO>[CH3:1][N:2]([CH2:11][CH2:12][N:13]([CH3:26])[C:14]1[NH:18][C:17]2[CH:19]=[CH:20][C:21]([NH2:23])=[CH:22][C:16]=2[N:15]=1)[C:3](=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

Procedure

A mixture of N-methyl-N-[2-[methyl(5-nitro-1H-benzimidazol-2-yl)amino]ethyl]benzamide (1.30 g, 3.68 mmol) and SnCl2.2H2O (4.15 g, 18.39 mmol) in EtOH (15 mL) was heated under reflux for 1 hour. The mixture was cooled and made basic (pH8) with 2.5N NaOH. The precipitate was removed by filtration and the filtrate was concentrated. The residue was stirred with EtOAc (150 mL) overnight, dried (MgSO4), and concentrated to give 1.12 g (94%) of a green foam.