5-Aminobenzimidazole → N-(4-Methoxybenzyl)-3H-benzo[d]imidazol-5-amine

반응식

[N:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=2[NH:3][CH:2]=1.[CH3:11][O:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][CH:14]=1.[BH4-].[Na+].[OH-].[Na+]>>[CH3:11][O:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][NH:10][C:8]2[CH:7]=[CH:6][C:5]3[N:1]=[CH:2][NH:3][C:4]=3[CH:9]=2)=[CH:15][CH:14]=1

참가 물질

반응물 4

HCID 136235-Aminobenzimidazole

HCID 14798Sodium Hydroxide

HCID 312444-Methoxybenzaldehyde

HCID 4311764Sodium borohydride

생성물 1

HCID 53496067N-(4-Methoxybenzyl)-3H-benzo[d]imidazol-5-amine

실험 절차

Alternatively the compound was synthesized starting from benzimidazol-5-amine (2.66 g; 20 mmol; 1 eq.), 4-methoxybenzaldehyde (3.26 g; 2.9 ml; 24 mmol; 1.2 eq.), NaBH4 (1.14 g; 30 mmol; 1.5 eq.) and 5 N NaOH (20 ml; 100 mmol; 5 eq.) according to method 2; Yield: 4.53 g (89.5%); MS m/z: 254.3 [M+H]+