4-Chlorobenzaldehyde → N-(4-Chlorobenzyl)-3H-benzo[d]imidazol-5-amine

反応式

[N:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=2[NH:3][CH:2]=1.[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1.[BH4-].[Na+].[OH-].[Na+]>>[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][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:14][CH:13]=1

参加物

反応物 4

HCID 77264-Chlorobenzaldehyde

HCID 136235-Aminobenzimidazole

HCID 14798Sodium Hydroxide

HCID 4311764Sodium borohydride

生成物 1

HCID 67444221N-(4-Chlorobenzyl)-3H-benzo[d]imidazol-5-amine

実験手順

Alternatively the compound was synthesized starting from benzimidazol-5-amine (2.66 g; 20 mmol; 1 eq.), 4-chlorobenzaldehyde (3.09 g; 22 mmol; 1.1 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: 3.94 g (76.7%); MS m/z: 258.3/260.3 [M+H]+