5-Aminobenzimidazole → HCID 178436359, 화합물

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

참가 물질

반응물 4

HCID 136235-Aminobenzimidazole

HCID 14798Sodium Hydroxide

HCID 208614-Ethylbenzaldehyde

HCID 4311764Sodium borohydride

생성물 1

HCID 178436359HCID 178436359, 화합물

실험 절차

The compound was synthesized starting from benzimidazol-5-amine (2.66 g; 20 mmol; 1 eq.), 4-ethylbenzaldehyde (2.95 g; 3.02 ml; 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: 3.31 g (65.9%); MS m/z: 252.4 [M+H]+; 1H-NMR (500 MHz, DMSO d6): δ 1.14 (t, 3H, 3J=7.6 Hz); 2.56 (q, 2H, 3J=7.6 Hz); 4.22 (s, 2H); 5.98 (br s, 1H); 6.51 (br s); 6.61 (dd, 1H, 4J=2.2 Hz, 3J=8.6 Hz); 7.13-7.14 (m, 2H); 7.26-7.29 (m, 3H); 7.83 (s, 1H); 11.84 (br s, 1H)