Ethyl Acetate → 1H-Benzimidazole-5-methanamine,2-methyl-(9CI)

HRID 397491Notes

Reaction equation

HRID 397491 reaction equation
O[CH2:2][C:3]1[CH:12]=[CH:11][C:6]2[N:7]=[C:8]([CH3:10])[NH:9][C:5]=2[CH:4]=1.CCOC(C)=O.[NH4+:19].[OH-]>CO>[NH2:19][CH2:2][C:3]1[CH:12]=[CH:11][C:6]2[N:7]=[C:8]([CH3:10])[NH:9][C:5]=2[CH:4]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 14923Ammonium HydroxideHCID 145183912-Methyl-1H-benzimidazole-6-methanol

Product 1

HCID 230001901H-Benzimidazole-5-methanamine,2-methyl-(9CI)

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared from 5-(hydroxymethyl)-2-methylbenzimidazole: Rf (8:1:1 EtOAc:MeOH:NH4OH)=0.15. 1H NMR (300 MHz, CD3OD): δ7.45 (m, 2H), 7.20 (d, J=8.1 Hz, 1H), 3.90 (s, 2H), 2.56 (s, 3H).

Sources & evidence

ORD record
ord-c1db111fffca40ec990b36119c2c95cc
Source dataset
uspto-grants-2003_08
Patent number
US06610701B2

Reaction notes

Loading…