Potassium Hydroxide → 1H-Benzimidazole-2-methanamine

HRID 1532633Notes

Reaction equation

HRID 1532633 reaction equation
Cl.Cl.[NH2:3][CH2:4][C:5]1[NH:6][C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1.[OH-].[K+]>CO>[NH2:3][CH2:4][C:5]1[NH:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[N:6]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 2723957(1H-benzo[d]imidazol-2-yl)methanamine dihydrochloride

Product 1

HCID 1458201H-Benzimidazole-2-methanamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Add 2-(aminomethyl)benzimidazole, dihydrochloride, hydrate (18.50 g) to a solution of potassium hydroxide (9.50 g) in methanol (400 mL). Stir the resulting mixture at room temperature for 30 minutes, filter, and concentrate the filtrate in vacuo. Extract the residue with EtOAc (5×500 mL) and filter. Concentrate the filtrate in vacuo to give the title compound as a white solid (9.60 g).

Workup

  1. filtrationfilter
  2. concentrationconcentrate the filtrate in vacuo
  3. extractionExtract the residue with EtOAc (5×500 mL)
  4. filtrationfilter
  5. concentrationConcentrate the filtrate in vacuo

Sources & evidence

ORD record
ord-7eca397109b648409ed376512f9dee50
Source dataset
uspto-grants-2001_03
Patent number
US06204282B1

Reaction notes

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