Hydrochloric Acid → (1H-Benzo[d]imidazol-5-yl)methanamine hydrochloride

HRID 574698

Reaction equation

HRID 574698 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]=[N:11]O)=[CH:9][C:4]=2[N:3]=[CH:2]1.[ClH:13]>CO>[ClH:13].[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][NH2:11])=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178526331HCID 178526331, compound

Product 1

HCID 178479175(1H-Benzo[d]imidazol-5-yl)methanamine hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1H-benzo[d]imidazole-5-formaldehyde oxime (0.55 mmol, 1 eq.) was dissolved in 10 mL methanol and 300 μL of concentrated hydrochloric acid was added. The mixture was flushed with argone and palladium on activated carbon (10% Pd) was added to the solution. The mixture was hydrogenated at 4 bar for 3 hours. The resulted mixture was filtrated through a pad of celite, the solvent was removed and the residue was dried over phosphorus pentoxide in a exsiccator to give a white solid.

Workup

  1. customThe mixture was flushed with argone and palladium on activated carbon (10% Pd)
  2. additionwas added to the solution
  3. filtrationThe resulted mixture was filtrated through a pad of celite
  4. customthe solvent was removed
  5. dry with materialthe residue was dried over phosphorus pentoxide in a exsiccator
  6. customto give a white solid

Sources & evidence

ORD record
ord-710b6adb3c6c4b0f8177d023b04d2a77
Source dataset
uspto-grants-2015_05
Patent number
US09034907B2

Linked notes

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