Hydrochloric Acid → HCID 18002813, compound

HRID 478907Notes

Reaction equation

HRID 478907 reaction equation
[N:1]([CH2:4][C:5]([C:7]1[CH:8]=[CH:9][C:10]2[NH:14][C:13](=[O:15])[NH:12][C:11]=2[CH:16]=1)=[O:6])=[N+]=[N-].[ClH:17]>CO.[Pd]>[ClH:17].[NH2:1][CH2:4][C:5]([C:7]1[CH:8]=[CH:9][C:10]2[NH:14][C:13](=[O:15])[NH:12][C:11]=2[CH:16]=1)=[O:6]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 180028085-(2-Azidoacetyl)-1,3-dihydro-2H-benzimidazol-2-one

Product 1

HCID 18002813HCID 18002813, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

6-(2-Azidoethanoyl)-1,3-dihydrobenzimidazol-2-one (1.0 g, 4.6 mmol) and Pd—C (5%, 0.3g) in methanol (150 mL) and concentrated HCl (2mL), were subjected to hydrogenation at 25 psi and 27° C. for 1 hour. The catalyst was removed by filtration through a ‘filter aid’ and the solvent removed to give 6-(2-aminoethanoyl)-1,3-dihydrobenzimidazol-2-one hydrochloride (1.01 g, 96%) as a brown solid:

Workup

  1. customThe catalyst was removed by filtration through a ‘
  2. filtrationfilter aid’ and the solvent
  3. customremoved

Sources & evidence

ORD record
ord-8d70714c05e54211987935aba41d1e57
Source dataset
uspto-grants-2003_11
Patent number
US06642256B2

Reaction notes

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