5-Nitrobenzimidazole → 5-Aminobenzimidazole

HRID 429543Notes

Reaction equation

HRID 429543 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]2[N:8]=[CH:9][NH:10][C:6]=2[CH:5]=1)([O-])=O>[Pd]>[NH2:1][C:4]1[CH:12]=[CH:11][C:7]2[N:8]=[CH:9][NH:10][C:6]=2[CH:5]=1

Participants

3

Reactant 1

HCID 71955-Nitrobenzimidazole

Product 1

HCID 136235-AminobenzimidazoleYield 100%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A solution of 5-nitrobenzimidazole (4.0 g, 25 mmol) and 10% Pd/C (0.5 g) was stirred under H2 for 12 h. The reaction mixture was filtered through Celite-assisted funnel and concentrated in vacuo, yielding 3.2 g (25 mmol, >95%) of the desired product, which was characterized by NMR and subjected to following reactions without further purification.

Workup

  1. filtrationThe reaction mixture was filtered through Celite-assisted funnel
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a2964152f6f347d4b92b801dc52ccf74
Source dataset
uspto-grants-2001_11
Patent number
US06316637B1

Reaction notes

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