HCID 178418361, compound → HCID 178422330, compound

HRID 1019081Notes

Reaction equation

HRID 1019081 reaction equation
[CH3:1][C:2]1[C:10]2[NH:9][CH:8]=[N:7][C:6]=2[CH:5]=[C:4]([CH3:11])[C:3]=1[N+:12]([O-])=O.[H][H]>CO.[Pd]>[NH2:12][C:3]1[C:4]([CH3:11])=[CH:5][C:6]2[N:7]=[CH:8][NH:9][C:10]=2[C:2]=1[CH3:1]

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178422333HCID 178422333, compound

Product 1

HCID 178422330HCID 178422330, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A heterogeneous mixture of 4,6-dimethyl-5-nitrobenzimidazole (410 mg, 2.14 mmol) and 10% palladium-on-carbon (50 mg) in methanol (25 mL) is treated with an atmosphere of hydrogen (1 atm, balloon) for 16 hours. The resulting mixture is filtered through Celite and rotary evaporated. The residue is purified by chromatography on silica gel (95:5 methylene chloride:methanol) to afford 5-amino-4,6-dimethylbenzimidazole as a white solid.

Workup

  1. filtrationThe resulting mixture is filtered through Celite and rotary evaporated
  2. customThe residue is purified by chromatography on silica gel (95:5 methylene chloride:methanol)

Sources & evidence

ORD record
ord-477339c74b0d456a89bb3d8597a7e31b
Source dataset
uspto-grants-2002_11
Patent number
US06486190B1

Reaction notes

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