Hydrogen Bromide → HCID 178493407, compound

HRID 1458409Notes

Reaction equation

HRID 1458409 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[NH:10][C:9]([CH:12]([CH3:14])[CH3:13])=[N:8][C:7]=2[CH:6]=[C:5]([O:15]C)[CH:4]=1.Br.C>CO>[OH:15][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[C:11]2[NH:10][C:9]([CH:12]([CH3:13])[CH3:14])=[N:8][C:7]=2[CH:6]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 297MethaneHCID 178493412HCID 178493412, compound

Product 1

HCID 178493407HCID 178493407, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Alternatively, a solution of 4,6-dimethoxy-2-isopropylbenzimidazole (12.70 g, 57.66 mmol) and 48% HBr (100 mL) was refluxed for 3 hours, and then the solution was cooled to ambient temperature and concentrated. The resulting solids were dissolved in H2O (100 mL) and neutralized (NaHCO3). A brown precipitate formed which was isolated by filtration. The precipitate was dissolved in MeOH (100 mL), treated with charcoal and concentrated to afford 6-hydroxy-2-isopropyl-4-methoxybenzimidazole as a brown solid.

Workup

  1. concentrationconcentrated
  2. dissolutionThe resulting solids were dissolved in H2O (100 mL)
  3. customA brown precipitate formed which
  4. customwas isolated by filtration
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-1bd2c24eb45c455281441b1b5ccaf7d4
Source dataset
uspto-grants-1998_12
Patent number
US05849759

Reaction notes

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