5-methoxy-1H-benzimidazole → HCID 178515785, compound

HRID 605139Notes

Reaction equation

HRID 605139 reaction equation
C[O:2][C:3]1[CH:11]=[CH:10][C:6]2[N:7]=[CH:8][NH:9][C:5]=2[CH:4]=1>Br>[NH:7]1[C:6]2[CH:10]=[CH:11][C:3]([OH:2])=[CH:4][C:5]=2[N:9]=[CH:8]1

Participants

3

Reactant 1

HCID 785985-methoxy-1H-benzimidazole

Product 1

HCID 178515785HCID 178515785, compoundYield 154.9%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

A solution of 5-methoxybenzimidazole (500 mg, 3.374 mmol) in 48% hydrobromic acid (10 mL) was refluxed for 2 hours. The reaction was cooled to room temperature, the solvent removed by rotary evaporation under vacuum, and the residue azeotroped with toluene (50 mL) to provide the title compound as a tan solid (701 mg, 96%).

Workup

  1. customthe solvent removed by rotary evaporation under vacuum
  2. customthe residue azeotroped with toluene (50 mL)

Sources & evidence

ORD record
ord-d100fde7f0ee42c9b327082e6409ce47
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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