6-Methoxy-1H-benzimidazole-2-carboxylic acid → 6-Hydroxy-1H-benzimidazole-2-carboxylic acid
Reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]=[C:9]([C:11]([OH:13])=[O:12])[NH:8][C:7]=2[CH:14]=1>Br>[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]=[C:9]([C:11]([OH:13])=[O:12])[NH:8][C:7]=2[CH:14]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 110 °C
Procedure
A mixture of 26.0 g (105 mmol) of 6-methoxy-1H-benzoimidazole-2-carboxylic acid butilamide and 780 ml of 48% aqueus hydrobromic acid is stirred at 110° C. for 8 h, then refluxed for 12 h. The mixture is cooled to room temperature, the precipitated product is filtered off, washed with water until pH neutral and dried to yield 14.3 g (76.2%) of the title compound. Mp.: 206-207° C. (water).
Workup
- temperaturerefluxed for 12 h
- temperatureThe mixture is cooled to room temperature
- filtrationthe precipitated product is filtered off
- washwashed with water until pH neutral
- customdried
Sources & evidence
- ORD record
- ord-f336cdaf63a54b6d8bd2eecbe4e2b3e3
- Source dataset
- uspto-grants-2008_05
- Patent number
- US07378431B2
Reaction notes
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