Sodium Hydroxide → HCID 57786580, compound

HRID 1514893Notes

Reaction equation

HRID 1514893 reaction equation
C[O:2][C:3]([C:5]1[CH:21]=[CH:20][C:8]2[N:9]=[C:10]([C:12]3[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:13]=3[CH3:19])[NH:11][C:7]=2[CH:6]=1)=[O:4].[OH-].[Na+]>CO>[CH3:19][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]([CH3:18])[C:12]=1[C:10]1[NH:11][C:7]2[CH:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:21]=[CH:20][C:8]=2[N:9]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66965285HCID 66965285, compound

Product 1

HCID 57786580HCID 57786580, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

To a stirred solution of 2-(2,6-dimethylphenyl)-3H-benzoimidazole-5-carboxylic acid methyl ester (8.5 g) in MeOH (80 mL) was added 1N NaOH (80 mL) and the solution was heated at 100° C. for 18 h. The mixture was washed with Et2O and the aqueous layer was carefully acidified to pH=2-3 with 1N HCl and the resulting precipitate was filtered, washed with water and dried under reduced pressure to give 2-(2,6-dimethylphenyl)-3H-benzoimidazole-5-carboxylic acid as a red solid; MS (ESI)m/z 267 (M+H).

Workup

  1. washThe mixture was washed with Et2O
  2. filtrationthe resulting precipitate was filtered
  3. washwashed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-ce01a9079eda48a697762cde94cd5587
Source dataset
uspto-grants-2012_07
Patent number
US08222248B2

Reaction notes

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