Hydrochloric Acid → 2-(2,6-dichlorophenyl)-6,7-difluoro-3H-benzoimidazole-5-carboxylic acid

HRID 1514909Notes

Reaction equation

HRID 1514909 reaction equation
C[O:2][C:3]([C:5]1[C:21]([F:22])=[C:20]([F:23])[C:8]2[N:9]=[C:10]([C:12]3[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:19])[NH:11][C:7]=2[CH:6]=1)=[O:4].[OH-].[Na+].Cl>CO>[Cl:19][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]([Cl:18])[C:12]=1[C:10]1[NH:11][C:7]2[CH:6]=[C:5]([C:3]([OH:4])=[O:2])[C:21]([F:22])=[C:20]([F:23])[C:8]=2[N:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 669660542-(2,6-dichlorophenyl)-6,7-difluoro-3H-benzoimidazole-5-carboxylic acid methyl ester

Product 1

HCID 669661392-(2,6-dichlorophenyl)-6,7-difluoro-3H-benzoimidazole-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 2-(2,6-dichlorophenyl)-6,7-difluoro-3H-benzoimidazole-5-carboxylic acid methyl ester (700 mg, 1.97 mmol) in MeOH (15 mL) was added 1N NaOH (10 mL). The solution was stirred at ambient temperature overnight and carefully acidified to pH 3 with 1N HCl. The resulting suspension was filtered and washed with water. The pale yellow solid was dried under reduced pressure to give 2-(2,6-dichlorophenyl)-6,7-difluoro-3H-benzoimidazole-5-carboxylic acid.

Workup

  1. filtrationThe resulting suspension was filtered
  2. washwashed with water
  3. customThe pale yellow solid was dried under reduced pressure

Sources & evidence

ORD record
ord-f558fb2af1924fcaa647d83c43b04c85
Source dataset
uspto-grants-2012_07
Patent number
US08222248B2

Reaction notes

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