Potassium Hydroxide → 2-Hydroxy-5-[2-[4-[(3-methyl-2-pyridinylamino)sulfonyl]phenyl]ethenyl]benzoic acid

HRID 743010Notes

Reaction equation

HRID 743010 reaction equation
[OH:1][C:2]1[CH:14]=[CH:13][C:12]([CH:15]=[CH:16][C:17]2[CH:22]=[CH:21][C:20]([S:23]([NH:26][C:27]3[C:32]([CH3:33])=[CH:31][CH:30]=[CH:29][N:28]=3)(=[O:25])=[O:24])=[CH:19][CH:18]=2)=[CH:11][C:3]=1[C:4]([O:6]CC(C)C)=[O:5].[OH-].[K+].S([O-])([O-])=O.[Na+].[Na+]>O>[OH:1][C:2]1[CH:14]=[CH:13][C:12]([CH:15]=[CH:16][C:17]2[CH:18]=[CH:19][C:20]([S:23]([NH:26][C:27]3[C:32]([CH3:33])=[CH:31][CH:30]=[CH:29][N:28]=3)(=[O:25])=[O:24])=[CH:21][CH:22]=2)=[CH:11][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 24437Sodium SulfiteHCID 54356729Isobutyl 2-hydroxy-5-[2-[4-[(3-methyl-2-pyridinylamino)sulfonyl]phenyl]ethenyl]benzoate

Product 1

HCID 544094842-Hydroxy-5-[2-[4-[(3-methyl-2-pyridinylamino)sulfonyl]phenyl]ethenyl]benzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The product from Example 12c (78 g) was added to a solution of potassium hydroxide (50 g, 0.78 mol) in water (600 ml) and the mixture was refluxed overnight. After addition of activated carbon (2 g) and sodium sulfite (0.5 g) the mixture was allowed to cool, with stirring to room temperature and then filtered.

Workup

  1. temperaturethe mixture was refluxed overnight
  2. temperatureto cool
  3. filtrationfiltered

Sources & evidence

ORD record
ord-f392dcd1c192418fad92f1b9dcd2d293
Source dataset
uspto-grants-1996_09
Patent number
US05556855

Reaction notes

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