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

HRID 1653907Notes

Reaction equation

HRID 1653907 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-71d7a6ccbca14fca9808947621823c97
Source dataset
uspto-grants-1995_04
Patent number
US05403930

Reaction notes

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