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

HRID 1464170Notes

Reaction equation

HRID 1464170 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 mi) 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 s&%g to room temperature and then filtered.

Workup

  1. temperaturethe mixture was refluxed overnight
  2. filtrationfiltered

Sources & evidence

ORD record
ord-6aa438f45db143c99ef1cb234ebb90f5
Source dataset
uspto-grants-1994_04
Patent number
US05302718

Reaction notes

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