Sodium Hydroxide → 2-[(2-Indolyl)carbonylamino]-4-(2,4-dimethoxyphenyl)-5-carboxymethylthiazol

HRID 1769104Notes

Reaction equation

HRID 1769104 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[C:5]1[C:13]([NH:15][C:16]1[S:17][C:18]([CH2:31][C:32]([O:34]CC)=[O:33])=[C:19]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][C:22]=2[O:29][CH3:30])[N:20]=1)=[O:14])(=O)C.[OH-].[Na+]>C(O)C>[NH:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[C:5]1[C:13]([NH:15][C:16]1[S:17][C:18]([CH2:31][C:32]([OH:34])=[O:33])=[C:19]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][C:22]=2[O:29][CH3:30])[N:20]=1)=[O:14]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 189465652-[(1-Acetyl-2-indolyl)carbonylamino]-4-(2,4-dimethoxyphenyl)-5-ethoxycarbonylmethylthiazole

Product 1

HCID 189465792-[(2-Indolyl)carbonylamino]-4-(2,4-dimethoxyphenyl)-5-carboxymethylthiazol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.5 g of 2-[(1-acetyl-2-indolyl)carbonylamino]-4-(2,4-dimethoxyphenyl)-5-ethoxycarbonylmethylthiazole, prepared above according to Example 10, is dissolved in 10 ml of 95° ethanol and then 1.5 ml of 2N NaOH are added. The reaction mixture is stirred,overnight at room temperature and then concentrated under vacuum. The residue is taken up in a buffer solution, pH=2, a precipitate is separated by filtration, washed with water, filtered and then rinsed with ether.

Workup

  1. concentrationconcentrated under vacuum
  2. customa precipitate is separated by filtration
  3. washwashed with water
  4. filtrationfiltered
  5. washrinsed with ether

Sources & evidence

ORD record
ord-50d489f58b654283aec4dbf8159d7443
Source dataset
uspto-grants-1995_01
Patent number
US05380736

Reaction notes

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