HCID 54418976, compound → HCID 53964910, compound

HRID 1730424Notes

Reaction equation

HRID 1730424 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][C:12]2[C:20]([S:21](=[O:24])(=[O:23])[NH2:22])=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][C:13]=2[NH:25][CH2:26][C:27]([CH3:29])=[CH2:28])=[CH:7][CH:6]=1)(=O)C>[OH-].[Na+]>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][C:12]2[C:20]([S:21](=[O:24])(=[O:23])[NH2:22])=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][C:13]=2[NH:25][CH2:26][C:27]([CH3:29])=[CH2:28])=[CH:7][CH:6]=1

Participants

3

Reactant 1

HCID 54418976HCID 54418976, compound

Product 1

HCID 53964910HCID 53964910, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

The mixture of 2 g of 4-(4-acetamidophenylmercapto)-3-(2-methylallylamino)-5-sulfamoylbenzoic acid and 20 ml of 2 N aqueous sodium hydroxide is refluxed for 1 hour under nitrogen. After cooling it is filtered and the filtrate acidified with acetic acid to a pH of 4-5. The precipitate formed is filtered off and recrystallized from aqueous ethanol, to yield the 4-(4-aminophenylmercapto)-3-(2-methylallylamino)-5-sulfamoylbenzoic acid melting at 237°-240°.

Workup

  1. temperatureis refluxed for 1 hour under nitrogen
  2. temperatureAfter cooling it
  3. filtrationis filtered
  4. customThe precipitate formed
  5. filtrationis filtered off
  6. customrecrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-3e9047874c964d3f8924d1affef3fcf1
Source dataset
uspto-grants-1976_11
Patent number
US03992440

Reaction notes

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