Sodium Hydroxide → HCID 54099937, compound

HRID 1730427Notes

Reaction equation

HRID 1730427 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][CH:27]2[CH2:29][CH2:28]2)=[CH:7][CH:6]=1)(=O)C.[OH-].[Na+]>O>[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][CH:27]2[CH2:29][CH2:28]2)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54468105HCID 54468105, compound

Product 1

HCID 54099937HCID 54099937, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The mixture of 0.6 g of 4-(4-acetamidophenylmercapto)-3-cyclopropylmethylamino-5-sulfamoylbenzoic acid, 3 ml of water and 6 ml of 2 N aqueous sodium hydroxide is refluxed for 2 hours under nitrogen. After cooling it is filtered, the filtrate acidified with glacial acetic acid to pH 4-5, the precipitate separated, washed with water and recrystallized from 66% aqueous ethanol, to yield the 4-(4-aminophenylmercapto)-3-cyclopropylmethylamino-5-sulfamoylbenzoic acid melting at 221°-223°.

Workup

  1. temperatureis refluxed for 2 hours under nitrogen
  2. temperatureAfter cooling it
  3. filtrationis filtered
  4. customthe precipitate separated
  5. washwashed with water
  6. customrecrystallized from 66% aqueous ethanol

Sources & evidence

ORD record
ord-2fd7f976fafc400b9fdc9b48095ad918
Source dataset
uspto-grants-1976_11
Patent number
US03992440

Reaction notes

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