HCID 21563922, compound → HCID 21563905, compound

HRID 1580829Notes

Reaction equation

HRID 1580829 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[C:20]([S:21](=[O:34])(=[O:33])[NH:22][C:23]3[CH:28]=[CH:27][C:26]([NH:29]C(=O)C)=[CH:25][CH:24]=3)=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][C:13]=2[NH:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)=[CH:7][CH:6]=1)(=O)C>[OH-].[Na+]>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[C:20]([S:21](=[O:34])(=[O:33])[NH:22][C:23]3[CH:28]=[CH:27][C:26]([NH2:29])=[CH:25][CH:24]=3)=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][C:13]=2[NH:35][CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)=[CH:7][CH:6]=1

Participants

3

Reactant 1

HCID 21563922HCID 21563922, compound

Product 1

HCID 21563905HCID 21563905, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

The mixture of 1 g of 4-(4-acetamidophenylamino)-3-benzylamino-5-(4-acetamidophenylsulfamoyl)-benzoic acid and 10 ml of 2 N aqueous sodium hydroxide is refluxed for 1 hour under nitrogen. After cooling it is filtered, the filtrate acidified with glacial acetic acid to a pH of 4-5, the precipitate collected and recrystallized from 30 ml of 50% aqueous ethanol, to yield the 4-(4-aminophenylamino)-3-benzylamino-5-(4-aminophenylsulfamoyl)-benzoic acid melting at 238° with decomposition.

Workup

  1. temperatureis refluxed for 1 hour under nitrogen
  2. temperatureAfter cooling it
  3. filtrationis filtered
  4. customthe precipitate collected
  5. customrecrystallized from 30 ml of 50% aqueous ethanol

Sources & evidence

ORD record
ord-3cf4e431963345118464151b80915815
Source dataset
uspto-grants-1976_01
Patent number
US03933906

Reaction notes

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