Sodium Hydroxide → HCID 21563923, compound

HRID 1580821Notes

Reaction equation

HRID 1580821 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([NH: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]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=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:23])(=[O:24])[NH2:22])=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][C:13]=2[NH:25][CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 21563920HCID 21563920, compound

Product 1

HCID 21563923HCID 21563923, compound

Procedure

The mixture of 3.9 g of 4-(4-acetamidophenylamino)-3-benzylamino-5-sulfamoylbenzoic acid and 39 ml of 2N aqueous sodium hydroxide is refluxed for 1 hour under nitrogen. After cooling to room temperature it is filtered and the filtrate acidified with glacial acetic acid to pH = 4. The precipitate formed is filtered off and recrystallized from aqueous ethanol, to yield the 4-(4-aminophenylamino)-3-benzylamino-5-sulfamoylbenzoic acid melting at 244° with decomposition.

Workup

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

Sources & evidence

ORD record
ord-4d2e3c686433478fa33ee9b4c8d4bd82
Source dataset
uspto-grants-1976_01
Patent number
US03933906

Reaction notes

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