Sodium Hydroxide → HCID 54064894, compound

HRID 1580823Notes

Reaction equation

HRID 1580823 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[O: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[O:31][CH:30]=[CH:29][CH:28]=2)=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 54484785HCID 54484785, compound

Product 1

HCID 54064894HCID 54064894, compound

Procedure

The mixture of 0.9 g of 4-(4-acetamidophenylamino)-3-furfurylamino-5-sulfamoylbenzoic acid and 9 ml of 2N aqueous sodium hydroxide is refluxed for one hour under nitrogen, cooled, filtered and the filtrate acidified with glacial acetic acid to pH= 4-5. The precipitate formed is filtered off, washed with water and recrystallized from 50% aqueous ethanol, to yield the 4-(4-aminophenylamino)-3-furfurylamino-5-sulfamoylbenzoic acid melting at 232° with decomposition.

Workup

  1. temperatureis refluxed for one hour under nitrogen
  2. temperaturecooled
  3. filtrationfiltered
  4. customThe precipitate formed
  5. filtrationis filtered off
  6. washwashed with water
  7. customrecrystallized from 50% aqueous ethanol

Sources & evidence

ORD record
ord-a05bb498df2d44b68c70ae6a510d0b0a
Source dataset
uspto-grants-1976_01
Patent number
US03933906

Reaction notes

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