Sodium Hydroxide → HCID 21497797, compound

HRID 1730415Notes

Reaction equation

HRID 1730415 reaction equation
C([NH:4][C:5]1[CH:32]=[CH:31][C:8]([O:9][C:10]2[C:18]([S:19](=[O:22])(=[O:21])[NH2:20])=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[CH:12][C:11]=2[NH:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:7][CH:6]=1)(=O)C.[OH-].[Na+]>>[NH2:4][C:5]1[CH:32]=[CH:31][C:8]([O:9][C:10]2[C:18]([S:19](=[O:21])(=[O:22])[NH2:20])=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[CH:12][C:11]=2[NH:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 21497805HCID 21497805, compound

Product 1

HCID 21497797HCID 21497797, compound

Procedure

The mixture of 1.4 g of 4-(4-acetamidophenoxy)-3-benzylamino-5-sulfamoylbenzoic acid and 14 ml of 2N aqueous sodium hydroxide is refluxed for one hour under nitrogen. Aftercooling 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-aminophenoxy)-3-benzylamino-5-sulfamoylbenzoic acid of the formula ##SPC12##

Workup

  1. temperatureis refluxed for one hour under nitrogen
  2. customAftercooling to room temperature
  3. filtrationis filtered
  4. customThe precipitate formed
  5. filtrationis filtered off
  6. customrecrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-fa9ce37d08a14842a542b2412df45ee0
Source dataset
uspto-grants-1976_11
Patent number
US03992440

Reaction notes

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