Sodium Hydroxide → 4-(3-Aminophenoxy)-3-(butylamino)-5-sulfamoylbenzoic acid

HRID 1730430Notes

Reaction equation

HRID 1730430 reaction equation
C([NH:4][C:5]1[CH:6]=[C:7]([CH:27]=[CH:28][CH:29]=1)[O:8][C:9]1[C:17]([S:18](=[O:21])(=[O:20])[NH2:19])=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=1[NH:22][CH2:23][CH2:24][CH2:25][CH3:26])(=O)C.[OH-].[Na+]>>[NH2:4][C:5]1[CH:6]=[C:7]([CH:27]=[CH:28][CH:29]=1)[O:8][C:9]1[C:17]([S:18](=[O:20])(=[O:21])[NH2:19])=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=1[NH:22][CH2:23][CH2:24][CH2:25][CH3:26]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 53858110HCID 53858110, compound

Product 1

HCID 540147804-(3-Aminophenoxy)-3-(butylamino)-5-sulfamoylbenzoic acid

Procedure

The mixture of 1.5 g of 4-(3-acetamidophenoxy)-3-n-butylamino-5-sulfamoylbenzoic acid and 15 ml of2 N aqueous sodium hydroxide is refluxed for 5 hours under nitrogen. After cooling it is filtered, the filtrate acidified with glacial acetic acid and hydrochloric acid to a pH of 2-3, the precipitate collected and recrystallized from ethanol, to yield the 4-(3-aminophenoxy)-3-n-butylamino-5-sulfamoylbenzoic acid of the formula ##SPC16##

Workup

  1. temperatureis refluxed for 5 hours under nitrogen
  2. temperatureAfter cooling it
  3. filtrationis filtered
  4. customthe precipitate collected
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-b4ca487af5c44a6da6d358ee86606d3a
Source dataset
uspto-grants-1976_11
Patent number
US03992440

Reaction notes

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