Sodium Hydroxide → HCID 68133203, compound

HRID 1578844Notes

Reaction equation

HRID 1578844 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:6]=1[O:12][C:13]1[C:21]([S:22](=[O:25])(=[O:24])[NH2:23])=[CH:20][C:16]([C:17]([OH:19])=[O:18])=[CH:15][C:14]=1[NH:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)(=O)C.[OH-].[Na+]>>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:6]=1[O:12][C:13]1[C:21]([S:22](=[O:24])(=[O:25])[NH2:23])=[CH:20][C:16]([C:17]([OH:19])=[O:18])=[CH:15][C:14]=1[NH:26][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 68133124HCID 68133124, compound

Product 1

HCID 68133203HCID 68133203, compound

Procedure

The mixture of 2.5 g of 4-(4-acetamido-3-tolyloxy)-3-benzylamino-5-sulfamoylbenzoic acid and 25 ml of 2N aqueous sodium hydroxide is refluxed for seven hours under nitrogen. After cooling it is filtered, the filtrate acidified to a pH of 4-5 with glacial acetic acid, the precipitate formed filtered off, washed with water and recrystallized from 50% aqueous ethanol, to yield the 4-(4-amino-3-tolyloxy)-3-benzylamino-5-sulfamoylbenzoic acid of the formula ##SPC13##

Workup

  1. temperatureis refluxed for seven hours under nitrogen
  2. temperatureAfter cooling it
  3. filtrationis filtered
  4. customthe precipitate formed
  5. filtrationfiltered off
  6. washwashed with water
  7. customrecrystallized from 50% aqueous ethanol

Sources & evidence

ORD record
ord-7c3ce268493e4a119c1e0ab7a3710e25
Source dataset
uspto-grants-1976_02
Patent number
US03939267

Reaction notes

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