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Sodium Hydroxide → HCID 21497797, compound

HRID 1730415
Notes
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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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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. filtration
is filtered off
  • customrecrystallized from aqueous ethanol
  • Sources & evidence

    ORD record
    ord-fa9ce37d08a14842a542b2412df45ee0
    Source dataset
    uspto-grants-1976_11
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US03992440

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes