Sodium Hydroxide → HCID 53878167, compound

HRID 1730429Notes

Reaction equation

HRID 1730429 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S: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][CH:27]=[CH:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[CH:7][CH:6]=1)(=O)C.[OH-].[Na+]>>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([S: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][CH:27]=[CH:28][C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 54374236HCID 54374236, compound

Product 1

HCID 53878167HCID 53878167, compound

Procedure

The mixture of 1.5 g of 4-(4-acetamidophenylmercapto)-3-cinnamylamino-5-sulfamoylbenzoic acid and 15 ml of 2 N aqueous sodium hydroxide is refluxed for 80 minutes under nitrogen. After cooling it is washed with diethyl ether, acidified with glacial acetic acid to a pH of 4-5, the precipitate collected and recrystallized from 75% aqueous ethanol, to yield the 4-(4-aminophenylmercapto)-3-cinnamylamino-5-sulfamoylbenzoic acid of the formula ##SPC15##

Workup

  1. temperatureis refluxed for 80 minutes under nitrogen
  2. temperatureAfter cooling it
  3. washis washed with diethyl ether
  4. customthe precipitate collected
  5. customrecrystallized from 75% aqueous ethanol

Sources & evidence

ORD record
ord-dc1ac5a0c41a45daa56f0950f6148eaf
Source dataset
uspto-grants-1976_11
Patent number
US03992440

Reaction notes

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