Sodium Hydroxide → HCID 54452361, compound

HRID 1580831Notes

Reaction equation

HRID 1580831 reaction equation
C([NH:4][C:5]1[C:13]([S:14](=[O:27])(=[O:26])[NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[NH:22]C(=O)C)=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[C:7](NC2C=CC=CC=2)[C:6]=1[NH:35][CH2:36][C:37]1[O:41][CH:40]=[CH:39][CH:38]=1)(=O)C.[OH-].[Na+]>C(O)(=O)C>[NH2:4][C:5]1[CH:13]=[CH:12][C:8]([NH:4][C:5]2[C:13]([S:14](=[O:27])(=[O:26])[NH:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[NH2:22])=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][C:6]=2[NH:35][CH2:36][C:37]2[O:41][CH:40]=[CH:39][CH:38]=2)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86732998HCID 86732998, compound

Product 1

HCID 54452361HCID 54452361, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The mixture of 1.8 g of 4-(4-acetamidophenylamino-3-furfurylamino-5-(2-acetamidophenylsulfamoyl)-benzoic acid and 18 ml of 2 N aqueous sodium hydroxide is refluxed for 6 hours under nitrogen. After cooling to room temperature it is acidified with glacial acetic acid to a pH of 4-5, the precipitate collected and recrystallized from 6 ml of 50% aqueous ethanol, to yield the 4-(4-aminophenylamino)-3-furfurylamino-5-(2-aminophenylsulfamoyl)-benzoic acid melting at 182° with decomposition.

Workup

  1. temperatureis refluxed for 6 hours under nitrogen
  2. customthe precipitate collected
  3. customrecrystallized from 6 ml of 50% aqueous ethanol

Sources & evidence

ORD record
ord-94e074a45ae84237ada19d09335995f6
Source dataset
uspto-grants-1976_01
Patent number
US03933906

Reaction notes

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