Sodium Hydroxide → HCID 54131094, compound

HRID 1730419Notes

Reaction equation

HRID 1730419 reaction equation
[C:1]([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[NH2:25])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[OH-].[Na+]>O>[C:1]([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][CH2:16][C:15]2[CH:19]=[CH:20][CH:12]=[CH:13][CH:14]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 54216006HCID 54216006, compound

Product 1

HCID 54131094HCID 54131094, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The starting material is prepared as follows: The solution of 4-(4-acetamidophenylmercapto)-3-amino-5-sulfamoylbenzoic acid if 50 ml of water containing 0.4 g of sodium hydroxide is adjusted to pH = 7.4 by the addition of 4N aqueous sodium hydroxide, whereupon 1.3 g of benzylchlorideare added while stirring under nitrogen. As soon as the pH remains constantthe mixture is filtered and the filtrate acidified with glacial acetic acidto a pH of 4-5. The precipitate formed is recrystallized from 50% aqueous ethanol, to yield the 4-(4-acetamidophenylmercapto)-3-benzylamino-5-sulfamoylbenzoic acid melting at 255°-258°.

Workup

  1. customThe starting material is prepared
  2. additionadded
  3. filtrationis filtered
  4. customThe precipitate formed
  5. customis recrystallized from 50% aqueous ethanol

Sources & evidence

ORD record
ord-05cad0f95fc14f96a44271195a7d8dbf
Source dataset
uspto-grants-1976_11
Patent number
US03992440

Reaction notes

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