Benzyl Chloride → HCID 21563920, compound

HRID 1580822Notes

Reaction equation

HRID 1580822 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([NH: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+].[CH2:28](Cl)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>O>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[C:20]([S:21](=[O:23])(=[O:24])[NH2:22])=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][C:13]=2[NH:25][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 7503Benzyl ChlorideHCID 14798Sodium Hydroxide2×HCID 21563898HCID 21563898, compound

Product 1

HCID 21563920HCID 21563920, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The starting material is prepared as follows: To the mixture of 3.6 g of 4-(4-acetamidophenylamino)-3-amino-5-sulfamoylbenzoic acid, 20 ml of water and the sufficient amount of N aqueous sodium hydroxide to reach a pH = 7.4, 1.3 g of benzyl chloride are added while stirring at 30°. The mixture is stirred for 16 hours at room temperature, during which time 4N aqueous sodium hydroxide is added dropwise to keep said pH value. It is filtered, the filtrate acidified with 2 ml of glacial acetic acid and the precipitate formed filtered off, to yield the 4-(4-acetamidophenylamino)-3-benzylamino-5-sulfamoylbenzoic acid which is used as such without further purification.

Workup

  1. customThe starting material is prepared
  2. additionare added
  3. additionis added dropwise
  4. filtrationIt is filtered
  5. customthe precipitate formed
  6. filtrationfiltered off

Sources & evidence

ORD record
ord-fac852953ec946359c77d002c6559d9b
Source dataset
uspto-grants-1976_01
Patent number
US03933906

Reaction notes

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