Water → HCID 18509262, compound

HRID 1356652Notes

Reaction equation

HRID 1356652 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][C:3]=1[C:11]([NH2:13])=[O:12].[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1.O>N1C=CC=CC=1>[C:11]([C:3]1[CH:4]=[C:5]([C:6](=[O:7])[NH2:8])[CH:9]=[CH:10][C:2]=1[NH:1][S:20]([C:17]1[CH:18]=[CH:19][C:14]([CH3:24])=[CH:15][CH:16]=1)(=[O:22])=[O:21])(=[O:12])[NH2:13]

Participants

5

Reactant 3

HCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 149353654-Aminoisophthalamide

Product 1

HCID 18509262HCID 18509262, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 4-aminoisophthalamide (1.00 g (5.58 mmol) in pyridine (10.0 ml), p-toluenesulfonyl chloride (1.06 g (5.58 mmol) was added with stirring at room temperature. After 3 hours' stirring at room temperature, water was added to the reaction mixture to separate crystals. The crystals were filtered and washed with water and ethyl acetate to give 0.94 g (51%) of 2′,4′-dicarbamoyl-p-toluenesulfonanilide as white crystals.

Workup

  1. stirringAfter 3 hours' stirring at room temperature
  2. customto separate crystals
  3. filtrationThe crystals were filtered
  4. washwashed with water and ethyl acetate

Sources & evidence

ORD record
ord-ac455add5e2747b68631d5485b9e9030
Source dataset
uspto-grants-2003_07
Patent number
US06586617B1

Reaction notes

Loading…