Water → HCID 21954655, compound

HRID 1274049Notes

Reaction equation

HRID 1274049 reaction equation
[OH:1][N:2]1[C:6](=[O:7])[CH2:5][CH2:4][C:3]1=[O:8].[C:9]1([S:15](Cl)(=[O:17])=[O:16])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.O>C(=O)([O-])[O-].[Na+].[Na+]>[C:9]1([S:15]([OH:17])(=[O:1])=[O:16])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[C:3]1(=[O:8])[NH:2][C:6](=[O:7])[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 962WaterHCID 7369Benzenesulfonyl chlorideHCID 80170N-Hydroxysuccinimide

Product 1

HCID 21954655HCID 21954655, compound

Reagents, catalysts & solvents 1

HCID 10340Sodium CarbonateSolvent

Procedure

In 45 g of 5% aqueous solution of sodium carbonate was dissolved 3.5 g of N-hydroxysuccinimide. To the resulting solution was dropwise added 6.0 g of benzenesulfonyl chloride at room temperature. After the dropping the reaction mixture was stirred at room temperature for 2 hours. Then, the reaction mixture was poured into 300 ml of water and the deposited crystalline product was collected by filtration. The crystalline product was washed with water until the washings had reached neutrality, and then recrystallized from acetone/water mixture to obtain succinimide benzenesulfonate.

Workup

  1. customat room temperature
  2. filtrationthe deposited crystalline product was collected by filtration
  3. washThe crystalline product was washed with water until the washings
  4. customrecrystallized from acetone/water mixture

Sources & evidence

ORD record
ord-d22d94e019bc4acfb010da58fcbe03d1
Source dataset
uspto-grants-2000_12
Patent number
US06156476

Reaction notes

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