Sodium saccharin → N-[(4-Carbethoxybenzoyl)methyl]saccharin

HRID 864896

Reaction equation

HRID 864896 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:15]=[CH:14][C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][CH:6]=1)=[O:4].[CH:16]1[CH:21]=[C:20]2[C:22]([N-:24][S:25](=[O:27])(=[O:26])[C:19]2=[CH:18][CH:17]=1)=[O:23].[Na+]>CN(C)C=O>[C:9]([C:8]1[CH:14]=[CH:15][C:5]([C:3]([CH2:2][N:24]2[C:22](=[O:23])[C:20]3[C:19](=[CH:18][CH:17]=[CH:16][CH:21]=3)[S:25]2(=[O:27])=[O:26])=[O:4])=[CH:6][CH:7]=1)([O:11][CH2:12][CH3:13])=[O:10]

Participants

4

Reactant 2

HCID 656582Sodium saccharinHCID 11966043Ethyl 4-(2-bromoacetyl)benzoate

Product 1

HCID 19417371N-[(4-Carbethoxybenzoyl)methyl]saccharin

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

45 mmol of ethyl 4-bromoacetylbenzoate in 120 ml of dimethylformamide and 48 mmol of sodium saccharinate are maintained at 100° C. for 180 minutes. After evaporation of the solvent, taking up in 200 ml of water, extraction with dichloromethane, drying and evaporation, the residue is taken up in isopropyl ether, then filtered and taken to the expected product.

Workup

  1. customAfter evaporation of the solvent
  2. extractionextraction with dichloromethane
  3. customdrying
  4. customevaporation
  5. filtrationfiltered

Sources & evidence

ORD record
ord-dcc26bda2edd4dff9ded4d69e88ab0cb
Source dataset
uspto-grants-1996_10
Patent number
US05565429

Linked notes

Loading…