Sodium Acetate → 1-[4-(Dimethylamino)benzenesulphonyl]-2-piperidinone

HRID 2248563Notes

Reaction equation

HRID 2248563 reaction equation
[CH3:1][N:2]([CH3:20])[C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17](O)=[O:18])(=[O:11])=[O:10])=[CH:5][CH:4]=1.C([O-])(=O)C.[Na+]>C(OC(=O)C)(=O)C>[CH3:1][N:2]([CH3:20])[C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH2:13][CH2:14][CH2:15][CH2:16][C:17]2=[O:18])(=[O:11])=[O:10])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 117223405-(4-Dimethylaminobenzenesulphonylamino)valeric acid

Product 1

HCID 104015271-[4-(Dimethylamino)benzenesulphonyl]-2-piperidinoneYield 82%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

4.8 g of product obtained in stage A is heated to reflux for 3 hours with 4.8 g of sodium acetate in 48 cm3 of acetic anhydride. The mixture is cooled to room temperature and evaporated to dryness, the residue is taken up in 50 cm3 of water, filtered off and dried and 3.7 g of expected crude product are obtained. M.p. 165°-170° C. After crystallization in ethanol, 2.9 g of pure product are obtained. M.p. 169°-171° C.

Workup

  1. customevaporated to dryness
  2. filtrationfiltered off
  3. customdried

Sources & evidence

ORD record
ord-d4b3c4c987724d5a9b2c206d617c26c4
Source dataset
uspto-grants-1991_08
Patent number
US05041436

Reaction notes

Loading…