Acetic Anhydride → 1-[(4-Morpholino)phenylsulphonyl]-2-pyrrolidinone

HRID 1090109Notes

Reaction equation

HRID 1090109 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[CH:11][C:10]([S:13]([NH:16][CH:17](CC)[C:18](O)=O)(=[O:15])=[O:14])=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.[C:23]([O-:26])(=O)[CH3:24].[Na+].C(OC(=O)C)(=O)C>>[O:1]1[CH2:2][CH2:3][N:4]([C:7]2[CH:12]=[CH:11][C:10]([S:13]([N:16]3[CH2:17][CH2:18][CH2:24][C:23]3=[O:26])(=[O:15])=[O:14])=[CH:9][CH:8]=2)[CH2:5][CH2:6]1

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 19811002(4-Morpholinophenylsulphonylamino)butyric acid

Product 1

HCID 104706421-[(4-Morpholino)phenylsulphonyl]-2-pyrrolidinoneYield 96.4%

Procedure

6.2 g of product obtained in Stage A, 6.2 g of sodium acetate and 124 cm3 of acetic anhydride are heated to reflux for 4 hours. After cooling to ambient temperature and evaporating to dryness, the residue is taken up with 50 cm3 of water, filtered, washed with 10 cm3 of water and dried. 5.65 g of expected product is obtained.

Workup

  1. temperatureto reflux for 4 hours
  2. customevaporating to dryness
  3. filtrationfiltered
  4. washwashed with 10 cm3 of water
  5. customdried

Sources & evidence

ORD record
ord-245b8c51c83844f9be4336a4638d20e4
Source dataset
uspto-grants-1992_01
Patent number
US05081130

Reaction notes

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