Sodium Hydroxide → 5-Phenyloxazolidine-2,4-dione

HRID 544312Notes

Reaction equation

HRID 544312 reaction equation
[OH:1][C:2]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)C(=O)N[C:5](=[O:9])[NH:4][C:3]1=[O:10].[OH-].[Na+]>>[C:11]1([CH:2]2[O:1][C:5](=[O:9])[NH:4][C:3]2=[O:10])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 2784956HCID 2784956, compound

Product 1

HCID 840425-Phenyloxazolidine-2,4-dione

Procedure

5-Hydroxy-5-phenyl-2,4,6(1H,3H,5H)pyrimidinetrione (0.7 g.) is dissolved in 15 ml. of 1N sodium hydroxide, stirred at room temperature for 15 minutes, extracted with ethyl acetate, made slightly acidic with about 1 ml. of glacial acetic acid, and extracted with 25 ml. of ethyl acetate. The latter ethyl acetate extract is back washed with about 6.5 ml. of water, filtered over a bed of anhydrous magnesium sulfate and evaporated to yield 5-phenyloxazolidine-2,4-dione.

Workup

  1. extractionextracted with ethyl acetate
  2. extractionof glacial acetic acid, and extracted with 25 ml
  3. extractionThe latter ethyl acetate extract
  4. washis back washed with about 6.5 ml
  5. filtrationof water, filtered over a bed of anhydrous magnesium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-f463450932764006883706e11978d7d3
Source dataset
uspto-grants-1984_05
Patent number
US04448971

Reaction notes

Loading…