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

HRID 434840Notes

Reaction equation

HRID 434840 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 1 N 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-a934d313370c40578191750b1ce769e6
Source dataset
uspto-grants-1983_08
Patent number
US04399296

Reaction notes

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