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

HRID 647185Notes

Reaction equation

HRID 647185 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-d613532c5ce544eb88e74f08e310f982
Source dataset
uspto-grants-1983_10
Patent number
US04407811

Reaction notes

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