Sodium Hydroxide → HCID 12962584, compound

HRID 1262934Notes

Reaction equation

HRID 1262934 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2([OH:15])C(=O)N[C:9](=[O:13])[NH:8][C:7]2=[O:14])=[CH:2]1.[OH-].[Na+]>>[O:1]1[CH:5]=[CH:4][C:3]([CH:6]2[O:15][C:9](=[O:13])[NH:8][C:7]2=[O:14])=[CH:2]1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 12962678HCID 12962678, compound

Product 1

HCID 12962584HCID 12962584, compoundYield 36.5%

Procedure

5-(3-Furyl)-5-hydroxy-2,4,6(1H,3H,5H)pyrimidinetrione (1.62 g.) was dissolved in 15 ml. of 1 N sodium hydroxide, and allowed to stand for 15 minutes at room temperature, and then extracted with 5 ml. of ethyl acetate. The aqueous layer was acidified with glacial acetic acid (about 1.5 ml.) and product extracted into 25 ml. of ethyl acetate. The extract was back washed with 5 ml. of water, filtered through a bed of anhydrous sodium sulfate, and evaporated to yield crude product as an oil (470 mg., m/e 167). Crystallization from chloroform gave purified 5-(3-furyl)oxazolidine-2,4-dione (129 mg., m.p. 88°-90° C., m/e 167). A second, lower melting crop was obtained from mother liquor.

Workup

  1. extractionextracted with 5 ml
  2. extractionextracted into 25 ml
  3. washThe extract was back washed with 5 ml
  4. filtrationof water, filtered through a bed of anhydrous sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-941da7cf1bce4289af40f3e112e4a7f4
Source dataset
uspto-grants-1984_06
Patent number
US04454320

Reaction notes

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