Tetrahydrofuran → 1-Methylimidazolidine-2,4,5-trione

HRID 247547

반응식

HRID 247547 반응식
[CH3:1][NH:2][C:3]([NH2:5])=[O:4].O1CCCC1.[C:11](Cl)(=[O:15])[C:12](Cl)=[O:13].C(OCC)(=O)C>O>[CH3:1][N:2]1[C:12](=[O:13])[C:11](=[O:15])[NH:5][C:3]1=[O:4]

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 11719MethylureaHCID 65578Oxalyl chloride

생성물 1

HCID 1231961-Methylimidazolidine-2,4,5-trione수율 87.6%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

6.6 g of methylurea was added to 200 ml of anhydrous tetrahydrofuran and the suspension was stirred in an ice-water bath. 12.5 g of oxalyl chloride was added dropwise to the suspension, and the stirring was continued for 30 minutes in an ice-water bath. 200 ml of ethyl acetate and 70 ml of water were added to the reaction mixture and the organic layer was obtained by extraction. The water layer was further extracted with 130 ml of ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate and evaporated to dryness, and the crude residue was recrystallized from ethyl acetate-hexane to give 10.0 g of 1-methylimidazolidinetrione in the form of colorless needle crystals. The resulting compound was stirred in 1N ammonia water for a hour at room temperature. The solution was evaporated to dryness and the residue was recrystallized from water-ethanol to give 7.7 g of 5-methyloxaluric acid ammonium salt (compound 1) in the form of colorless prism crystals.

후처리

  1. customthe organic layer was obtained by extraction
  2. extractionThe water layer was further extracted with 130 ml of ethyl acetate
  3. dry with materialThe resulting organic layer was dried over anhydrous sodium sulfate
  4. customevaporated to dryness
  5. customthe crude residue was recrystallized from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-5ed321ce7c8e41d2aee810344d8b8561
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04708954

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