Uracil → Ethyl 2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetate

HRID 1416402노트

반응식

HRID 1416402 반응식
[NH:1]1[CH:8]=[CH:7][C:5](=[O:6])[NH:4][C:2]1=[O:3].Br[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>O.CS(C)=O>[O:3]=[C:2]1[NH:4][C:5](=[O:6])[CH:7]=[CH:8][N:1]1[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]

참가 물질

7

반응물 4

HCID 1174UracilHCID 5238Sodium IodideHCID 7748Ethyl bromoacetateHCID 11430Potassium Carbonate

생성물 1

HCID 293824Ethyl 2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetate

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

반응 조건

온도
90 °C

실험 절차

A dimethyl sulfoxide solution (150 mL) containing 10.02 g of uracil, 3.3 mL of ethyl bromoacetate, 13.85 g of potassium carbonate and 4.52 g of sodium iodide was stirred at 90° C. for six hours. The reaction mixture was poured over water and the mixture was extracted with chloroform. The extracts were combined, dried over sodium sulfate and concentrated in vacuo. The concentrate was poured over a saturated saline solution, the mixture was extracted with ethyl acetate and the extract was dried over sodium sulfate. After concentration, the resulting residue was recrystallized from ethyl acetate to give 2.30 g of ethyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-1-acetate.

후처리

  1. extractionthe mixture was extracted with chloroform
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated in vacuo
  4. additionThe concentrate was poured over a saturated saline solution
  5. extractionthe mixture was extracted with ethyl acetate
  6. dry with materialthe extract was dried over sodium sulfate
  7. concentrationAfter concentration
  8. customthe resulting residue was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-c94bbe17386441bf9047c526e886e22b
출처 데이터셋
uspto-grants-1999_06
특허 번호
US05912261

반응 노트

불러오는 중…