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Urea → Barbituric acid, 5-octyl-

HRID 1872573
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HRID 1872573 반응식
[Na].[CH2:2]([CH:10]([C:16]([O:18]CC)=O)[C:11]([O:13]CC)=O)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[NH2:21][C:22]([NH2:24])=[O:23]>C(O)C>[CH2:2]([CH:10]1[C:11](=[O:13])[NH:24][C:22](=[O:23])[NH:21][C:16]1=[O:18])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1176UreaHCID 252340Diethyl octylmalonateHCID 5360545Sodium

생성물 1

HCID 260794Barbituric acid, 5-octyl-수율 75.7%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

To a solution of sodium (5.32 g) in 400 ml of anhydrous ethanol is added a solution of diethyl 2-octylmalonate (31.5 g) in 50 ml of ethanol and successively 10.27 g of urea, then the mixture is refluxed for 2 hours 30 minutes. The mixture is rapidly cooled to room temperature and the solid which was formed is recovered by filtration and washed with diethyl ether. The solid is then dissolved in 200 ml. of water and acidified with 6 N hydrochloric acid until pH 1.5-2 is reached. A solid separates. The mixture is added with 200 ml of ethyl acetate and it is stirred for 2 hours, then it is added with additional 800 ml of warm ethyl acetate. The organic phase is separated and the aqueous phase is washed with 200 ml of ethyl acetate. The pooled organic phases are washed with 250 ml of saturated aqueous solution of sodium chloride, dried over sodium sulfate and concentrated to dryness. 21.03 g of the product are obtained.

후처리

  1. temperaturethe mixture is refluxed for 2 hours 30 minutes
  2. customthe solid which was formed
  3. filtrationis recovered by filtration
  4. washwashed with diethyl ether
  5. dissolutionThe solid is then dissolved in 200 ml
  6. additionThe mixture is added with 200 ml of ethyl acetate and it
  7. additionit is added with additional 800 ml of warm ethyl acetate
  8. customThe organic phase is separated
  9. washthe aqueous phase is washed with 200 ml of ethyl acetate
  10. washThe pooled organic phases are washed with 250 ml of saturated aqueous solution of sodium chloride
  11. dry with materialdried over sodium sulfate
  12. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-797a8ad0f0704e8e85bf7d6bd9d31473
출처 데이터셋
uspto-grants-2000_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06110924

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