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Urea → 5-(1-Methylethyl)-2,4,6(1H,3H,5H)-pyrimidinetrione

HRID 1643354
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HRID 1643354 반응식
[Na].[C:2]([O:10]CC)(=O)[CH2:3][C:4]([O:6]CC)=O.Br[CH:14]([CH3:16])[CH3:15].[NH2:17][C:18]([NH2:20])=[O:19]>C(O)C.CO.O.Cl>[CH:14]([CH:3]1[C:2](=[O:10])[NH:20][C:18](=[O:19])[NH:17][C:4]1=[O:6])([CH3:16])[CH3:15]
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참가 물질

9

반응물 4

HCID 1176UreaHCID 63582-BromopropaneHCID 7761Diethyl MalonateHCID 5360545Sodium2회

생성물 1

HCID 818745-(1-Methylethyl)-2,4,6(1H,3H,5H)-pyrimidinetrione수율 43.4%

시약·촉매·용매 4

HCID 313Hydrochloric Acid용매
HCID 702
Ethanol
용매
HCID 887Methanol용매
HCID 962Water용매

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온도
80 °C

실험 절차

Sodium metal (1.28 kg, 55.65 mol) was dissolved in ethanol (25 L) under nitrogen atmosphere at 0° C. (bath temperature). Diethyl malonate (7.45 kg, 46.51 mol) was added to the solution and the mixture was heated to 80° C. 2-Bromopropane (8.00 kg, 65 mol) was added dropwise to the solution for 1 hour, and the solution was refluxed for 10 hours. The solution was cooled to room temperature. Sodium metal (1.22 kg, 53.04 mol) was dissolved into the solution under nitrogen atmosphere at 0° C. Urea (2.78 kg, 46.28 mol) in methanol (15 L) was added to the solution over 2 hours and the reaction mixture was refluxed for 20 hours. The reaction mixture was diluted with water (35 L) and conc. HCl (5 L), and cooled to room temperature. The precipitate was collected by filtration, washed with water (20 L), ether (15 L), n-hexane (20 L) and dried in vacuum at 40° C. for 10 hours to give 5-isopropylbarbituric acid as a white solid (3.42 kg, 20.10 mol, 43% yield).

후처리

  1. temperaturethe solution was refluxed for 10 hours
  2. temperatureThe solution was cooled to room temperature
  3. temperaturethe reaction mixture was refluxed for 20 hours
  4. temperaturecooled to room temperature
  5. filtrationThe precipitate was collected by filtration
  6. washwashed with water (20 L), ether (15 L), n-hexane (20 L)
  7. customdried in vacuum at 40° C. for 10 hours

출처 및 근거

ORD 기록
ord-c6053edb77fd44cabe31e4607f917f38
출처 데이터셋
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08119800B2

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