Malonic Acid → 1-Methyl-2,4,6(1H,3H,5H)-pyrimidinetrione

HRID 1465971

반응식

HRID 1465971 반응식
[C:1]([OH:7])(=O)[CH2:2][C:3]([OH:5])=O.[CH3:8][NH:9][C:10]([NH2:12])=[O:11].C(OC(=O)C)(=O)C>C(O)(=O)C>[CH3:8][N:9]1[C:1](=[O:7])[CH2:2][C:3](=[O:5])[NH:12][C:10]1=[O:11]

참가 물질

5

반응물 3

HCID 867Malonic AcidHCID 7918Acetic AnhydrideHCID 11719Methylurea

생성물 1

HCID 757221-Methyl-2,4,6(1H,3H,5H)-pyrimidinetrione수율 65.8%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
90 °C

실험 절차

To a solution of malonic acid (80 g, 0.79 mol) and methylurea (50 g, 0.68 mol) in 180 ml of acetic acid at 70° C., acetic anhydride (130 ml, 1.37 mol) is added slowly. After the completion of the addition, the reaction mixture is stirred at 90° C. for 3 hours, and then cooled to room temperature. The solvent is removed under reduced pressure, and the residue is treated with 350 mL of ethanol to precipitate out yellowish solid. The solid is recrystallized from ethanol to give 63.1 g product as crystalline solids (Yield: 65.8%). m.p.=131.2-133.1° C. [Lit.': m.p.=130-131.5° C.].

후처리

  1. additionAfter the completion of the addition
  2. temperaturecooled to room temperature
  3. customThe solvent is removed under reduced pressure
  4. additionthe residue is treated with 350 mL of ethanol
  5. customto precipitate out yellowish solid
  6. customThe solid is recrystallized from ethanol

출처 및 근거

ORD 기록
ord-2b72d09462074b6a8b058576235d0098
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09000001B2

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