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

HRID 1465971

反応式

HRID 1465971 の反応式
[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]

参加物

5

反応物 3

HCID 867Malonic AcidHCID 7918Acetic AnhydrideHCID 11719Methylurea

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
90 °C

実験手順

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.].

後処理

  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

出典と根拠

ORDレコード
ord-2b72d09462074b6a8b058576235d0098
出典データセット
uspto-grants-2015_04
特許番号
US09000001B2

関連ノート

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