Methylmalonic Acid → 1,3,5-Trimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione

HRID 463294

反応式

HRID 463294 の反応式
[CH3:1][NH:2][C:3]([NH:5][CH3:6])=[O:4].[CH3:7][CH:8]([C:12]([OH:14])=O)[C:9]([OH:11])=O.C(OC(=O)C)(=O)C>C(O)(=O)C>[CH3:1][N:2]1[C:9](=[O:11])[CH:8]([CH3:7])[C:12](=[O:14])[N:5]([CH3:6])[C:3]1=[O:4]

参加物

5

反応物 3

HCID 487Methylmalonic AcidHCID 7293N,N'-DimethylureaHCID 7918Acetic Anhydride

生成物 1

HCID 818201,3,5-Trimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione収率 42%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
90 °C

実験手順

75 g (0.85 mol) of 1,3-dimethylurea and 102 g (0.86 mol) of methyl malonic acid were dissolved in 300 ml of glacial acetic acid at 65° C. To the solution was added 330 ml of acetic anhydride, the temperature was gradually raised and the mixture was refluxed by heating at 90° C. for 6 hours. The reaction solution was concentrated under reduced pressure, and benzene was added to the residue. The crystals thus-deposited were collected by filtration and recrystallized from benzene to obtain 60 g of 1,3,5-trimethylbarbituric acid. Yield: 42%, Melting Point: 83° to 85° C.

後処理

  1. temperaturethe temperature was gradually raised
  2. temperaturethe mixture was refluxed
  3. concentrationThe reaction solution was concentrated under reduced pressure, and benzene
  4. additionwas added to the residue
  5. filtrationThe crystals thus-deposited were collected by filtration
  6. customrecrystallized from benzene

出典と根拠

ORDレコード
ord-f269a157919840d7a4b8c7fd091a9142
出典データセット
uspto-grants-1985_05
特許番号
US04518685

関連ノート

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