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

HRID 75635

反応式

HRID 75635 の反応式
[C:1]1([NH:7][C:8]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17](O)(=[O:22])[CH2:18][C:19](O)=[O:20]>C(OC(=O)C)(=O)C>[C:11]1([N:10]2[C:19](=[O:20])[CH2:18][C:17](=[O:22])[N:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:8]2=[O:9])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

4

反応物 2

HCID 867Malonic AcidHCID 7595Carbanilide

生成物 1

HCID 27849521,3-diphenyl-2,4,6(1H,3H,5H)-pyrimidinetrione収率 40%

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

反応条件

温度
90 °C

実験手順

Acetic anhydride (290 ml) was added to 1,3-diphenylurea 18 (148 g), malonic acid 4 (81.6 g) was added under a nitrogen atmosphere, and the mixture was stirred at 90° C. for 3 hrs. The mixture was stirred at 100° C. for 1.5 hrs and allowed to cool to room temperature. The reaction mixture was concentrated under reduced pressure. Ethanol (500 ml) was added to the residue, and the mixture was stirred at 90° C. When the mixture was cooled to 40° C., the crystals were collected by filtration, washed with ethanol and dried to give 1,3-diphenyl-pyrimidine-2,4,6-trione 19 (78.0 g, yield 40%).

後処理

  1. additionwas added under a nitrogen atmosphere
  2. stirringThe mixture was stirred at 100° C. for 1.5 hrs
  3. temperatureto cool to room temperature
  4. concentrationThe reaction mixture was concentrated under reduced pressure
  5. additionEthanol (500 ml) was added to the residue
  6. stirringthe mixture was stirred at 90° C
  7. temperatureWhen the mixture was cooled to 40° C.
  8. filtrationthe crystals were collected by filtration
  9. washwashed with ethanol
  10. customdried

出典と根拠

ORDレコード
ord-5bc2ea202f5a4324ab8f4d8de557b541
出典データセット
uspto-grants-2014_09
特許番号
US08835443B2

関連ノート

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