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

HRID 75635

반응식

HRID 75635 반응식
[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

참가 물질

4

반응물 2

HCID 867Malonic AcidHCID 7595Carbanilide

생성물 1

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

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

반응 조건

온도
90 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-5bc2ea202f5a4324ab8f4d8de557b541
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835443B2

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