Biphenyl → 1,4-Dihydro-5-methyl-8-nitro-4-oxoquinoline

HRID 613563노트

반응식

HRID 613563 반응식
C1(OC2C=CC=CC=2)C=CC=CC=1.C1(C2C=CC=CC=2)C=CC=CC=1.[CH3:26][C:27]1[CH:28]=[CH:29][C:30]([N+:45]([O-:47])=[O:46])=[C:31]([CH:44]=1)[NH:32][CH:33]=[C:34]1[C:42](=[O:43])OC(C)(C)OC1=O>CCCCCC>[CH3:26][C:27]1[CH:28]=[CH:29][C:30]([N+:45]([O-:47])=[O:46])=[C:31]2[C:44]=1[C:42](=[O:43])[CH:34]=[CH:33][NH:32]2

참가 물질

5

반응물 3

HCID 7095BiphenylHCID 7583Diphenyl EtherHCID 53705573Isopropylidene (5-methyl-2-nitroanilino)methylenemalonate

생성물 1

HCID 195926861,4-Dihydro-5-methyl-8-nitro-4-oxoquinoline수율 90.4%

시약·촉매·용매 1

HCID 8058Hexane용매

반응 조건

온도
100 °C

실험 절차

To a stirred mixture of diphenyl ether (37 g) and biphenyl (13 g) was added isopropylidene (5-methyl-2-nitroanilino)methylenemalonate (14.6 g) at 220° C., and the mixture was heated at the same temperature for half an hour. The reaction mixture was allowed to cool to 100° C. and then n-hexane (100 ml) was added dropwise to the mixture. After cooling to ambient temperature, the precipitate was collected by filtration. The solid was washed with hot ethanol (70 ml) and allowed to cool to ambient temperature. The solid was collected by filtration and air-dried to give 1,4-dihydro-5-methyl-8-nitro-4-oxoquinoline (8.8 g) as a dark brown solid.

후처리

  1. temperaturethe mixture was heated at the same temperature for half an hour
  2. temperatureAfter cooling to ambient temperature
  3. filtrationthe precipitate was collected by filtration
  4. washThe solid was washed with hot ethanol (70 ml)
  5. temperatureto cool to ambient temperature
  6. filtrationThe solid was collected by filtration
  7. customair-dried

출처 및 근거

ORD 기록
ord-8ac6ca2330e742f1989c43af8538ad46
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06008230

반응 노트

불러오는 중…