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

HRID 613563ノート

反応式

HRID 613563 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8ac6ca2330e742f1989c43af8538ad46
出典データセット
uspto-grants-1999_12
特許番号
US06008230

反応ノート

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