1,8-Diazabicyclo(5.4.0)undec-7-ene → 7,8-dihydro-3-nitro-6H-cyclopenta[g]quinoline

HRID 36930ノート

反応式

HRID 36930 の反応式
ClC1C=CC=CC=1[C:4]([C:6]1[CH:14]=[C:13]2[C:9]([CH2:10][CH2:11][CH2:12]2)=[CH:8][C:7]=1[NH:15][CH:16]=[CH:17][N+:18]([O-:20])=[O:19])=O.C1CCN2C(=NCCC2)CC1>C1C=CC=CC=1>[N+:18]([C:17]1[CH:16]=[N:15][C:7]2[C:6]([CH:4]=1)=[CH:14][C:13]1[CH2:12][CH2:11][CH2:10][C:9]=1[CH:8]=2)([O-:20])=[O:19]

参加物

4

反応物 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 677827716-(2-Chlorobenzoyl)-5-(2-nitroethenylamino)indan

生成物 1

HCID 867486777,8-dihydro-3-nitro-6H-cyclopenta[g]quinoline

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

反応条件

温度
90 °C

実験手順

6-(2-Chlorobenzoyl)-5-(2-nitroethenylamino)indan (4.8 g) was added in small portions to a solution of DBU (4.8 g) in benzene (50 ml) with heating at 90° C. The mixture was refluxed for 30 minutes and, then, washed with 2N HCl and water and dried (MgSO4). The solvent was then distilled off to give crystals of 4-2-chlorophenyl)-7,8-dihydro-3-nitro-6H -cyclopenta[g]quinoline. The crystals were collected by filtration and washed with methanol (4.50 g, 99.1%). Recrystallization from ethanol gave light brown prisms, mp. 175°-176° C.

後処理

  1. temperatureThe mixture was refluxed for 30 minutes
  2. washwashed with 2N HCl and water
  3. dry with materialdried (MgSO4)
  4. distillationThe solvent was then distilled off

出典と根拠

ORDレコード
ord-f4f7f8af08964c71ac06daedd7fb8b15
出典データセット
uspto-grants-1995_05
特許番号
US05418239

反応ノート

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