1,8-Diazabicyclo(5.4.0)undec-7-ene → 4-(2-chlorophenyl)-7,8-dihydro-3-nitro-6H-cyclopenta[g]quinoline

HRID 258037ノート

反応式

HRID 258037 の反応式
[Cl:1][C:2]1[CH:24]=[CH:23][CH:22]=[CH:21][C:3]=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>[Cl:1][C:2]1[CH:24]=[CH:23][CH:22]=[CH:21][C:3]=1[C:4]1[C:6]2[C:7](=[CH:8][C:9]3[CH2:10][CH2:11][CH2:12][C:13]=3[CH:14]=2)[N:15]=[CH:16][C:17]=1[N+:18]([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 199365644-(2-chlorophenyl)-7,8-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-88eb710475be48998fec819835936882
出典データセット
uspto-grants-1993_11
特許番号
US05264454

反応ノート

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