Cyclohexanemethylamine → (7-Bromo-3-nitroquinolin-4-yl)cyclohexylmethylamine

HRID 9461

反応式

HRID 9461 の反応式
[CH:1]1([CH2:7][NH2:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:9][C:10]1[CH:19]=[C:18]2[C:13]([C:14](Cl)=[C:15]([N+:20]([O-:22])=[O:21])[CH:16]=[N:17]2)=[CH:12][CH:11]=1>ClCCl>[Br:9][C:10]1[CH:19]=[C:18]2[C:13]([C:14]([NH:8][CH2:7][CH:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)=[C:15]([N+:20]([O-:22])=[O:21])[CH:16]=[N:17]2)=[CH:12][CH:11]=1

参加物

4

反応物 2

HCID 76688CyclohexanemethylamineHCID 219843617-Bromo-4-chloro-3-nitroquinoline

生成物 1

HCID 68820944(7-Bromo-3-nitroquinolin-4-yl)cyclohexylmethylamine収率 62.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Under a nitrogen atmosphere, cyclohexylmethylamine (40.9 mL, 315 mmol) was added dropwise to a solution of 7-bromo-4-chloro-3-nitroquinoline (30.0 g, 105 mmol) in dichloromethane (524 mL). The reaction was stirred for 18 hours at ambient temperature and then concentrated under reduced pressure. Water (200 mL) was added to the residue, and the mixture was stirred for three hours. Acetonitrile was added; a precipitate formed. The solid was isolated by filtration, dried under a flow of air for two hours, and recrystallized from acetonitrile to provide 24.0 g of (7-bromo-3-nitroquinolin-4-yl)cyclohexylmethylamine as a yellow solid.

後処理

  1. concentrationconcentrated under reduced pressure
  2. additionWater (200 mL) was added to the residue
  3. stirringthe mixture was stirred for three hours
  4. additionAcetonitrile was added
  5. customa precipitate formed
  6. customThe solid was isolated by filtration
  7. customdried under a flow of air for two hours
  8. customrecrystallized from acetonitrile

出典と根拠

ORDレコード
ord-87647dbc841a4245be527a11092613db
出典データセット
uspto-grants-2006_08
特許番号
US07091214B2

関連ノート

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