O-ethylhydroxylamine hydrochloride → 1-ethoxy-2-propyl-1H-imidazo[4,5-c]quinoline

HRID 2105463ノート

反応式

HRID 2105463 の反応式
Cl.[CH2:2]([O:4][NH2:5])[CH3:3].Cl[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=[CH:9][C:8]=1[NH:17][C:18](=O)[CH2:19][CH2:20][CH3:21]>C(O)C>[CH2:2]([O:4][N:5]1[C:7]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[CH:9][C:8]=2[N:17]=[C:18]1[CH2:19][CH2:20][CH3:21])[CH3:3]

参加物

4

反応物 2

HCID 76850O-ethylhydroxylamine hydrochlorideHCID 57447109HCID 57447109、化合物

生成物 1

HCID 675069631-ethoxy-2-propyl-1H-imidazo[4,5-c]quinoline収率 93.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Ethoxyamine hydrochloride (2.34 g, 2.0 eq) was added to a solution of N-(4-chloroquinolin-3-yl)butyramide (3.0 g, 1.0 eq) in ethanol (75 mL). The reaction mixture was heated at reflux for 3 hours, cooled to ambient temperature, and then concentrated under reduced pressure. The residue was partitioned between dichloromethane and aqueous saturated sodium bicarbonate. The organic layer was separated and concentrated under reduced pressure to provide 2.89 g of 1-ethoxy-2-propyl-1H-imidazo[4,5-c]quinoline.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 3 hours
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was partitioned between dichloromethane and aqueous saturated sodium bicarbonate
  5. customThe organic layer was separated
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-e7ded51ddc1846c2b28dda462bddf8a4
出典データセット
uspto-grants-2009_08
特許番号
US07579359B2

反応ノート

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