4-Nitroquinoline 1-Oxide → 4-Aminoquinoline

HRID 2187593

反応式

HRID 2187593 の反応式
[N+:1]([C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N+:7]([O-])=[CH:6][CH:5]=1)([O-])=O>C(O)(=O)C.[Fe]>[NH2:1][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=[CH:6][CH:5]=1

参加物

4

反応物 1

HCID 59554-Nitroquinoline 1-Oxide

生成物 1

HCID 684764-Aminoquinoline収率 79.3%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

反応条件

温度
110 °C

実験手順

A suspension of 4-nitroquinoline N-oxide (10 g, 52.5 mmol) and metal iron (26.4 g, 0.47 mol) in acetic acid (500 ml) was stirred under heating at 110° C. for 3 hr. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. To the residue was added an aqueous sodium hydroxide solution to make the solution alkaline, which was followed by extraction with chloroform (5 ml×6). The orgariic layer was washed with water and saturated brine, dried over sodium sulfate and concentrated under reduced pressure to give 4-aminoquinoline (6.0 g, 79%, brown crystals).

後処理

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionTo the residue was added an aqueous sodium hydroxide solution
  4. extractionwas followed by extraction with chloroform (5 ml×6)
  5. washThe orgariic layer was washed with water and saturated brine
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-77a46cffceed4959a9febd6489e241ba
出典データセット
uspto-grants-2002_06
特許番号
US06410561B1

関連ノート

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