4-Nitroquinoline 1-Oxide → 4-Aminoquinoline

HRID 2187593

반응식

HRID 2187593 반응식
[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

참가 물질

4

반응물 1

HCID 59554-Nitroquinoline 1-Oxide

생성물 1

HCID 684764-Aminoquinoline수율 79.3%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

반응 조건

온도
110 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-77a46cffceed4959a9febd6489e241ba
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06410561B1

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