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Phosphorus pentachloride → 4-Chloro-7-methoxy-6-nitroquinoline-3-carbonitrile

HRID 379104
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인쇄 미리보기

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HRID 379104 반응식
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7](=O)[C:8]([C:13]#[N:14])=[CH:9][NH:10]2)=[CH:5][C:4]=1[N+:16]([O-:18])=[O:17].P(Cl)(Cl)(Cl)(Cl)[Cl:20]>>[Cl:20][C:7]1[C:6]2[C:11](=[CH:12][C:3]([O:2][CH3:1])=[C:4]([N+:16]([O-:18])=[O:17])[CH:5]=2)[N:10]=[CH:9][C:8]=1[C:13]#[N:14]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 24819Phosphorus pentachlorideHCID 109777094-Hydroxy-7-methoxy-6-nitroquinoline-3-carbonitrile

생성물 1

HCID 111399754-Chloro-7-methoxy-6-nitroquinoline-3-carbonitrile

반응 조건

온도
165 °C

실험 절차

A mixture of 5.3 g (21.6 mmol) of 1,4-dihydro-7-methoxy-6-nitro-4-oxo-quinoline-3-carbonitrile and 9 g (43.2 mmol) of phosphorous pentachloride was heated at 165° C. for 2 hours. The mixture was diluted with hexanes and the solid was collected. The solid was dissolved in 700 ml ethyl acetate and washed with cold dilute sodium hydroxide solution. The solution was dried over magnesium sulfate and filtered through a pad of silica gel giving 5.2 g of 4-chloro-7-methoxy-6-nitro-quinoline-3-carbonitrile as a tan solid.

후처리

  1. customthe solid was collected
  2. dissolutionThe solid was dissolved in 700 ml ethyl acetate
  3. washwashed with cold dilute sodium hydroxide solution
  4. dry with materialThe solution was dried over magnesium sulfate
  5. filtrationfiltered through a pad of silica gel giving 5.2 g of 4-chloro-7-methoxy-6-nitro-quinoline-3-carbonitrile as a tan solid

출처 및 근거

ORD 기록
ord-953e2560e9b14a61aadc14f9155b5fb0
출처 데이터셋
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06297258B1

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