Phosphorus oxychloride → 4-Chloro-7-ethoxy-6-nitroquinoline-3-carbonitrile

HRID 548446노트

반응식

HRID 548446 반응식
[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8](O)=[C:9]([C:14]#[N:15])[CH:10]=[N:11]2)=[CH:6][C:5]=1[N+:17]([O-:19])=[O:18])[CH3:2].P(Cl)(Cl)(Cl)(Cl)[Cl:21].P(Cl)(Cl)(Cl)=O>CCCCCC>[Cl:21][C:8]1[C:7]2[C:12](=[CH:13][C:4]([O:3][CH2:1][CH3:2])=[C:5]([N+:17]([O-:19])=[O:18])[CH:6]=2)[N:11]=[CH:10][C:9]=1[C:14]#[N:15]

참가 물질

5

반응물 3

HCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 178465845HCID 178465845, 화합물

생성물 1

HCID 110113054-Chloro-7-ethoxy-6-nitroquinoline-3-carbonitrile수율 58.2%

시약·촉매·용매 1

HCID 8058Hexane용매

실험 절차

A mixture of 3.45 g (13 mmol) of 7-Ethoxy-4-hydroxy-6-nitro-quinoline-3-carbonitrile, 5.55 g (26 mmol) of phosphorous pentachloride, and 10 ml of phosphorous oxychloride was refluxed for 3 hours. The mixture was diluted with hexane and the solid was collected. The solid was dissolved in 500 ml of ethyl acetate and washed with cold diluted sodium hydroxide solution. The solution was dried over magnesium sulfate and filtered through a pad of silica gel. The solvent was removed giving 2.1 g of beige solid: mass spectrum (electrospray, m/e) M+H 277.7.

후처리

  1. temperaturewas refluxed for 3 hours
  2. customthe solid was collected
  3. dissolutionThe solid was dissolved in 500 ml of ethyl acetate
  4. washwashed with cold diluted sodium hydroxide solution
  5. dry with materialThe solution was dried over magnesium sulfate
  6. filtrationfiltered through a pad of silica gel
  7. customThe solvent was removed

출처 및 근거

ORD 기록
ord-63a00747f41342b48bcb80504cfcf108
출처 데이터셋
uspto-grants-2011_05
특허 번호
USRE042376E1

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