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

HRID 548446ノート

反応式

HRID 548446 の反応式
[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]

参加物

5

反応物 3

HCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 178465845HCID 178465845、化合物

生成物 1

HCID 110113054-Chloro-7-ethoxy-6-nitroquinoline-3-carbonitrile収率 58.2%

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-63a00747f41342b48bcb80504cfcf108
出典データセット
uspto-grants-2011_05
特許番号
USRE042376E1

反応ノート

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