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Potassium Iodide → Acetonitrile, [(5,7-dichloro-2-methyl-8-quinolinyl)oxy]-

HRID 727744
ノート
印刷プレビュー

反応式

HRID 727744 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[C:9]([OH:13])=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([CH3:14])=[N:7]2.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Cl[CH2:24][C:25]#[N:26]>CC(=O)CC.O>[CH3:14][C:6]1[CH:5]=[CH:4][C:3]2[C:8](=[C:9]([O:13][CH2:24][C:25]#[N:26])[C:10]([Cl:12])=[CH:11][C:2]=2[Cl:1])[N:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 4875Potassium IodideHCID 6301ChlorquinaldolHCID 7856ChloroacetonitrileHCID 11430Potassium Carbonate

生成物 1

HCID 2681672Acetonitrile, [(5,7-dichloro-2-methyl-8-quinolinyl)oxy]-

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 6569
Methyl Ethyl Ketone
溶媒
2 回

実験手順

10.7 g of 5,7-dichloro-8-hydroxyquinaldine are dissolved at elevated temperature in 150 ml of 2-butanone; 10.4 g of potassium carbonate are then added portionwise, and the mixture is refluxed for one hour. After the addition of 1 g of potassium iodide, there are added dropwise, with stirring and refluxing, 7.1 g of chloroacetonitrile in 30 ml of 2-butanone, and the mixture is subsequently heated for 3 hours at an internal temperature of 75° C. To the resulting reaction mixture, after cooling to room temperature, is added 1 litre of water, and the whole is filtered; the residue is washed with water, dried, and recrystallised from chloroform/petroleum ether (40-60° C.) to thus obtain 2-methyl-5,7-dichloro-8-(cyanomethoxy)-quinoline, m.p. 157-158° C.

後処理

  1. temperaturethe mixture is refluxed for one hour
  2. additionare added dropwise
  3. temperaturerefluxing
  4. customTo the resulting reaction mixture
  5. filtrationthe whole is filtered
  6. washthe residue is washed with water
  7. customdried
  8. customrecrystallised from chloroform/petroleum ether (40-60° C.) to thus obtain 2-methyl-5,7-dichloro-8-(cyanomethoxy)-quinoline, m.p. 157-158° C.

出典と根拠

ORDレコード
ord-af4314f39f5e4ca49f79c128484af63c
出典データセット
uspto-grants-1991_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05045107

反応ノート

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