Chloroacetonitrile → HCID 22097030、化合物

HRID 1458561ノート

反応式

HRID 1458561 の反応式
Cl[CH2:2][C:3]#[N:4].[Cl:5][C:6]1[C:7]([NH:21][S:22]([CH3:25])(=[O:24])=[O:23])=[C:8]2[C:13](=[CH:14][C:15]=1[Cl:16])[N:12]=[C:11]([O:17][CH3:18])[C:10]([O:19][CH3:20])=[N:9]2.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:5][C:6]1[C:7]([N:21]([CH2:2][C:3]#[N:4])[S:22]([CH3:25])(=[O:24])=[O:23])=[C:8]2[C:13](=[CH:14][C:15]=1[Cl:16])[N:12]=[C:11]([O:17][CH3:18])[C:10]([O:19][CH3:20])=[N:9]2

参加物

5

反応物 3

HCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 54321377HCID 54321377、化合物

生成物 1

HCID 22097030HCID 22097030、化合物収率 54%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Chloroacetonitrile (233 μl, 279 mg, 3,69 mmol) was added to a refluxing mixture of N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)methane-sulphonamide (from Preparation 3, 1.00 g, 2.84 mmol) and potassium carbonate (0.47 g, 3.41 mmol) in acetone (50 ml) under nitrogen. The mixture was refluxed for 18 h and was then allowed to cool, and was partitioned between ethyl acetate (500 ml) and water (500 ml). The organic phase was dried (MgSO4) and concentrated under reduced pressure. The residue was purified by flash chromatography (eluting with 0-100% ethyl acetate in hexane and then 5% methanol in dichloromethane) to give N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)-N-(cyanomethyl) methanesulphonamide as an off-white solid (600 mg, 54%).

後処理

  1. temperatureThe mixture was refluxed for 18 h
  2. temperatureto cool
  3. customwas partitioned between ethyl acetate (500 ml) and water (500 ml)
  4. dry with materialThe organic phase was dried (MgSO4)
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by flash chromatography (
  7. washeluting with 0-100% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-14f6b7edb2cc4a298d26aa83bd8b6c29
出典データセット
uspto-grants-1998_12
特許番号
US05852016

反応ノート

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