Methyl iodide → 6-Chloro-2-methyl-2,3-dihydropyridazin-3-one

HRID 919208ノート

反応式

HRID 919208 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5](=[O:8])[NH:6][N:7]=1.[C:9]([O-])([O-])=O.[Cs+].[Cs+].CI>CC#N>[Cl:1][C:2]1[CH:3]=[CH:4][C:5](=[O:8])[N:6]([CH3:9])[N:7]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 2528286-Chloropyridazin-3-ol

生成物 1

HCID 27836076-Chloro-2-methyl-2,3-dihydropyridazin-3-one収率 749.4%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
70 °C

実験手順

To a solution of 6-chloropyridazin-3(2H)-one (780 mg, 6 mmol) in CH3CN (40 mL) was added Cs2CO3 (3.9 g, 12 mmol) and CH3I (1 mL, 12 mmol) and the reaction mixture was stirred at 70° C. overnight. Solid was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/EA=3/1) to afford the title compound as orange oil (6.5 g, 75%). [LCMS: Rt=1.43 min, m/z 145.1 (M+H)+].

後処理

  1. customSolid was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel chromatography (hexane/EA=3/1)

出典と根拠

ORDレコード
ord-7997c72e78a14be2a72752afc37afc7e
出典データセット
uspto-grants-2016_03
特許番号
US09273026B2

反応ノート

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