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

HRID 919208

반응식

HRID 919208 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 27836076-Chloro-2-methyl-2,3-dihydropyridazin-3-one수율 749.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
70 °C

실험 절차

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)+].

후처리

  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)

출처 및 근거

ORD 기록
ord-7997c72e78a14be2a72752afc37afc7e
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273026B2

연결된 노트

불러오는 중…