1-Bromo-2-methylpropane → 4-carboxy-2-isobutyl-6-[4-(methylthio)phenyl)-2H-pyridazin-3-one

HRID 982787

반응식

HRID 982787 반응식
C[O:2][C:3]([C:5]1[C:6](=[O:19])[NH:7][N:8]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([S:17][CH3:18])=[CH:13][CH:12]=2)[CH:10]=1)=[O:4].C(=O)([O-])[O-].[K+].[K+].[CH2:26](Br)[CH:27]([CH3:29])[CH3:28].C(=O)([O-])O.[Na+]>CN(C)C=O>[C:3]([C:5]1[C:6](=[O:19])[N:7]([CH2:26][CH:27]([CH3:29])[CH3:28])[N:8]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([S:17][CH3:18])=[CH:13][CH:12]=2)[CH:10]=1)([OH:2])=[O:4]

참가 물질

6

반응물 4

HCID 65551-Bromo-2-methylpropaneHCID 11430Potassium CarbonateHCID 516892Sodium BicarbonateHCID 219916864-methoxycarbonyl-6-[4-(methylthio)phenyl]-2H-pyridazin-3-one

생성물 1

HCID 219916394-carboxy-2-isobutyl-6-[4-(methylthio)phenyl)-2H-pyridazin-3-one수율 65.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

To a solution of 4-methoxycarbonyl-6-[4-(methylthio)-phenyl]-2H-pyridazin-3-one (8.00 g, 29.0 mmol) in N,N-dimethylformamide (80 mL) were added potassium carbonate (8.02 g, 58.0 mmol) and isobutyl bromide (4.76 g, 34.8 mmol), and the mixture was stirred at 80° C. for 2 hours. The temperature of the reaction mixture was allowed to drop back to room temperature, and a saturated aqueous solution of sodium hydrogencarbonate was added. The mixture was then extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was distilled off. Following the procedure of the residue was reacted to yield the title compound as a yellow solid [yield: 65.1% (2 steps)].

후처리

  1. customto drop back to room temperature
  2. extractionThe mixture was then extracted with ethyl acetate
  3. washThe extract was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off
  6. customwas reacted

출처 및 근거

ORD 기록
ord-68e83b782cca42b694f834baeaacea16
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06861428B2

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