Water → 5,6-bis(4-Methoxyphenyl)-4-cyano-2-cyclopropylmethyl-2H-pyridazin-3-one

HRID 1840262노트

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HRID 1840262 반응식
Cl[CH2:2][CH:3]1[CH2:5][CH2:4]1.[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[C:19]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=3)=[N:18][NH:17][C:16](=[O:28])[C:15]=2[C:29]#[N:30])=[CH:10][CH:9]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[C:19]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=3)=[N:18][N:17]([CH2:2][CH:3]3[CH2:5][CH2:4]3)[C:16](=[O:28])[C:15]=2[C:29]#[N:30])=[CH:10][CH:9]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 80013(Chloromethyl)cyclopropaneHCID 126885835,6-bis(4-methoxyphenyl)-4-cyano-2H-pyridazin-3-one

생성물 1

HCID 155184995,6-bis(4-Methoxyphenyl)-4-cyano-2-cyclopropylmethyl-2H-pyridazin-3-one수율 71.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

(Chloromethyl)cyclopropane (0.6 ml, 6.36 mmol) was added to a solution of 5,6-bis(4-methoxyphenyl)-4-cyano-2H-pyridazin-3-one (1.71 g, 5.10 mmol) and potassium carbonate (2.02 g, 14.62 mmol) in N,N-dimethylformamide (5 ml), followed by stirring at a bath temperature of 80° C. for 6 hours. Water was then added to the reaction mixture, followed by extraction with ethyl acetate (300 ml). The organic layer was washed with water and a saturated aqueous solution of sodium chloride (brine), successively, and was then dried over anhydrous sodium sulfate. The solvent was distilled off, whereby the title compound (1.413 g, 71.5%) was obtained as yellow crystals.

후처리

  1. extractionfollowed by extraction with ethyl acetate (300 ml)
  2. washThe organic layer was washed with water
  3. dry with materiala saturated aqueous solution of sodium chloride (brine), successively, and was then dried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off

출처 및 근거

ORD 기록
ord-1d37119ed04646c7a240cbfaf616a489
출처 데이터셋
uspto-grants-2004_01
특허 번호
US06680316B1

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