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

HRID 1840262ノート

反応式

HRID 1840262 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

(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.

後処理

  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

出典と根拠

ORDレコード
ord-1d37119ed04646c7a240cbfaf616a489
出典データセット
uspto-grants-2004_01
特許番号
US06680316B1

反応ノート

読み込み中…