Ammonia → 1-(3-Phenoxyanilino)-4-(4-pyridylmethyl)phthalazine

HRID 1384146

反応式

HRID 1384146 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[N:4][N:3]=1.[O:19]([C:26]1[CH:32]=[CH:31][C:29](N)=[CH:28][CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[NH3:33]>ClCCl.CO>[O:19]([C:26]1[CH:32]=[C:31]([CH:29]=[CH:28][CH:27]=1)[NH:33][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[N:4][N:3]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

5

反応物 3

HCID 222AmmoniaHCID 8764(4-Aminophenoxy)benzeneHCID 19446091-Chloro-4-(4-pyridinylmethyl)phthalazine

生成物 1

HCID 227420031-(3-Phenoxyanilino)-4-(4-pyridylmethyl)phthalazine

試薬・触媒・溶媒 1

HCID 21226129Dichloromethane methanol溶媒

反応条件

温度
90 °C

実験手順

A mixture of 256 mg (1.00 mmol) 1-chloro-4-(4-pyridylmethyl)phthalazine and 556 mg (3.00 mmol) 4-phenoxyaniline (Aldrich) is heated for 2 h at 90° C. The melt is cooled and stirred with 6 ml NH3 solution (10% in water: or 10 ml sat. NaHCO3 solution) and 15 ml dichloromethane/methanol 50:1 for 30 min. The aqueous phase is then separated off and extracted again with dichloromethane. The organic phase is dried (Na2SO4), concentrated by evaporation, and chromatographed (SiO2; ethyl acetate→ethyl acetate/CH3OH 19:1→10:1). Crystallization from acetonitrile yields the title compound: m.p.: 186-1 89° C.; Anal. calc. (C26H21N4O) C 77.02%, H 5.22%, N 13.82%; found C 77.2%, H 4.9%, N 13.8%.

後処理

  1. temperatureThe melt is cooled
  2. customThe aqueous phase is then separated off
  3. extractionextracted again with dichloromethane
  4. dry with materialThe organic phase is dried (Na2SO4)
  5. concentrationconcentrated by evaporation
  6. customchromatographed (SiO2; ethyl acetate→ethyl acetate/CH3OH 19:1→10:1)
  7. customCrystallization from acetonitrile

出典と根拠

ORDレコード
ord-e4af79b0d7b34a93a608936e1f118b90
出典データセット
uspto-grants-2001_07
特許番号
US06258812B1

関連ノート

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