反应详情

温度

90 °C

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.: 186-189° C.; Anal. calc. (C26H21N4O) C, 77.02%; H, 5.22%; N, 13.82%. found C, 77.2%; H, 4.9%; N, 13.8%. The starting material is prepared as follows:

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