反应详情

8-Methoxy-6-oxo-5,6-dihydro-4H-2,5,10b-triaza-benzo[e]azulene-3-carboxylic acid ethyl ester (7.5 g, 25 mmol) and N,N-dimethyl-p-toluidine (10.8 mL, 75 mmol) were mixed in chlorobenzene (80 mL) under argon. Phosphorous oxide chloride (3.4 mL, 37 mmol) was added at rt, and the mixture heated at reflux for 3.5 h. The resulting solution was cooled to rt, diluted with CH2Cl2/aceton 100:15 (300 mL), and directly purified by flash chromatography on silica gel in CH2Cl2/acetone 100:15. The white product was recrystallized by dissolution in hot ethyl acetate (300 mL), concentrated until precipitation started (ca. 100 mL). Yield: 7 g (88%). mp 186° C. m/z 301 (M).

1. temperaturethe mixture heated
2. temperatureat reflux for 3.5 h
3. customdirectly purified by flash chromatography on silica gel in CH2Cl2/acetone 100:15
4. customThe white product was recrystallized by dissolution in hot ethyl acetate (300 mL)
5. concentrationconcentrated until precipitation