反应详情

A solution of 2,4,5-trichloropyrimidine (Method 3; 5.5 g, 30.0 mmol), aniline (2.79 g, 30.0 mmol) and N,N-diisopropylethylamine (3.87 g, 30.0 mmol) in n-butanol (75 ml) was heated under reflux for 4 hours. Volatile material was removed by evaporation and the residue was dissolved in DCM (100 ml). The solution was washed with water (3×100 ml) and saturated sodium chloride solution (100 ml) and dried. Volatile material was removed by evaporation and the residue was purified by column chromatography on silica gel, eluting with 15% ethyl acetate/isohexane, to give the product as an oil which solidified on standing (3.94 g, 54%). NMR: 7.2 (t, 1H), 7.4 (t, 2H), 7.6 (d, 2H), 8.4 (s, 1H), 9.45 (br s, 1H); MS (MH+): 240, 242, 244.

1. temperatureunder reflux for 4 hours
2. customVolatile material was removed by evaporation
3. dissolutionthe residue was dissolved in DCM (100 ml)
4. washThe solution was washed with water (3×100 ml) and saturated sodium chloride solution (100 ml)
5. customdried
6. customVolatile material was removed by evaporation
7. customthe residue was purified by column chromatography on silica gel
8. washeluting with 15% ethyl acetate/isohexane