反应详情

2-n-Butyl-6-(4-chlorophenyl)-4,5-dihydro-1,2,4-triazin-3-one (2.16 g, 8.13 mmol), and DDQ (1.94 g, 8.5 mmol in 80 mL of ethyl acetate were stirred at room temperature overnight, then refluxed for 3 hours. The reaction mixture was cooled, washed twice with aqueous potassium carbonate solution, washed with brine, dried over magnesium sulfate and stripped. The product was dissolved in 15 mL of ethyl acetate and 15 mL of methanol. Alumina (7 g) was added, and the slurry was stirred for 3 hours at room temperature. The slurry was filtered, and the filtrate was stripped. The product was chromatographed on an alumina column to give 0.97 g of of 2-n-butyl-5-methoxy-6-(4-chlorophenyl)-4,5-dihydro-1,2,4-triazin-3-one (Compound 3).

1. temperaturerefluxed for 3 hours
2. temperatureThe reaction mixture was cooled
3. washwashed twice with aqueous potassium carbonate solution
4. washwashed with brine
5. dry with materialdried over magnesium sulfate
6. dissolutionThe product was dissolved in 15 mL of ethyl acetate
7. additionAlumina (7 g) was added
8. filtrationThe slurry was filtered
9. customThe product was chromatographed on an alumina column