反应详情

A suspension of 2-(3-chlorophenyl)-4-(methoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone (6.26 g, 16 mmol) in 5% NaOH (54 mL) dioxane (39.4 mL) was heated at reflux and stirred for 1.5 hours. As the reaction proceeds, the solution becomes orange and homogeneous. The mixture was cooled and poured into 1N HCl, with constant stirring. The resulting white solid was filtered and rinsed with H2O and left to dry overnight. The mostly dry product was taken up in CH2Cl2 and azeotroped with toluene to remove any remaining H2O, to provide the desired product as a white solid (yield: 6.79 g, >100%). 1H NMR (300 MHz, DMSO d6) δ 2.27 (s, 3H), 7.51-7.62 (m, 2H), 7.68 (m, 1H), 7.79 (m, 1H), 8.03 (m, 4H), 8.24 (s, 1H). MS (DCI/NH3) m/z 377 (M+H)+, 396 (M+NH4)+.

1. temperaturewas heated
2. temperatureat reflux
3. customAs the reaction proceeds
4. temperatureThe mixture was cooled
5. filtrationThe resulting white solid was filtered
6. washrinsed with H2O
7. waitleft
8. customto dry overnight
9. customazeotroped with toluene
10. customto remove any remaining H2O