Reacción #893

Ecuación de reacción

4,5-Dibromo-2-methyl-3(2H)-pyridazinone

sodium methoxide

→

desired product

4-Bromo-5-methoxy-2-methyl-3(2H)-pyridazinone

Disolventes

methanol

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe ice bath was removed
2. 2
   OtroThe methanol was removed by evaporation at reduced pressure
3. 3
   OtroThe residue was partitioned between dichloromethane and water
4. 4
   SecadoThe organic layer was dried over magnesium sulfate
5. 5
   Concentraciónconcentrated

Procedimiento

4,5-Dibromo-2-methyl-3(2H)-pyridazinone (20 g, Maybridge Chemical Company) was cooled in an ice bath and treated successively with methanol (200 mL) and sodium methoxide (12 mL of a 30% solution in methanol). The ice bath was removed and the reaction was allowed to stir at 23° C. for 3 h. The methanol was removed by evaporation at reduced pressure. The residue was partitioned between dichloromethane and water. The organic layer was dried over magnesium sulfate and concentrated to provide the desired product 17 g as a whim solid melting at 146°-147° C. 1 H NMR (CDCl3): 7.7 (1H), 4.0 (3H), 3.8 (3H).

Fuente