반응 #893

ord-9053e57f398646fcad52b73dfd0e8b51

반응 방정식

Cn1ncc(Br)c(Br)c1=O
4,5-Dibromo-2-methyl-3(2H)-pyridazinone
C[O-].[Na+]
sodium methoxide
COc1cnn(C)c(=O)c1Br
desired product
COc1cnn(C)c(=O)c1Br
4-Bromo-5-methoxy-2-methyl-3(2H)-pyridazinone

반응 조건

온도
23°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05723411uspto-grants-1998_03