Sodium Methoxide → 4-chloro-5-methoxy-2-methoxymethyl-2H-pyridazin-3-one
Reaction equation
[Cl:1][C:2]1[C:3](=[O:12])[N:4]([CH2:9][O:10][CH3:11])[N:5]=[CH:6][C:7]=1Cl.[CH3:13][O-:14].[Na+]>CO>[Cl:1][C:2]1[C:3](=[O:12])[N:4]([CH2:9][O:10][CH3:11])[N:5]=[CH:6][C:7]=1[O:14][CH3:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of 4,5-dichloro-2-methoxymethyl-2H-pyridazin-3one (500 mg, 2.39 mmol) in methanol (12 mL) at room temperature was added sodium methoxide (258 mg, 4.78 mmol). After stirred for 2 h, the reaction was concentrated. To this residue was added water (20 mL), then extracted with CH2Cl2 (2×50 mL). The combined organic layer was dried (Na2SO4) and concentrated to give 480 mg (98%) 4-chloro-5-methoxy-2-methoxymethyl-2H-pyridazin-3-one.
Workup
- concentrationthe reaction was concentrated
- additionTo this residue was added water (20 mL)
- extractionextracted with CH2Cl2 (2×50 mL)
- dry with materialThe combined organic layer was dried (Na2SO4)
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-677acb6c3e2c4201b2a65aff08e15b27
- Source dataset
- uspto-grants-2012_08
- Patent number
- US08247414B2
Reaction notes
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