Bromine → 6-(Trifluoromethyl)pyridazin-3(2H)-one
Reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH2:4][CH2:5][C:6](=[O:9])[NH:7][N:8]=1.BrBr>C(O)(=O)C>[F:11][C:2]([F:1])([F:10])[C:3]1[CH:4]=[CH:5][C:6](=[O:9])[NH:7][N:8]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
2.6 g (15.65 mmol) of 6-(trifluoromethyl)-4,5-dihydropyridazin-3(2H)-one were dissolved in 20 ml of glacial acetic acid, and the mixture was heated to 100° C. 0.81 ml (15.65 mmol) of bromine was then slowly added dropwise to the solution, and the mixture was stirred at 100° C. for 4 hours. After cooling of the reaction solution, the solvent was removed under reduced pressure and the residue obtained was purified chromatographically on silica gel (mobile phase dichloromethane/methanol 50:1→20:1). This gave 1.34 g (8.15 mmol, 52% of theory) of the title compound.
Workup
- temperatureAfter cooling of the reaction solution
- customthe solvent was removed under reduced pressure
- customthe residue obtained
- customwas purified chromatographically on silica gel (mobile phase dichloromethane/methanol 50:1→20:1)
Sources & evidence
- ORD record
- ord-2b40619c3fd7440fb762b3e827ee9f1b
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08987256B2
Reaction notes
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