Potassium Carbonate → 7-Methoxy-2H-1,4-benzoxazin-3(4H)-one
Reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:7]=1[OH:14])=[O:4].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:13][O:12][C:9]1[CH:10]=[CH:11][C:6]2[NH:5][C:3](=[O:4])[CH2:2][O:14][C:7]=2[CH:8]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2-Chloro-N-(2-hydroxy-4-methoxy-phenyl)-acetamide (390.0 g, 0.18 mol) and powdered potassium carbonate (27.6 g, 0.2 mol) were added to 1000 mL acetone, and the reaction mixture was refluxed under nitrogen for eight hours. The reaction mixture was cooled, solids were removed by filtration, and the liquid was concentrated under reduced pressure to give 32.56 g of crude 7-Methoxy-4H-benzo[1,4]oxazin-3-one. (M+H)=180.
Workup
- temperaturethe reaction mixture was refluxed under nitrogen for eight hours
- temperatureThe reaction mixture was cooled
- customsolids were removed by filtration
- concentrationthe liquid was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-29538736b1e14b31a50316458b9e72c4
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08846705B2
Reaction notes
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