Sodium Carbonate → 5-Ethoxypyrimidine N-oxide
Reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[N:6][CH:7]=[N:8][CH:9]=1)[CH3:2].ClC1C=C(C=CC=1)C(OO)=[O:15].C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[CH2:1]([O:3][C:4]1[CH:5]=[N:6][CH:7]=[N+:8]([O-:15])[CH:9]=1)[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 23 °C
Procedure
To a solution of 5-ethoxypyrimidine (2.00 g, 16.1 mmol) in CH2Cl2 (100 mL) was added 3-chloroperoxybenzoic acid, 50-60% tech. grade, (6.13 g, 17.7 mmol) and the reaction stirred at 23° C. for 18 h. The reaction was extracted with water (2 mL) containing Na2CO3 (1.71 g, 16.1 mmol). The organic phase was dried with anhydrous K2CO3, filtered, and concentrated under reduced pressure to afford the N-oxide (1.75 g, 78%).
Workup
- extractionThe reaction was extracted with water (2 mL)
- dry with materialThe organic phase was dried with anhydrous K2CO3
- filtrationfiltered
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-2a03826c25264af6b7bcaeeccce013ad
- Source dataset
- uspto-grants-1995_07
- Patent number
- US05434154
Reaction notes
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