Nitric Acid → Pyridine, 3-methyl-4-nitro-, 1-oxide
Reaction equation
[N+:1]1([O-:8])[CH:6]=[CH:5][CH:4]=[C:3]([CH3:7])[CH:2]=1.S(=O)(=O)(O)O.[N+:14]([O-])([OH:16])=[O:15].C(=O)([O-])[O-].[Na+].[Na+]>>[CH3:7][C:3]1[CH:2]=[N+:1]([O-:8])[CH:6]=[CH:5][C:4]=1[N+:14]([O-:16])=[O:15]Participants
5
Conditions
- Temperature
- 105 °C
Procedure
β-Picoline-N-oxide (10 g) was slowly added to the mixed acid of concentrated sulfuric acid (35 mL) and concentrated nitric acid (27.5 mL) at 0° C., gradually warmed up to 105° C. and stirred for 4 hours. The reaction solvent which was cooled down to room temperature was poured into ice (100 g) and sodium carbonate (60 g) was added thereto. After filtering out the precipitate, the reaction mixture was washed with water and dried under reduced pressure to obtain 5.83 g of 3-methyl-4-nitropyridine-N-oxide.
Workup
- temperatureThe reaction solvent which was cooled down to room temperature
- additionwas added
- filtrationAfter filtering out the precipitate
- washthe reaction mixture was washed with water
- customdried under reduced pressure
Sources & evidence
- ORD record
- ord-aa27ff7e53ee408897778d6c1b769cc6
- Source dataset
- uspto-grants-2008_03
- Patent number
- US07345049B2
Reaction notes
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