Acetic Acid → 5-(Methylsulfonyl)-2-nitropyridine
Reaction equation
[CH3:1][S:2][C:3]1[CH:4]=[CH:5][C:6]([N+:9]([O-:11])=[O:10])=[N:7][CH:8]=1.OO.[OH2:14].C(O)(=[O:17])C>>[CH3:1][S:2]([C:3]1[CH:4]=[CH:5][C:6]([N+:9]([O-:11])=[O:10])=[N:7][CH:8]=1)(=[O:17])=[O:14]Participants
5
Conditions
- Temperature
- 25 °C
Procedure
To a mixture of 117a (260 mg, 0.5 mmol) in acetic acid (15 mL) was added H2O2 (aq. 30%) (7.5 mL) and the reaction mixture was stirred overnight at 25° C. The reaction solution was poured into water and extracted with EtOAC and concentrated to a pale yellow liquid, purified by silica gel with (EtOAC/PE: 1:3) to give 117b (2 g, 86%). MS: [M+H]+ 203.
Workup
- extractionextracted with EtOAC
- concentrationconcentrated to a pale yellow liquid
- custompurified by silica gel with (EtOAC/PE: 1:3)
Sources & evidence
- ORD record
- ord-661fddf9ee83405b8e8df28a7c00fadb
- Source dataset
- uspto-grants-2014_05
- Patent number
- US08716274B2
Reaction notes
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