Methylamine → n-Methyl-3-nitropyridin-4-amine
Reaction equation
C(O[C:4]1[CH:9]=[CH:8][N:7]=[CH:6][C:5]=1[N+:10]([O-:12])=[O:11])C.C(OCC)(=O)C.[CH3:19][NH2:20]>CO>[CH3:19][NH:20][C:4]1[CH:9]=[CH:8][N:7]=[CH:6][C:5]=1[N+:10]([O-:12])=[O:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
4-Ethoxy-3-nitropyridine (10.0 g) was dissolved in a 40% methanol solution of methyl amine (100 mL), and this was heated at 80° C. for 60 hours. The solution was cooled, ethyl acetate (500 mL) was added, and the organic layer was washed twice with 300 mL of water and once with 300 mL of saturated aqueous sodium chloride solution. This was then dried over anhydrous magnesium sulfate. The solution was filtered, and concentrated under reduced pressure to give the title compound (7.00 g).
Workup
- temperatureThe solution was cooled
- washthe organic layer was washed twice with 300 mL of water and once with 300 mL of saturated aqueous sodium chloride solution
- dry with materialThis was then dried over anhydrous magnesium sulfate
- filtrationThe solution was filtered
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-cc80f589c71a41708a9b5fc5e36de83a
- Source dataset
- uspto-grants-2009_04
- Patent number
- US07524847B2
Reaction notes
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