Bromoacetone → 2-Methyl-8-nitroimidazo[1,2-a]pyridine
Reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.Br[CH2:12][C:13](=O)[CH3:14]>C(O)C>[CH3:14][C:13]1[N:1]=[C:2]2[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]2[CH:12]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
20.0 g of 2-amino-3-nitropyridine and 22 g of bromoacetone are boild in 1 l ethanol for 55 hours under reflux. The mixture is then cooled in an icebath, the crystalline hydrobromide filtered off under suction and washed with ethanol. After drying in a vacuum at 50° C. the yield of the title compound of m.p. 300° C. (decomposition) is 17.2 g.
Workup
- customfor 55 hours
- temperatureunder reflux
- temperatureThe mixture is then cooled in an icebath
- filtrationthe crystalline hydrobromide filtered off under suction
- washwashed with ethanol
- dry with materialAfter drying in a vacuum at 50° C. the yield of the title compound of m.p. 300° C. (decomposition)
Sources & evidence
- ORD record
- ord-b70e592395e14850af807c037bd8f1fe
- Source dataset
- uspto-grants-1992_05
- Patent number
- US05112834
Reaction notes
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