Acetonitrile → 1-Benzyl-6-chloroimidazo[1,2-a]pyridinium bromide
Reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=1.[Br:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(#N)C>C(OCC)C>[Br-:11].[CH2:12]([N+:10]1[CH:9]=[CH:8][N:6]2[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=12)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 2.3 g. of 6-chloroimidazo[1,2-a]pyridine and 3.42 g. of α-bromotoluene in 40 ml. of dry acetonitrile is heated at reflux temperatures overnight. The solution is cooled and 35 ml. of diethyl ether added. The precipitated solids are collected and twice recrystallized from isopropanol-diethyl ether, 3.8 g., m.p. 193°-195° C.
Workup
- temperatureat reflux temperatures overnight
- temperatureThe solution is cooled
- customThe precipitated solids are collected
- customtwice recrystallized from isopropanol-diethyl ether, 3.8 g
Sources & evidence
- ORD record
- ord-0acab4bbb1c44328b8b7d4b097046ffd
- Source dataset
- uspto-grants-1979_08
- Patent number
- US04163745
Reaction notes
Loading…