Thionyl Chloride → 5-Chloromethyl-4-methyl-1-propylimidazole hydrochloride
Reaction equation
O[CH2:2][C:3]1[N:7]([CH2:8][CH2:9][CH3:10])[CH:6]=[N:5][C:4]=1[CH3:11].S(Cl)([Cl:14])=O>>[ClH:14].[Cl:14][CH2:2][C:3]1[N:7]([CH2:8][CH2:9][CH3:10])[CH:6]=[N:5][C:4]=1[CH3:11]Participants
3
Conditions
- Temperature
- 90 °C
Procedure
To 5-hydroxymethyl-4-methyl-1-propylimidazole (2.4 g) was added thionyl chloride (10 ml) at 0° C., and the mixture was heated for 30 minutes at 90° C. The mixture was allowed to be at room temperature. The solvent was distilled off under reduced pressure and the obtained residue was dissolved in methanol. The solvent was distilled off again under reduced pressure, to give 5-chloromethyl-4-methyl-1-propylimidazole hydrochloride (3.13 g) as brown oil.
Workup
- customto be at room temperature
- distillationThe solvent was distilled off under reduced pressure
- dissolutionthe obtained residue was dissolved in methanol
- distillationThe solvent was distilled off again under reduced pressure
Sources & evidence
- ORD record
- ord-3112afcb917c407aa31fbe834092ed52
- Source dataset
- uspto-grants-2007_08
- Patent number
- US07262185B2
Reaction notes
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