Thionyl Chloride → HCID 22938379, compound

HRID 856793Notes

Reaction equation

HRID 856793 reaction equation
O[CH2:2][C:3]1[N:4]=[CH:5][N:6]([CH2:9][CH2:10][CH3:11])[C:7]=1[CH3:8].S(Cl)([Cl:14])=O>>[ClH:14].[Cl:14][CH2:2][C:3]1[N:4]=[CH:5][N:6]([CH2:9][CH2:10][CH3:11])[C:7]=1[CH3:8]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 22938794HCID 22938794, compound

Product 1

HCID 22938379HCID 22938379, compound

Conditions

Temperature
90 °C

Procedure

4-hydroxymethyl-5-methyl-1-propylimidazole (4.5 g) was added to thionyl chloride (25 ml) at 0° C., and the mixture was heated for 1 hour 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, and the solvent was distilled off again under reduced pressure. The obtained residue was washed with ethyl acetate to give 4-chloromethyl-5-methyl-1-propylimidazole hydrochloride (5.79 g) as colorless crystals.

Workup

  1. customto be at room temperature
  2. distillationThe solvent was distilled off under reduced pressure
  3. dissolutionthe obtained residue was dissolved in methanol
  4. distillationthe solvent was distilled off again under reduced pressure
  5. washThe obtained residue was washed with ethyl acetate

Sources & evidence

ORD record
ord-d7d25f34c6444be9a9c477b21d3506aa
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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