Thionyl Chloride → HCID 22938812, compound

HRID 856763Notes

Reaction equation

HRID 856763 reaction equation
[CH:1]1([CH2:5][N:6]2[CH:10]=[CH:9][N:8]=[C:7]2[CH2:11]O)[CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:15])=O>>[ClH:15].[Cl:15][CH2:11][C:7]1[N:6]([CH2:5][CH:1]2[CH2:4][CH2:3][CH2:2]2)[CH:10]=[CH:9][N:8]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 22938498HCID 22938498, compound

Product 1

HCID 22938812HCID 22938812, compound

Conditions

Temperature
90 °C

Procedure

To 1-cyclobutylmethyl-2-hydroxymethylimidazole (2.90 g) was added thionyl chloride (29 ml) at 0° C., and the mixture was heated for 30 minutes under nitrogen atmosphere 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 solid was recrystallized from ethyl acetate, to give 2-chloromethyl-1-cyclobutylmethylimidazole hydrochloride (3.54 g) as brown 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. customThe obtained solid was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-01f99963d33c4ca4a37abfb71bfbb701
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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