Thionyl Chloride → HCID 20079573, compound

HRID 856767Notes

Reaction equation

HRID 856767 reaction equation
O[CH2:2][C:3]1[N:4]([CH:8]2[CH2:10][CH2:9]2)[CH:5]=[CH:6][N:7]=1.S(Cl)([Cl:13])=O>>[ClH:13].[Cl:13][CH2:2][C:3]1[N:4]([CH:8]2[CH2:10][CH2:9]2)[CH:5]=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 10240871135207-02-2

Product 1

HCID 20079573HCID 20079573, compound

Conditions

Temperature
90 °C

Procedure

To 2-hydroxymethyl-1-cyclopropylimidazole (1.20 g) was added thionyl chloride (12 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-cyclopropylimidazole hydrochloride (1.49 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-8440c50be6cf4537a316b1c445ebe3be
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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