Thionyl Chloride → HCID 22938474, compound

HRID 856777Notes

Reaction equation

HRID 856777 reaction equation
[CH:1]1([CH2:4][N:5]2[C:9]([CH2:10]O)=[CH:8][N:7]=[CH:6]2)[CH2:3][CH2:2]1.S(Cl)([Cl:14])=O>>[ClH:14].[Cl:14][CH2:10][C:9]1[N:5]([CH2:4][CH:1]2[CH2:3][CH2:2]2)[CH:6]=[N:7][CH:8]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 22938519HCID 22938519, compound

Product 1

HCID 22938474HCID 22938474, compound

Conditions

Temperature
90 °C

Procedure

To 1-cyclopropylmethyl-5-hydroxymethylimidazole (4.5 g) was added thionyl chloride (30 ml) by portions 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 5-chloromethyl-1-cyclopropylmethylimidazole hydrochloride (4.5 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. customThe obtained solid was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-299645d13c7244c58c192d9757fb942a
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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