[Cl:1][CH:2]1[CH2:6][N:5]([CH3:7])[C:4](=S)[N:3]1[CH3:9].CI.ClC1N(C)C=NC=1>C(Cl)Cl>[Cl-:1].[CH3:9][N+:3]1[C:2]([Cl:1])=[CH:6][N:5]([CH3:7])[CH:4]=1The starting material, 4-chloro-1,3-dimethylimidazoline-2-thione was first prepared by adding dropwise and intimately admixing 5.68 grams (0.04 mol) of methyl iodide to a solution of 4.0 grams (0.0343 mol) of 5-chloro-1-methylimidazole in 25 milliliters of methylene chloride. The resulting mixture was stirred overnight at room temperature whereupon a crystalline product was found to have formed. The latter was recovered with cold methylene chloride to obtain 1,3-dimethyl-5-chloroimidazolium chloride.
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