Dichloromethane → 2-(Chloromethyl)-1-methylbenzimidazole

Reaktionsgleichung

[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[CH2:11]O.O=S(Cl)[Cl:15].C(Cl)Cl>>[Cl:15][CH2:11][C:3]1[N:2]([CH3:1])[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=1

Komponenten

Edukt 3

HCID 6344Dichloromethane

HCID 24386Thionyl Chloride

HCID 344177(1-methyl-1H-1,3-benzodiazol-2-yl)methanol

Produkt 1

HCID 2480442-(Chloromethyl)-1-methylbenzimidazole

Versuchsvorschrift

A solution of (1-methyl-1H-benzoimidazol-2-yl)-methanol (500 mg, 3.08 mmol) and SOCl2 (1.1 mL) in DCM (2 mmol) was stirred at room temperature for 3 hours. After evaporation of the solvents, 2-chloromethyl-1-methyl-1H-benzoimidazole (556 mg, 3.08 mmol) was obtained and was used without any purification.