Thionyl Chloride → HCID 67324203, compound
Reaction equation
[CH3:1][N:2]1[C:6]([CH2:7]O)=[CH:5][N:4]=[C:3]1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.O=S(Cl)[Cl:17]>>[ClH:17].[Cl:17][CH2:7][C:6]1[N:2]([CH3:1])[C:3]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:4][CH:5]=1Participants
3
Procedure
A solution of (1-methyl-2-phenyl-1H-imidazol-5-yl)methanol (0.600 g, 3.19 mmol) in dry SOCl2 (11 mL) was refluxed at 80° C. for 1 h. The reaction mixture was concentrated under reduced pressure and the residue was co-evaporated with CH2Cl2, and then triturated with diethyl ether, filtered and dried under suction to afford 5-(chloromethyl)-1-methyl-2-phenyl-1H-imidazole hydrochloride (0.67 g, yield 86%) as a white solid. 1H NMR (300 MHz, MeOD) δ 7.79-7.79 (m, 6H), 4.98 (s, 2H), 3.93 (s, 3H).
Workup
- concentrationThe reaction mixture was concentrated under reduced pressure
- customtriturated with diethyl ether
- filtrationfiltered
- customdried under suction