5-CHLOROMETHYL-1-METHYL-1H-IMIDAZOLE HCL synthesis

Yield: 53.81%

Reaction Conditions:

with thionyl chloride in dichloromethane at 0 - 20;Heating / reflux;

Steps:

2 Intermediate 2: 1-methyl-4-chloromethyl-imidazole hydrochloride
To a solution of intermediate 1 (5g, 44.64 [MMOL)] in CH2CI2 [(10 MI)] at [0°C] was added dropwise thionyl chloride (50 [ML)] and then the mixture was stirred at room temperature overnight and then under reflux for 3 hours and then concentrated under reduced pressure. The residue was treated with diethyl oxide and the resulting precipitate was filtered and dried. The title compound was obtained as a brown solid [(4G,] 53. 80%); 1HNMR (300 MHz, [DS-DMSO, PPM). S] : 9.25 (s , 1H), 7.8 (s, 1H), 4.95 (s, 2H), 3.9 (s, 3H).

References:

SMITHKLINE BEECHAM CORPORATION WO2004/13134, 2004, A2 Location in patent:Page 26