2-Methylimidazole-4-sulfonyl chloride

A-Methylimidazole (22.5 /il) was added to a mixture of Fmoc-glycinol (20.0 mg, 0.07 mmol), Fmoc-glycine (27.3 mg, 1.3 equiv.), and polystyryl-sulfonyl chloride resin (61.6 mg, 1.3 equiv., 1.49 mmol/g) in dichloro-methane (1 ml). After 2 h, aminomethylated PS-resin (138 mg, 2 equiv.) was added and the suspension shaken for 30 min. After filtration through a fritted filter, the resin was rinsed thoroughly with dichloromethane, and the combined solvents were concentrated to 3 ml. Amberlyte 15 (176 mg) was added and the suspension was shaken again for 30 min and filtered as described above. After evaporation of the solvent, the pure product was obtained as a colorless foam 93 % yield. 

Treatment of 4- and 5-chloro-l-methylimidazole with boiling chlorosulfonic acid yields the 5- and 4-sulfonyl chlorides respectively. l-(2-Phenoxyethyl)imi-dazole 46 reacts with a mixture of chlorosulfonic acid (two equivalents) and phosphorus pentachloride (one equivalent) at 100 °C (10 minutes) to give the p-sulfonyl chloride 47 (Equation 11). ... 

---