Methanesulfonic Acid → HCID 87252345, compound

Participants

Reaction Steps

Crude 4-methyl-1-(3-nitro-5-trifluoromethyl-phenyl)-1H-imidazole (IX) (1.85 g, 6 mmol, 88 area % purity in HPLC) is dissolved in ethyl acetate (6 mL) at about 50° C. To the stirred resulting black solution is slowly added methanesulfonic acid (0.397 mL, 6 mmol) at about 50° C. At the end of the addition a bright solid starts to precipitate. The mixture is allowed to slowly cool down to room temperature and is further stirred at about 5° C. for 75 minutes. The solid formed is filtered, washed with ethyl acetate (4 mL) and dried at room temperature and reduced pressure. A suspension of the obtained material in 2-propanol (5 mL) is stirred at 50° C. for 90 minutes, is allowed to cool down to room temperature, stirred for 1 hour and at 0-5° C. for another hour. The solid formed is filtered, washed with cold 2-propanol (5 mL) and dried at room temperature and reduced pressure to afford 4-methyl-1-(3-nitro-5-trifluoromethyl-phenyl)-1H-imidazole methanesulfonic acid salt as a beige solid. Yield: 54.1% (HPLC purity: 99.5 area %), Melting point: 208-213° C.

Provenance & Evidence