m-Chloroperbenzoic acid → HCID 178426890, compound

Participants

Reaction Steps

To a solution of α,α-bis(trifluoromethyl)-4,5-bis(4-methylphenyl)-1-methyl-1H-imidazol-2-methanamine (1.0 g, 2.3 mmole) in chloroform (10 mL) was added portionwise, m-chloroperbenzoic acid (1.20 g, 7 mmole). The reaction mixture was refluxed under nitrogen for two hours. The solution was cooled to room temperature and poured into saturated sodium bicarbonate (100 mL). The organic layer was washed successively with saturated sodium bicarbonate solution, 10% sodium sulfite solution, water, and saturated sodium chloride solution, dried over magnesium sulfate and evaporated under vacuum. The residue was triturated with petroleum ether to give the title compound (0.15 g, 14%) as a solid: mp 161°-163°; MS m/e 458 (M+ +H); 1H NMR (CDCl3 /TMS) δ 2.43 (s,6H,CH3), 3.06(s,3H,NCH3), 7.23-7.40(m,4H,Harom), 7.50-7.63(m,2H,Harom), 7.87-7.93(m,2H,Harom).

Provenance & Evidence