Methyl iodide → HCID 86641708, compound

Participants

Reaction Steps

375 mg (1.46 mmol) of 3-methyl-6-(trifluoromethyl)[1,3]thiazolo[3,2-a]benzimidazole 5a were solubilised in acetone (15 mL), then CH3I (10 eq, 0.9 mL) was added and the solution stirred at r.t. for 12 h. 3,9-dimethyl-6-(trifluoromethyl)[1,3]thiazolo[3,2-a][3,1]benzimidazol-9-ium iodide 6a was recovered by evaporation of the solvent (orange powder, 570 mg, 98%). Mp=>270° C.; 1H NMR (300 MHz, DMSO-d6) δ=2.94 (3H, d, J=1.2, CH3), 4.18 (3H, s, NH3), 7.51 (1H, q, J=1.2, H5), 8.13-8.17 (1H, m, Ar), 8.28-8.21 (1H, m, Ar), 8.52-8.56 (1H, m, Ar); 13C NMR (75 MHz, DMSO-d6) δ=13.44, 33.35, 111.68 (q, J=4), 112.76, 113.98, 123.59 (q, J=4), 123.95 (q, J=272), 124.08 (q, J=33), 126.48, 133.42, 138.76, 157.50; HRMS m/z C12H10F3N2S [M−I]+ calcd: 271.0511, found: 271.0513.

Provenance & Evidence