Sodium Bicarbonate → HCID 59324084, compound

Participants

Reaction Steps

1.4 g (3.64 mmol) of 3-methyl-6-(trifluoromethyl)[1,3]thiazolo[3,2-a]benzimidazol-9-ium iodide 4a were poured in a NaHCO3 saturated aqueous solution (60 mL). The mixture was extracted 3×60 mL of CH2Cl2; the organic layer was dried with MgSO4 and evaporated under reduced pressure to yield 3-methyl-6-(trifluoromethyl)[1,3]thiazolo[3,2-a]benzimidazole 5a (790 mg, yellow powder, 85%). Mp=127° C.; 1H NMR (300 MHz, CDCl3) δ=2.79 (3H, d, J=1.3, CH3), 6.46 (1H, q, J=1.3, H5), 7.60-8.08 (3H, m, Ar); 13C NMR (75 MHz, CDCl3) δ=14.44, 105.89, 108.10 (q, J=4), 119.39, 120.29 (q, J=4), 122.73 (q, J=32), 124.74 (q, J=272), 129.49, 129.87, 150.41, 159.70; HRMS m/z C11H7F3N2S [M+H]+ calcd: 257.0355, found: 257.0353. Same result as for (4a) 3-methyl-6-(trifluoromethyl)[1,3]thiazolo[3,2-a]benzimidazol-9-ium iodide.

Provenance & Evidence