HCID 67529325, compound → HCID 178431877, compound

Participants

Reaction Steps

1.1 g (2.54 mmol) of 3-[2-amino-5-(trifluoromethyl)phenyl]-4-methyl-2-(methylsulfanyl)-1,3-thiazol-3-ium iodide (3a) were solubilised in MeOH (100 mL) and the solution refluxed for 7 days. Then MeOH was evaporated to yield 3-methyl-6-(trifluoromethyl)[1,3]thiazolo[3,2-a]benzimidazol-9-ium iodide (4a) (orange powder, 970 mg, 99%). Mp 122° C.; 1H NMR (300 MHz, CD3OD) δ=2.80 (3H, d, J=1.3, CH3), 6.88 (1H, q, J=1.3, H5), 7.65-7.71 (1H, m, Ar), 7.78-7.84 (1H, m, Ar), 8.17-8.22 (1H, m, Ar); 13C NMR (75 MHz, CD3OD) δ=14.12, 108.58, 110.25 (q, J=4), 119.02, 121.99 (q, J=4), 124.52 (q, J=33), 126.07 (q, J=271), 130.34, 132.58, 149.35, 161.08; HRMS m/z C11H8N2F3S [M−I]+ calcd: 257.0355, found: 257.0353.

Provenance & Evidence