HCID 67529941, compound → HCID 178431878, compound

Participants

Reaction Steps

2 g (5.23 mmol) of 3-(2-amino-4-fluorophenyl)-4-methyl-2-(methylsulfanyl)-1,3-thiazol-3-ium iodide obtained in stage B1 were solubilised in MeOH (200 mL) and the solution refluxed for 12 h. Then MeOH was evaporated to yield 7-fluoro-3-methyl[1,3]thiazolo[3,2-a]benzimidazol-9-ium iodide (4b) (pale yellow powder, 1.74 g, 99%). Mp=240° C.; 1H NMR (300 MHz, CD3OD) δ=2.83 (3H, d, 0.1=1.3, CH3), 7.03 (1H, q, J=1.3, H5), 7.20-7.27 (1H, m, Ar), 7.47-7.51 (1H, m, Ar), 8.06-8.11 (1H, m, Ar); 13C NMR (75 MHz, CD3OD) δ=14.1, 103.5 (d, J=27), 109.9, 112.1 (d, J=27), 114.0 (d, J=10), 126.9, 133.3, 143.6 (d, J=10), 158.3, 162.0 (d, J=242); HRMS m/z C10H8N2FS [M−I]+ calcd: 207.0387, found: 207.0388. Stage C: Preparation of 7-fluoro-3,9-dimethyl[1,3]thiazolo[3,2-a]benzimidazol-9-ium iodide

Provenance & Evidence