Thiobenzamide → HCID 22911939, compound

Participants

Reaction Steps

To a solution of 2-bromo-1-(4-fluorophenyl)-2-(4-methylsulfonylphenyl)ethanone (Example 26, Step 2) (0.468 g, 1.26 mmol) in acetonitrile (10 mL) in a 25 mL round bottom flask was added thiobenzamide (0.164 g, 1.20 mmol) and the solution heated to reflux (19 hours). The reaction was cooled to room temperature. The resulting suspension was concentrated in vacuo, suspended in methylene chloride (100 mL) and washed with NaHCO3 saturated solution (3×10 mL), dried over sodium sulfate, filtered and concentrated yielding 4-(4-fluorophenyl)-5-(4-methylsulfonylphenyl)-2-phenylthiazole (0.085 g, 16%) as a fine white powder: mp 188°-189° C., 1HNMR (CDCl3) 300 mHz 8.01 (m, 2H), 7.90 (d, J=8.48 Hz, 2 H), 7.62-7.55 (m, 4 H), 7.55-7.44 (m, 3 H), 7.04 (t, J=8.85 Hz, 2 H), 3.09 (s, 3H); MS (EI-thermospray) m/z 410 (MH+). HRMS (EI) Δ=-2.0 mmu.

Provenance & Evidence