Phosphorus sulfide (P2S5) → HCID 44553395, compound

Participants

Reaction Conditions

Reaction Steps

4-{5-[(4-Chlorophenyl)thio]-1-methyl-2-pyridin-2-yl-1H-imidazol-4-yl}-N′-formylbenzohydrazide (Example 49, 450 mg, 0.98 mmol) was treated with P2S5 (218 mg, 0.98 mmol) in 12 mL of dioxane. After the reaction mixture was heated at 55° C. overnight, the volatiles were removed in vacuo. The residue was diluted with EtOAc, washed with 1N NaOH, water, and brine. The organic layer was dried over MgSO4, filtered, and concentrated. The residue was subjected to silica gel column chromatography eluting with 30-85% EtOAc in hexanes to afford the title compound. 1H NMR (500 MHz, (CDCl3): 9.13 (s, 1H), 8.67 (d, 1H), 8.43 (broad d, 1H), 8.38 (d, 2H), 8.06 (d, 2H), 7.89 (t, 1H), 7.39 (t, 1H), 7.25 (d, 2H), 7.04 (d, 2H), 4.16 (s, 3H). LCMS: m/z 462 (M+H)+.

Provenance & Evidence