Potassium Carbonate → (3,4-Dimethylphenyl)[2-nitro-4-(e-((4-acetylpiperazin-1-yl)carbonyl)ethenyl)phenyl]sulfide

Participants

Reaction Conditions

Reaction Steps

To a solution of the compound of Example 32A (40 mg, 0.12 mmole) in 2.5 mL of dimethylformamide was added 3,4-dimethylthiophenol (17 mg, 0.12 mmole), followed by potassium carbonate powder (20 mg, 0.14 mmole). The mixture was heated at 100° C. for 20 h. The solvent was removed using N2 gas flow. Water (5 mL) was then added to the residue, the resulting precipitate was collected through filtration, washed with cold water, and air dried to give the title compound (42 mg, 81%) as light yellow solid. 1H-NMR (CDCl3, 400 MHz) δ 2.08 (s, 3H), 2.23 (s, 3H), 2.27 (s, 3H), 3.45 (br, m, 2H), 3.63 (br, m, 6H), 6.79 (s, 1H), 6.82 (d, J=19 Hz, 1H), 7.18 (d, J=19 Hz, 1H), 7.24 (dd, J=4, 19 Hz, 1H), 7.27 (s, 1H), 7.34 (d, J=21 Hz, 1H), 7.56 (d, J=39 Hz, 1H), 8.32 (d, J=4 Hz, 1H). MS (APCI) (M+H)+ at m/z 440. FAB High Resolution MS calculated m/z for C23H26N3O4S (M+H)+: 440.1644. Observed m/z: 440.1646.

Provenance & Evidence