Nitrogen → HCID 58709908, compound

Participants

Reaction Conditions

Reaction Steps

N2 was bubbled through a solution of 2-iodo-4-nitroanisole (2.8 g, 10.0 mmol), thiazole (2.55 g, 30.0 mmol), potassium acetate (1.47 g, 15.0 mmol), and tetrakis(triphenyl phosphine)palladium(0) (0.81 g, 0.70 mmol) in DMF (15 mL) for 10 min. The mixture was then heated to 100° C. and stirred overnight. Solvent was removed under reduced pressure, and the residue was purified by silica gel chromatography (dichloromethane:MeOH=96:4) to afford the title compound. 1H-NMR (CDCl3, 400 MHz): δ=4.08 (s, 3H), 7.09 (d, J=9.2 Hz, 1H), 8.25 (dd, J=2.8, 9.2 Hz, 1H), 8.37 (s, 1H), 8.54 (d, J=3.2 Hz, 1H), 8.88 (s, 1H). MS (ES+): m/z 237.13 [MH+]. HPLC: tR=3.07 min (ZQ2000, polar—5 min).

Provenance & Evidence