Malononitrile → HCID 88545043, compound

Participants

Reaction Steps

A DMF (15 mL) solution of sodium hydride (0.38 g, 9.4 mmol, 60%) was added to malononitrile (0.62 g, 9.4 mmol) in DMF (3 mL) at 0° C. After 10 minutes the intermediate from Step C (2.1 g, 8.6 mmol) was added. After stirring for 2 hours at room temperature the reaction was quenched with saturated aqueous NH4Cl. The mixture was extracted with ethyl acetate and the organic layer concentrated. The residue was purified by silica gel chromatography using a hexanes/EtOAc gradient to give the indicated product. 1H NMR δ (ppm) (CHCl3-d): 8.85 (1H, s), 8.65 (1H, d, J=2.6 Hz), 8.58 (1H, s), 5.12 (1H, s), 3.81 (3H, s), 2.09 (3H, s). m/z=231.0 (M+H).

Provenance & Evidence