Acetylacetone xA mL xA mmol was dissolved in

A solution of acetylacetone (10.30 mL, 100 mmol) and 4-methylaniline (10.71 g, 100 mmol) in 80 mL of methanol in the presence of two drops of formic Purvalanol B was refluxed for 8 h. The solid separated was filtered and washed with hexane. The crude product was recrystallized from dichloromethane and dried in vacuo. A light brown colored solid 3b was obtained, with a yield of 17.50 g (92%). 1H NMR (δ ppm C6D6, 500 MHz): 12.89 (s, 1H, NH), 6.80 (d, J = 8.0 Hz, 2H, Ph), 6.68 (d, J = 8.0 Hz, 2H, Ph), 5.00 (s, 1H, CH), 2.02 (s, 3H, CH3), 2.00 (s, 3H, CH3), 1.62 (s, 3H, CH3). 13C NMR (δ ppm C6D6, 125 MHz, proton decoupled): 195.33 (CO), 159.62 (CH3CN), 136.69, 134.78, 129.80, 124.48 (Ph), 97.68 (CH), 29.08 (CH3), 20.69 (CH3), 19.40 (CH3). IR absorptions (KBr, cm−1): 3459, 2931, 1611, 1503, 1441, 1269, 1181, 1017, 825, 761. Micro Analysis Calculated for C12H15NO(189.25): Calcd.: C, 76.16%; H, 7.99%; N, 7.40%; Found: C, 76.00%; H, 7.87%; N, 7.31%.