Triethylamine → N-(6-acetyl-1,3-benzodioxol-5-yl)naphthalene-1-carboxamide

Participants

Reaction Conditions

Reaction Steps

Into solutions of 149 (5.0 mmol) in 200 mL of dry toluene were added triethylamine (4 mL) and 2-amino-4,5-methylenedioxy acetophenone (148) (5 mmol). The mixtures were stirred at 20±2° C. for 24 h and then evaporated. The residues were washed with acetone and EtOH and then recrystallized from acetone or EtOH to form 150. Obtained as a grayish-white solid; mp 143-144° C.; ESI-MS (Positive mode): m/z 334 [M+H]+; 1H-NMR (400 MHz, DMSO-d6, δ): 2.59 (3H, s), 6.20 (2H, s), 7.60-7.68 (4H, m), 7.87 (1H, d, J=7.2 Hz), 8.05-8.07 (1H, m), 8.15 (1H, d, J=8.0 Hz), 8.33-8.38 (2H, m), 12.52 (1H, s); IR (KBr): 1647, 1672 (C═O) cm−1.

Provenance & Evidence