Abstract
A novel series of potential biologically active new cinnamoyl amides were synthesized in good yield and short reaction times. We have studied the one-pot, solvent-free reaction of cinnamic acid derivatives with aromatic amines using 1,3-dicyclohexylcarbodiimide under microwave irradiation in the presence of small quantities of dimethylformamide to improve energy transfer.
GRAPHICAL ABSTRACT
ACKNOWLEDGMENTS
The authors thank Antonio Marchal Igrain and Juan Jesús López González from University of Jaén, Spain, for their kindness for measuring NMR spectra.
Notes
a MW conditions: P = 180 W, reaction time: 10 min.
b Cinnamic acid–amine–DCC.
c Isolated yields.
a Reaction conditions: cinnamic acid (20 mmol), amine (20 mmol), DCC (20 mmol), DMF (3 drops), 120 W.
b Method MW: The temperature was controlled throughout the reaction and evaluated by infrared detector, which indicated the surface temperature after calibration with an optical fibre.
c Method Δ: The temperature was controlled using a digital thermometer inside the reaction mixture.
d Yields (%) refer to those of pure isolated products properly characterized by spectroscopic data (1H, 13C NMR, MS).