505063-52-5Relevant academic research and scientific papers
Novel series of N-acylhydrazone based on acridone: Synthesis, conformational and theoretical studies
Aarjane, Mohammed,Amine, Amina,Slassi, Siham
, (2021)
In this work, novel N-acylhydrazone derivatives from acridone have been synthesized by condensation of 9-oxoacridin-10(9H)-yl)acetohydrazide with various aldehyde and ketone. The structures of these novel compounds were elucidated by 1H NMR, 13C NMR, IR and mass spectroscopy. The NMR data shows two conformations (E, trans and E, cis) due to N–C(O) bond rotation, the conformations of synthesized compounds have been investigated by different NMR methods. The rotational barriers around N–C(O) bond for compound 5a was measured in DMSO using dynamic NMR spectroscopy, this result was confirmed by DFT calculations at B3LYP/6–31 G (d) level in DMSO.
