Synthesis of Novel Phenoxyacetamide Derivatives as Potential Insecticidal Agents Against the Cotton Leafworm, <i>Spodoptera littoralis</i>
Kaiwan O. Rashid, Khaled S. Mohamed, Mohamed Abd El Salam, Ehab Abdel‐Latif, Ahmed A. Fadda, Mohamed R. Elmorsy
Abstract
A number of interesting N-(4-chlorophenyl)-2-phenoxyacetamide derivatives were synthesized through interaction of N-(4-chlorophenyl)-2-(4-formylphenoxy)acetamide (1) with cyanoacetamide derivatives 2a-e, hydrazine derivatives, activated nitriles and acetophenone to yield novel acrylamide, hydrazone, acrylonitrile and chalcone derivatives, respectively. Acrylamide derivatives 3a-e were used as precursors for synthesis of 2-pyridone derivatives comprising phenoxyacetamide moiety. The structures of the newly synthesized compounds were avowed by different spectroscopic techniques such as FT-IR, 1H-NMR, 13C-NMR, and mass spectroscopy. Finally, the insecticidal efficacy of the newly synthesized phenoxyacetamide derivatives was tested using the cotton leafworm Spodoptera littoralis. Among all, compounds 12, 6 b and 6c exhibited excellent results.