Synthesis of New 2-(4-(1,4-Dihydropyridin-4-yl)Phenoxy)-N-Arylacetamides and Their Heterocyclic-Fused Derivatives via Hantzsch-Like Reaction

A simple and effective approach has been established for the synthesis of a new series of 1,4-dihydropyridin-3,5-dicarbonitriles, hexahydroacridine-1,8-diones, 7,14-dihydro-6H,8H-dichromeno[4,3-b:3 ',4 '-e]pyridine-6,8-diones, and 1,4,7,8-tetrahydrodipyrazolo[3,4-b:4 ',3 '-e]pyridines which are linked to phenoxy-N-arylacetamide. The novel products were obtained through the Hantzsch reaction of various 2-(4-formylphenoxy)-N-arylacetamides with the respective 3-aminocrotononitrile or a mixture of 1,3-dicarbonyl compounds and ammonium acetate. Elemental and spectral data were used to confirm the structures of the newly synthesized compounds. The desired products could not be made by alkylation of the suitable phenol derivatives with 2-chloro-N-phenylacetamide.

Automated summary

A simple and effective method has been established for the synthesis of a new series of compounds linked to phenoxy-N-arylacetamide. The desired products were successfully obtained through specific reaction conditions using suitable substrates. The structures of the newly synthesized compounds were confirmed by elemental and spectral analysis. In addition, limitations were found in synthesizing the target products using other methods.