Synthesis of dihydropyridine, fused dihydropyridines and benzo[4,5]imidazo[2,1-b]quinazolines linked to ester and amide moieties via a benzene ring as new hybrid molecules

Abstract

A series of novel 2-oxo-2-(arylamino)ethyl 4-formylbenzoates were prepared via the reaction of the potassium salt of p-formylbenzoic acid with 2-chloro-N-aryl-acetamide in DMF at reflux. A new series of 1,4-dihydropyridin-3,5-dicarbonitriles, hexahydroacridine-1,8-diones, decahydropyrimido[4,5-b]quinolines, and hexahydrobenzo[4,5]imidazo[2,1-b]quinazolines which are linked to N-aryl-benzoyloxyacetamide were obtained through the Hantzsch reaction of various 2-oxo-2-(arylamino)ethyl 4-formylbenzoate with the respective 3-aminocrotononitrile or a mixture of 1,3-dicarbonyl compounds and amine source. The structures of the novel compounds were confirmed using a variety of spectra.

Graphical abstract

Keywords:

• Fused dihydropyridine
• hybrid molecules
• N-aryl-benzoyloxyacetamide