Synthesis of some new bis(pyrazol-5-ols), pyridones and benzo-[f]-thiochromene-2-carbonitrile derivatives bearing N-(4-chlorophenyl)-2-(4-formylphenoxy)acetamide moiety

Abstract

Novel 4,4′-(arylmethylene)-bis(3-methyl-1-phenyl-1 H -pyrazol-5-ol) derivative 2 was synthesized via interaction of N -(4-chlorophenyl)-2-(4-formylphenoxy)acetamide ( 1 ) with diverse available reagent (two mole from 3-methyl-1H-pyrazol-5(4 H )-one). Moreover, One-pot pseudo three-component reaction of hydrazine hydrate, ethyl acetoacetate and aldehydes in ethanole using pipridine at 70°C afforded the corresponding aminopyrazole derivative 3 . on the other hand, cyanoacetamide scaffolds 4a,b was reacted with aromatic aldehyde particularly N -(4-chlorophenyl)-2-(4-formylphenoxy)acetamide ( 1 ), to afford arylidenes 5a,b that undergoes cyclization by heating in ethanol containing drops of piperidine as catalyst, and malononitrile afforded the corresponding pyridinone derivatives 6a,b . All freshly synthesized scaffolds were elucidated by considering the data of both elemental and spectral analyses.