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-1H-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(4H)-one). Moreover, One-pot pseudo threecomponent 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.