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

Document Type : Original articles

Authors

1 Department of Chemistry, Faculty of Science, Damietta Univesity, New Damietta, Egypt.

2 Department of Chemistry, Faculty of Science, Mansoura University, Mansoura, Egypt

3 Department of Chemistry, Faculty of Science, New Damietta City, Damietta University, Egypt

4 Department of Chemistry, Faculty of Science, Damietta University, New Damietta, Egypt

5 Engineering Chemistry Department, Higher Institute for Engineering and Technology, New Damietta, Egypt

Abstract

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(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 5 a, b that undergoes cyclization by heating in ethanol containing drops of piperidine as catalyst, and malononitrile afforded the corresponding pyridinone derivatives 6 a,b. All freshly synthesized scaffolds were elucidated by considering the data of both elemental and spectral analyses.

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