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New heterocyclic scaffolds containing acetanilide moiety were synthesized as anticancer agents. The precursor N-(4-acetamidophenyl)-2-cyanoacetamide (3) was coupled smoothly with (un)substituted phenyl diazonium chlorides producing the hydrazones 4. Various 2-pyridones 6 were picked up through the treatment of 3 with different arylidene malononitriles. The precursor underwent reaction with phenyl isothiocyanate in DMF/KOH followed by in situ addition of several -halogenated reagents afforded the corresponding thiazole derivatives 9 and 10. Heating of thiocarbamoyl scaffold 11 with chloroacetone and phenacyl chloride resulted in the formation of 5substitutedthiophene-3-carboxamides 12. Condensation of the synthesized ketene N,S-acetal 13 with NH 2 NH 2 furnished the corresponding pyrazole-4-carboxamide 14. The newly synthesized scaffolds were characterized by considering their spectral analyses and they evaluated for their in vitro anticancer activities to show promising results. O N CN S N O Ph H N O Me H thiazolidinone ring increased the anticancer activity acetamido group increased the anticancer activity O N CN
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Abdel‐Latif et al. (2017) studied this question.
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