Synthesis and antibacterial survey of some nicotinonitriles clubbed with pyrazolone and/or thiazole | ||
| Mansoura Journal of Chemistry | ||
| Volume 44, Issue 2, May 2020, Pages 1-7 PDF (851.63 K) | ||
| Document Type: Original Article | ||
| DOI: 10.21608/mjcc.2020.412969 | ||
| Abstract | ||
| The chlorine atom of 2-chloronicotinonitrile derivative 2 has been substituted via its heating with ethyl 4-aminobenzoate to give the conforming ethyl 4-(3-cyano-pyridin-2-ylamino)benzoate scaffold 3, which underwent refluxing with hydrazine hydrate to produce the hydrazide derivative 4. The reaction of hydrazide 4 with ethyl acetoacetate furnished the corresponding 2-((4-(3-methyl-5-oxo-1H-pyrazole-1-carbonyl)phenyl)-amino)nicotinonitrile derivative 6 which reacted with phenyl isothiocyanate and chloroacetone, phenacyl chloride or ethyl bromoacetate to give the corresponding 2-((4-(4-(3-phenylthiazolylidene)-3-methyl-5-oxo-4,5-dihydro-1H-pyrazole-1-carbonyl)-phenyl)amino)-4,6-dimethyl-nicotinonitriles 10a, 10b and 11. In general, all synthesized pyridine scaffolds revealed better activity against the Gram-positive bacterium (B. subtilis) rather than the Gram-negative bacterium (E. coli). | ||
| Keywords | ||
| 2-Chloronicotinonitrile; Ethyl 4-aminobenzoate; Hydrazine; Phenyl isothiocyanate; Escherichia coli | ||
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