Abstract

Hassan Mohammed Al-Ghamdi*

DOI : http://dx.doi.org/10.13005/ojc/350149

This work aimed to synthesis some new different heterocyclic compounds based on phenylpyrazole-4-carbaldehyde derivative (1) reacted with cyanoacetohydrazide to afford  N'‐[(1Z)‐(5‐chloro‐3‐methyl‐1‐phenylpyrazol‐4‐yl)methylidene]‐2‐cyanoacetohydrazide (2).compound (2) cyclized by acetyl acetone, and aromatic aldehyde, respectively, to give pyrazolo-pyridone (4) and substituted pylazolochromene (6 and 8), respectively. Pyrazolo triazole (10) was obtained by coupling of 1-azido-4-fluorobenzene with (2), which was diazotized by 3‐[(E)‐2‐chlorodiazen‐1‐yl]‐4,6‐dimethyl‐1H‐pyrazolo[3,4‐b]pyridin to give pyrazolo pyridine derivative (11). N,N-Dimethylformamide dimethyl acetal reacted with  (2) to afford (2E)‐N'‐[(1Z)‐(5‐chloro‐3‐methyl‐1‐phenylpyrazol‐4‐yl)methylidene]‐2‐cyano‐3‐(dimethylamino)prop‐2‐enehydrazide (13). This compound hyadrazonlysis to yield substituted pyrazole-4-carbohydrazide (15). Also, compound (2)  reacted with  phNCS in presence of KOH and furnish compound (22), which preferred over compound (20) All  synthesized compounds were established using IR, ¹H-NMR. These compounds (2,3,6,8,12,13,15 and 22) were screened against several microorganisms to investigate antimicrobial potency.

Chromene; Pyrazole; Pyridine And Antimicrobial Activity; Thiazole

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