الفهرس | Only 14 pages are availabe for public view |
Abstract The subject of this research work aimed to study the chemical transformations of 6-methylchromone-3-carbonitrile (1) towards some nitrogen and carbon nucleophiles hoping to construct a variety of novel heterocyclic systems and evaluate their antimicrobial activity.Treatment of carbonitrile 1 with hydrazine hydrate (1:1 molar ratio) in boiling acetic acid afforded 8-methylchromeno [4,3-c]pyrazol-4(1H)-one (2) as depicted in Scheme 1. Interestingly, repeating the reaction of carbonitrile 1 with hydrazine hydrate in boiling ethanol showed different behavior producing a yellow crystalline product with high melting point (above 300 oC). After interpretation of the spectral data, this product was identified as 2-amino-3-[({4-[(2-hydroxy-5-methylphenyl)carbonyl]-1H-pyrazol-3-yl}imino)methyl]-6-methylchromone (3) (Scheme 1). |