Abstract
The novel 2-hydrazinyl-8-methyl-4H-chromeno[3 ',2 ':5,6]pyrido[2,3-d]pyrimidine-4,6(3H)-dione (4) was efficiently synthesized and characterized by different spectroscopic techniques. Compound 4 was utilized for the formation of two novel categories of heteroannulated compounds containing chromenopyridopyrimidines. Reaction of compound 4 with some mono-electrophilic reagents namely diethyl carbonate, carbon disulfide, triethylorthoformate, acetyl chloride and benzoyl chloride afforded chromeno[3 ',2 ':5,6]pyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidines 5-9. While, treatment of compound 4 with a diversity 1,2-bielectrophilic reagents namely chloroacetic acid, phenacyl bromide, oxalyl chloride, chloroacetonitrile, bromomalononitrile,3-chloropentane-2,5-dione and ethyl 2-chloro-3-oxobutanoate produced chromeno[3 '',2 '':5 ',6 ']pyrido[2 ',3 ':4,5]pyrimido[2,1-c][1,2,4]triazines 10-16. The antimicrobial evaluation of the synthesized products appeared variable inhibitory effect toward the tested microorganisms. Spectral and elemental microanalysis were used for structure elucidation of the new synthesized compounds.