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The novel 2-hydrazinyl-8-methyl-4 H -chromeno[3 ′ ,2 ′ :5,6]pyrido[2,3- d ]pyrimidine-4,6(3 H )-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.

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Novel heteroannulated chromeno[3 ′ ,2 ′ :5,6]pyrido[2,3- d ][1,2,4]triazolo[4,3- a ] pyrimidines and chromeno[3 ′′ ,2 ′′ :5 ′ ,6 ′ ]pyrido[2 ′ ,3 ′ :4,5]pyrimido[2,1- c ][1,2,4] triazines: Synthesis, characterization and antimicrobial evaluation