A series of novel bis-heterocyclic ethers, containing 4Hpyrido[1,2-a]pyrimidin-4-one along with other five and six-membered heterocyclic rings, was obtained utilizing ethyl [(4-oxo-4Hpyrido[1,2-a]pyrimidin-2-yl)oxy]acetate (1), [(4-oxo-4H-pyrido[1,2a]pyrimidin-2-yl)oxy]acetic acid (2) and/or [(4-oxo-4H-pyrido[1,2a]pyrimidin-2-yl)oxy]acetohydrazide (3). Reaction of ester 1 with some ortho-hydroxy-aldehydes furnished the corresponding pyridopyrimidyloxypyrones. Reaction of ester 1 or acid 2 with 1,2-diamines led to some imidazoles. Also, some pyrazole, triazole, and oxadiazoline derivatives have been prepared from hydrazide 3.
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KEYWORDS7-(4-Chloro/3-nitrophenyl)-8- [5,6-diphenyl-4-(1,3-thiazol-2-yl-a]pyridine-6-carbonitrile (6a, b) was utilized as a key intermediate for the target polyheterocyclic systems. Reactions of 6a, b with halocarbonyl reagents followed by heterocyclization with bi-nitrogen nucleophiles gave some new nitrogen heterocycles (7-13). Structures of the new compounds were established by elemental analyses and spectral data. The synthesized compounds were screened for their antimicrobial activity.
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