4.4 Article

Easy preparation, characterization and reactions of new 8-chloro-7-formyl-4-oxo-2-phenyl-4H-pyrimido[1,2-a]pyrimidine-3-carbonitrile

Journal

JOURNAL OF HETEROCYCLIC CHEMISTRY
Volume 58, Issue 5, Pages 1070-1078

Publisher

WILEY
DOI: 10.1002/jhet.4237

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The target compound was synthesized via the Vilsmeier-Haack reaction and reacted with various reagents to yield several derivatives. The structures of the newly synthesized compounds were confirmed through analytical and spectral data analysis.
8-Chloro-7-formyl-4-oxo-2-phenyl-4H-pyrimido[1,2-a]pyrimidine-3-carbonitrile (3) is constructed using N-(5-cyano-6-oxo-4-phenyl-1,6-dihydropyrimidin-2-yl) acetamide (2) via Vilsmeier-Haack formylation reaction. Compound 3 reacted with 3-(triethoxysilyl)propan-1-amine under different conditions. Condensation of pyrimidopyrimidine 3 with thiosemicarbazone derivative gave Schiff base 8, which upon treating with Vilsmeier-Haack reagent afforded pyrazole carbothioamide 9. Cyclocondensation of compound 3 with some binucleophiles namely thiocarbohyrazide, hydrazine carbodithioic acid, benzyl hydrazinecarbodithioate and/or 2-thioxopyrimidinone was investigated. Structures of the new synthesized compounds were confirmed by their analytical and spectral data.

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