Easy preparation, characterization and reactions of new 8‐chloro‐7‐formyl‐4‐oxo‐2‐phenyl‐4H‐pyrimidopyrimidine‐3‐carbonitrile

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. Cond...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2021-05, Vol.58 (5), p.1070-1078
Main Authors: Kamelia M EL‐mahdy, Farouk, Osama
Format: Article
Language:English
Subjects:
Hydrazines
Imines
Pyrazole
Reagents
Online Access:Get full text
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Summary: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.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.4237