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Facile and simple synthesis of some new polyfunctionally heterocyclic derivatives incorporating 2‐imino‐2 H ‐chromene moiety
Author(s) -
El Azab Islam H.,
El Rady Eman A.
Publication year - 2012
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.716
Subject(s) - chemistry , moiety , ethyl cyanoacetate , malononitrile , yield (engineering) , pyridine , elemental analysis , carbon 13 nmr , proton nmr , combinatorial chemistry , stereochemistry , medicinal chemistry , organic chemistry , catalysis , materials science , metallurgy
1,2‐Dihydro‐2‐imino‐6‐(2‐imino‐2 H ‐chromen‐3‐yl)‐1,4‐diphenyl‐pyridine‐3‐carbonitrile 4 has been synthesized and reacted with ethyl cyanoacetate to yield the new 5‐amino‐1,7‐dihydro‐2‐(2‐imino‐2 H ‐chromen‐3‐yl)‐7‐oxo‐1,4‐diphenyl‐1,8‐naphthyridine‐6‐carbonitrile 6 , which consider a good and available starting intermediate for synthesis of series of functionalized chromenes. So, the compound 6 was utilized as a key for the synthesis of some new pyrimido[5,4‐ c ][1,8]naphthyridinones, pyrido[2,3‐ c ][1,6]naphthyridinones, triazolo[3′,4′:1,6]triazino][5,4‐ c ][1,8]naphthyridinones, triazolo[2′,3′:1,6]pyrimido[4,5‐ c ][1,8]naphthyridinones, triazepino[6,5‐ c ][1,8]naphthyridinone, and triazino[5,4‐ c ][1,8]naphthyridinones. The structures of these compounds were established by elemental analysis, IR, MS, and NMR spectral analysis. J. Heterocyclic Chem., (2012).