Facile Synthesis and Spectral Properties of Novel Isomeric Nitrile-Rich Bipyridine Derivatives

Ievlev, Mikhail Yu.; Mayorov, Nikita S.; Shishlikova, Maria A.; Belikov, М. Yu.; Бардасов, И. Н.; Ершов, О. В.

doi:10.1007/s10593-021-03021-2

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Doi: 101134/s10703632220500611

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2022

2024

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Cited by 5 publications

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“…Thus, anticancer [18], molluscicidal [8], and antibacterial [19,20] effects of a number of 2-(dicyanomethyl)pyridines have been reported. A series of 3-cyano-2-(dicyanomethylene)pyridines with pronounced fluorescent and photoluminescent properties has been described in [21][22][23].…”

Section: Doi: 101134/s1070363222050061mentioning

confidence: 99%

Synthesis and Aminomethylation of 2-Amino-4-(2-chlorophenyl)-6-(dicyanomethyl)-1,4-dihydropyridine-3,5-dicarbonitrile N-Methylmorpholinium Salt

et al. 2022

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Sequential reaction of 2-chlorobenzaldehyde, cyanothioacetamide, and malononitrile dimer in the presence of an excess of N-methylmorpholine resulted in the formation of N-methylmorphlinium salt of 2-amino-4-(2-chlorophenyl)-6-(dicyanomethyl)-1,4-dihydropyridine-3,5-dicarbonitrile. The resulting salt reacts under Mannich conditions with primary amines and an excess of formaldehyde to form substituted 2-alkylamino-4-(dicyanomethylene)-3,7-diazabicyclo[3.3.1]non-2-ene-1,5-dicarbonitriles. Structure of the key compound was confirmed by single crystal X-ray diffraction analysis.

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