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

Autor: Kurskova AO; ChemEx Laboratory, V. Dahl Lugansk State University, 91034 Lugansk, Ukraine., Dotsenko VV; Kuban State University, 350040 Krasnodar, Russia.; North Caucasian Federal University, 355009 Stavropol, Russia., Frolov KA; ChemEx Laboratory, V. Dahl Lugansk State University, 91034 Lugansk, Ukraine., Aksenov NA; North Caucasian Federal University, 355009 Stavropol, Russia., Aksenova IV; North Caucasian Federal University, 355009 Stavropol, Russia., Krivokolysko BS; Lugansk State Medical University named after St. Luke, 91045 Lugansk, Ukraine., Peresypkina AA; Belgorod State National Research University, 308015 Belgorod, Russia., Chigorina EA; National Research Center 'Kurchatov Institute' - IREA, 107076 Moscow, Russia.; National Research Center 'Kurchatov Institute', 123182 Moscow, Russia., Krivokolysko SG; ChemEx Laboratory, V. Dahl Lugansk State University, 91034 Lugansk, Ukraine.; Lugansk State Medical University named after St. Luke, 91045 Lugansk, Ukraine.
Jazyk: angličtina
Zdroj: Russian journal of general chemistry [Russ J Gen Chem] 2022; Vol. 92 (5), pp. 779-790. Date of Electronic Publication: 2022 Jun 14.
DOI: 10.1134/S1070363222050061
Abstrakt: 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.
Competing Interests: No conflict of interest was declared by the authors.
(© Pleiades Publishing, Ltd. 2022.)
Databáze: MEDLINE
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