Synthesis and Aminomethylation of 2-Amino-4-(2-chlorophenyl)-6-(dicyanomethyl)-1,4-dihydropyridine-3,5-dicarbonitrile N-Methylmorpholinium Salt
A O Kurskova
1
,
Viktor V Dotsenko
2, 3
,
Konstantin A. Frolov
1
,
Inna V. Aksenova
3
,
B S Krivokolysko
4
,
A A Peresypkina
5
,
E A Chigorina
6, 7
,
S G Krivokolysko
1, 4
1
ChemEx Laboratory, V. Dahl Lugansk State University, Lugansk, Ukraine
|
6
Publication type: Journal Article
Publication date: 2022-05-01
scimago Q4
wos Q4
SJR: 0.179
CiteScore: 1.4
Impact factor: 0.8
ISSN: 10703632, 16083350
PubMed ID:
35729943
General Chemistry
Abstract
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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Kurskova A. O. et al. Synthesis and Aminomethylation of 2-Amino-4-(2-chlorophenyl)-6-(dicyanomethyl)-1,4-dihydropyridine-3,5-dicarbonitrile N-Methylmorpholinium Salt // Russian Journal of General Chemistry. 2022. Vol. 92. No. 5. pp. 779-790.
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Kurskova A. O., Dotsenko V. V., Frolov K. A., Aksenov N. A., Aksenova I. V., Krivokolysko B. S., Peresypkina A. A., Chigorina E. A., Krivokolysko S. G. Synthesis and Aminomethylation of 2-Amino-4-(2-chlorophenyl)-6-(dicyanomethyl)-1,4-dihydropyridine-3,5-dicarbonitrile N-Methylmorpholinium Salt // Russian Journal of General Chemistry. 2022. Vol. 92. No. 5. pp. 779-790.
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TY - JOUR
DO - 10.1134/s1070363222050061
UR - https://doi.org/10.1134/s1070363222050061
TI - Synthesis and Aminomethylation of 2-Amino-4-(2-chlorophenyl)-6-(dicyanomethyl)-1,4-dihydropyridine-3,5-dicarbonitrile N-Methylmorpholinium Salt
T2 - Russian Journal of General Chemistry
AU - Kurskova, A O
AU - Dotsenko, Viktor V
AU - Frolov, Konstantin A.
AU - Aksenov, Nicolai A.
AU - Aksenova, Inna V.
AU - Krivokolysko, B S
AU - Peresypkina, A A
AU - Chigorina, E A
AU - Krivokolysko, S G
PY - 2022
DA - 2022/05/01
PB - Pleiades Publishing
SP - 779-790
IS - 5
VL - 92
PMID - 35729943
SN - 1070-3632
SN - 1608-3350
ER -
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BibTex (up to 50 authors)
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@article{2022_Kurskova,
author = {A O Kurskova and Viktor V Dotsenko and Konstantin A. Frolov and Nicolai A. Aksenov and Inna V. Aksenova and B S Krivokolysko and A A Peresypkina and E A Chigorina and S G Krivokolysko},
title = {Synthesis and Aminomethylation of 2-Amino-4-(2-chlorophenyl)-6-(dicyanomethyl)-1,4-dihydropyridine-3,5-dicarbonitrile N-Methylmorpholinium Salt},
journal = {Russian Journal of General Chemistry},
year = {2022},
volume = {92},
publisher = {Pleiades Publishing},
month = {may},
url = {https://doi.org/10.1134/s1070363222050061},
number = {5},
pages = {779--790},
doi = {10.1134/s1070363222050061}
}
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MLA
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Kurskova, A. O., et al. “Synthesis and Aminomethylation of 2-Amino-4-(2-chlorophenyl)-6-(dicyanomethyl)-1,4-dihydropyridine-3,5-dicarbonitrile N-Methylmorpholinium Salt.” Russian Journal of General Chemistry, vol. 92, no. 5, May. 2022, pp. 779-790. https://doi.org/10.1134/s1070363222050061.