volume 91 issue 6 pages 971-984

New Methods of Synthesis, Structure and Aminomethylation of 4-Imino-2-(dicyanomethylene)-3-azaspiro[5.5]undecane-1,5-dicarbonitrile

A O Kurskova 1
Konstantin A. Frolov 1
S V Shcherbakov 3
S N Ovcharov 3
D S Krivokolysko 4
Publication typeJournal Article
Publication date2021-06-01
scimago Q4
wos Q4
SJR0.179
CiteScore1.4
Impact factor0.8
ISSN10703632, 16083350
General Chemistry
Abstract
Sequential reaction of cyclohexanone with malononitrile and 2-aminopropene-1,1,3-tricarbonitrile in the presence of potassium hydroxide or sodium ethylate in ethanol gave 4-imino-2-(dicyanomethylene)-3-azaspiro[5.5]undecane-1,5-dicarbonitrile. The latter reacted with primary amines and an excess of formaldehyde to form new 2-(dicyanomethylene)-3,7-diazaspiro[bicyclo[3.3.1]non-3-ene-9,1′-cyclohexane]-1.5-dicarbonitrile derivatives. Contrary to the literature data, the reaction of cyclohexanone with 2-aminopropene-1,1,3-tricarbonitrile in benzene in the presence of piperidine and glacial acetic acid led to the formation of 2,4-diamino-5,6,7,8-tetrahydronaphthalene-1,3-dicarbonitrile.
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Kurskova A. O. et al. New Methods of Synthesis, Structure and Aminomethylation of 4-Imino-2-(dicyanomethylene)-3-azaspiro[5.5]undecane-1,5-dicarbonitrile // Russian Journal of General Chemistry. 2021. Vol. 91. No. 6. pp. 971-984.
GOST all authors (up to 50) Copy
Kurskova A. O., Dotsenko V. V., Frolov K. A., Aksenov N. A., Aksenova I. V., Shcherbakov S. V., Ovcharov S. N., Krivokolysko D. S., Krivokolysko S. G. New Methods of Synthesis, Structure and Aminomethylation of 4-Imino-2-(dicyanomethylene)-3-azaspiro[5.5]undecane-1,5-dicarbonitrile // Russian Journal of General Chemistry. 2021. Vol. 91. No. 6. pp. 971-984.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1134/s1070363221060037
UR - https://doi.org/10.1134/s1070363221060037
TI - New Methods of Synthesis, Structure and Aminomethylation of 4-Imino-2-(dicyanomethylene)-3-azaspiro[5.5]undecane-1,5-dicarbonitrile
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 - Shcherbakov, S V
AU - Ovcharov, S N
AU - Krivokolysko, D S
AU - Krivokolysko, Sergey G.
PY - 2021
DA - 2021/06/01
PB - Pleiades Publishing
SP - 971-984
IS - 6
VL - 91
SN - 1070-3632
SN - 1608-3350
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2021_Kurskova,
author = {A O Kurskova and Viktor V Dotsenko and Konstantin A. Frolov and Nicolai A. Aksenov and Inna V. Aksenova and S V Shcherbakov and S N Ovcharov and D S Krivokolysko and Sergey G. Krivokolysko},
title = {New Methods of Synthesis, Structure and Aminomethylation of 4-Imino-2-(dicyanomethylene)-3-azaspiro[5.5]undecane-1,5-dicarbonitrile},
journal = {Russian Journal of General Chemistry},
year = {2021},
volume = {91},
publisher = {Pleiades Publishing},
month = {jun},
url = {https://doi.org/10.1134/s1070363221060037},
number = {6},
pages = {971--984},
doi = {10.1134/s1070363221060037}
}
MLA
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MLA Copy
Kurskova, A. O., et al. “New Methods of Synthesis, Structure and Aminomethylation of 4-Imino-2-(dicyanomethylene)-3-azaspiro[5.5]undecane-1,5-dicarbonitrile.” Russian Journal of General Chemistry, vol. 91, no. 6, Jun. 2021, pp. 971-984. https://doi.org/10.1134/s1070363221060037.