EventsThe 25th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-25-11741 (registering DOI)
This submission belongs to the session S1. General Organic Synthesis of the event The 25th International Electronic Conference on Synthetic Organic Chemistry
Published date
14 Nov, 2021
Academic Editor
author-avatarJulio A. Seijas
Citation
Ann Kurskova, Victor Dotsenko, Sergey Krivokolysko, Konstantin Frolov, New methods of synthesis, structure and aminomethylation of 4-imino-2-(dicyanomethylene)-3-azaspiro[5.5]undecane1,5-dicarbonitrile, in Proceedings of The 25th International Electronic Conference on Synthetic Organic Chemistry, 15 November–30 November 2021, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-25-11741
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New methods of synthesis, structure and aminomethylation of 4-imino-2-(dicyanomethylene)-3-azaspiro[5.5]undecane1,5-dicarbonitrile

Ann Kurskova 1
Victor Dotsenko 2
Sergey Krivokolysko 3
Konstantin Frolov 4
1. Laboratory “ChemEx,” V. Dal Lugansk State University, Lugansk, Ukraine
2. Dr. Kuban State University, Krasnodar North Caucasus Federal University, Stavropol
3. Dr. V. Dal Lugansk State University, Lugansk St. Luke Lugansk State Medical University, Lugansk
4. Laboratory “ChemEx”, V. Dal Lugansk State University, Lugansk St. Luke Lugansk State Medical University, Lugansk
Abstract

Sequential reaction of cyclohexanone with malononitrile and 2-aminopropene-1,1,3-tricarbonitrile in potassium hydroxide or sodium ethylate in ethanol gave 4-imino-2- (dicyanomethylene) -3-azaspiro [5.5] undecane-1, 5-dicarbonitrile ... The latter reacts with primary amines and an excess of formaldehyde to form new derivatives of 2- (dicyanomethylene) -3,7-diazaspiro [bicyclo [3.3.1] non-3-ene-9,1'-cyclohexane] -1,5-dicarbonitrile. ... 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

Keywords
cyclohexanone
malononitrile
2-aminopropene-1,1,3-tricarbonitrile
2,4-diamino-5,6,7,8-tetrahydronaphthalene-1,3-dicarbonitrile
4-imino-2-(dicyanomethylene)-3-azaspiro[5.5]undecane-1,5-dicarbonitrile
aminomethylation
Manuscript
sciforum_051612_original-done.pdf
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