Home / Publications / One-pot three-component synthesis of 3-cyano-4-methyl-2,6-dioxopyridine amino enones

One-pot three-component synthesis of 3-cyano-4-methyl-2,6-dioxopyridine amino enones

Julia S Oshega 1
Julia S Oshega
, 
Boris Vladimirovich Paponov 1, 2
Boris Vladimirovich Paponov
, 
Irina V Omelchenko 3
Irina V Omelchenko
, 
Oleg Valer'ievich Shishkin 1, 3
Oleg Valer'ievich Shishkin
1 Department of Chemistry, V.N. Karazin Khar'kov National University, Khar'kov, Ukraine
3 STC 'Institute for Single Crystals', National Academy of Sciences of Ukraine, Kharkov, Ukraine
10.1016/j.mencom.2015.03.019
Published 2015-03-06
Communication , Volume 25, Issue 2, 133-134
7
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Oshega J. S. et al. One-pot three-component synthesis of 3-cyano-4-methyl-2,6-dioxopyridine amino enones // Mendeleev Communications. 2015. Vol. 25. No. 2. pp. 133-134.
GOST all authors (up to 50) Copy
Oshega J. S., Paponov B. V., Omelchenko I. V., Shishkin O. V. One-pot three-component synthesis of 3-cyano-4-methyl-2,6-dioxopyridine amino enones // Mendeleev Communications. 2015. Vol. 25. No. 2. pp. 133-134.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2015.03.019
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2015.03.019
TI - One-pot three-component synthesis of 3-cyano-4-methyl-2,6-dioxopyridine amino enones
T2 - Mendeleev Communications
AU - Oshega, Julia S
AU - Paponov, Boris Vladimirovich
AU - Omelchenko, Irina V
AU - Shishkin, Oleg Valer'ievich
PY - 2015
DA - 2015/03/06
PB - Mendeleev Communications
SP - 133-134
IS - 2
VL - 25
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2015_Oshega,
author = {Julia S Oshega and Boris Vladimirovich Paponov and Irina V Omelchenko and Oleg Valer'ievich Shishkin},
title = {One-pot three-component synthesis of 3-cyano-4-methyl-2,6-dioxopyridine amino enones},
journal = {Mendeleev Communications},
year = {2015},
volume = {25},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2015.03.019},
number = {2},
pages = {133--134},
doi = {10.1016/j.mencom.2015.03.019}
}
MLA
Cite this
MLA Copy
Oshega, Julia S., et al. “One-pot three-component synthesis of 3-cyano-4-methyl-2,6-dioxopyridine amino enones.” Mendeleev Communications, vol. 25, no. 2, Mar. 2015, pp. 133-134. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2015.03.019.

Abstract

(Z)-5-(Arylaminomethylidene)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitriles were obtained by three-component condensation of 4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile with aromatic amines and trimethyl orthoformate in DMF. According to X-ray data, in the solid phase they exist as amino enone tautomers.

References

1.
Alkyl Orthoesters and Their Applications in Organic Synthesis
Pavlova L.A., Davidovich Y.A., Rogozhin S.V.
Russian Chemical Reviews, 1986
3.
Synthesis and Urease Inhibition Studies of Barbituric and Thiobarbituric Acid Derived Sulphonamides
Rauf A., Ahmed F., Qureshi A.M., Aziz-ur-Rehman, Khan A., Qadir M.I., Choudhary M.I., Chohan Z.H., Youssoufid M.H., Haddad T.B.
Journal of the Chinese Chemical Society, 2011
4.
Synthesis, structure, and acid-base characteristics of enaminones of the barbituric acid series
Pestov D.V., Slesarev V.I., Ginak A.I., Slesareva V.I.
Chemistry of Heterocyclic Compounds, 1988
6.
Tricyclic Heteroaromatic Systems: Synthesis, [3H]]Flunitrazepam Brain Membrane Binding Inhibition, and Structure-Activity Relationships of 2,3-Dihydro-2-aryl-4-R-[1]benzopyrano[4,3-c]pyrazole-3-ones
Colotta V., Cecchi L., Melani F., Palazzino G., Filacchioni G., Martini C., Giannaccini G., Lucacchini A.
Journal of Pharmaceutical Sciences, 1989
7.
On the structures of 5-(4-, 3- and 2-methoxyphenylazo)-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridone: An experimental and theoretical study
Mirković J., Rogan J., Poleti D., Vitnik V., Vitnik Ž., Ušćumlić G., Mijin D.
Dyes and Pigments, 2014
8.
Mijin D., Uscumlic G., Valentic N., Marinkovic A.
Hemijska Industrija, 2011
11.
A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles
Ajaj I., Mijin D., Maslak V., Brković D., Milčić M., Todorović N., Marinković A.
Monatshefte fur Chemie, 2013
13.
10.1016/j.mencom.2015.03.019_bib0050
Allen
Sect. B, 2002
14.
OLEX2: a complete structure solution, refinement and analysis program
Dolomanov O.V., Bourhis L.J., Gildea R.J., Howard J.A., Puschmann H.
Journal of Applied Crystallography, 2009
15.
10.1016/j.mencom.2015.03.019_bib0060
Sheldrick
Sect. A, 2008