Abstract
Molecular and crystal structures of 2,4-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxamide (1), 2,4-dimethyl-6-oxo-1,6-dihydropyridine-3-carbonitrile (2), and 2-chloro-4,6-dimethylniсotinonitrile (3), which are the products of sequential transformations, are studied by means of single crystal diffraction. The procedure for synthesizing each compound is described. All of the compounds are characterized using IR and 1H NMR spectra. Possible reaction pathways are simulated using the density functional theory (DFT).
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V. B. Rybakov, S. G. Zhukov, E. V. Babaev, et al., Crystalogr. Rep. 44, 997 (1999).
A. Vilsmeier and A. Haack, Chem. Ber. 60, 119 (1927).
M. W. Schmidt, K. K. Baldridge, J. A. Boatz, et al., J. Comput. Chem. 14, 1347 (1993).
A. D. Becke, J. Chem. Phys. 98, 5648 (1993).
C. Lee, W. Yang, and R. G. Parr, Phys. Rev. B 37, 785 (1988).
R. Krishnan, J. S. Binkley, R. Seeger, and J. A. Pople, J. Chem. Phys. 72, 650 (1980).
N. Walker and D. Stuart, Acta Crystallogr. A 39, 158 (1983).
SADABS (Bruker AXS Inc., Madison, Wisconsin, 2001).
X-AREA and X-RED32 (Stoe & Cie, Darmstadt, Germany, 2015).
SMART and SAINT (Bruker AXS Inc., Madison, Wisconsin, USA, 2012).
G. M. Sheldrick, Acta Crystallogr. C 71, 3 (2015).
A. L. Spek, Acta Crystallogr. D 65, 148 (2009).
C. R. Groom and F. H. Allen, Angew. Chem., Int. Ed. Engl. 53, 662 (2014).
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Original Russian Text © Ya.I. Koval’, E.M. Okul’, A.V. Yatsenko, E.V. Babaev, I.N. Polyakova, V.B. Rybakov, 2017, published in Zhurnal Fizicheskoi Khimii, 2017, Vol. 91, No. 2, pp. 247–252.
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Koval’, Y.I., Okul’, E.M., Yatsenko, A.V. et al. Theoretical and experimental study of the transformation of 2-pyridone-5-amide into nitrile. Russ. J. Phys. Chem. 91, 246–251 (2017). https://doi.org/10.1134/S0036024417020182
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DOI: https://doi.org/10.1134/S0036024417020182