IR spectrum of a mixture of amino-imino tautomers such as 5-amino-2,4-diimino-3-(pyridine-2-yl)-2,3,4,10 b-tetrahydro-1H-chromeno[3,4-c]pyridine-1-carbonitrile (I) and 4-amino-2,5-diimino-3-(pyridine-2-yl)-2,3,5,10 b-tetrahydro-1-chromeno[3,4-c]pyridine-1-carbonitrile (II) was interpreted. Density functional theory B3LYP/6-31G (d) method implemented in the GAUSSIAN 03 software package was used for modeling the structures and IR spectra of molecules. Geometrical structure of the tautomers were observed. The IR spectrum was interpreted.
5-amino-2,4-diimino-3-(pyridine-2-yl)-2,3,4,10b-tetrahydro-1H-chromeno[3,4-c]pyridine-1-carbonitrile, 4-amino-2,5-diimino-3-(pyridine-2-yl)-2,3,5,10b-tetrahydro-1-chromeno[3,4-c]pyridine-1-carbonitrile, chromedopyridine carbonitrile systems, geometrical structure, IR spectrum
1. Nunez-Vergara L.J., Squella J.A., Navarrete-Encina P.A., Vicente-Garcia E., Preciado S., Lavilla R. Chromenopyridines: promising scaffolds for medicinal and biological chemistry. Curr. Med. Chem., 2011, vol. 18, pp. 4761-4785.
2. Fouad S.A. et al. Synthesis of Chromen-2-one, Pyrano [3, 4-c] chromene and Pyridino [3, 4-c] chromene Derivatives as Potent Antimicrobial Agents, Croatica Chemica Acta., 2018, vol. 91, no. 1, pp. 99-108.
3. Oliveira-Pinto S. et al. Unravelling the anticancer potential of functionalized chromeno [2, 3-b] pyridines for breast cancer treatment, Bioorganic Chemistry, 2020, vol. 100, p. 103942
4. Mohareb R.M., Megally Abdo N.Y., Gamaan M.S. Uses of cyclohexan-1, 3-dione forthe synthesis of tetrahydrochromeno [3, 4-c] chromen derivatives with anti-tumor activities. Journal of Heterocyclic Chemistry, 2020, vol. 57, no. 6, pp. 2512-2527.
5. Chen H., Huang M., Li X., Liu L., Chen B., Wang J., Lin Y. Phochrodines A-D, first naturally occurring new chromenopyridines from mangrove entophytic fungus Phomopsis sp. 33. Fitoterapia, 2018, vol. 124, pp. 103-107.
6. Helal M.H. et al. One-step synthesis of chromene-3-carboxamide, bischromene, chromeno [3, 4-c] pyridine and bischromeno [3, 4-c] pyridine derivatives for antimicrobial evaluation. Journal of Chemical Research, 2010, vol. 34, no. 8, pp. 465-469.
7. Ammar Y.A., El-Gaby M.S.A., Salem M.A. Cyanoacetanilides intermediates in heterocyclic synthesis. Part 6: Preparation of some hitherto unknown 2-oxopyridine, bipyridine,isoquinoline and chromeno [3, 4-c] pyridine containing sulfonamide moiety. Arabian Journal of Chemistry, 2014, vol. 7, no. 5, pp. 615-622.
8. Elagamey A.G. et al. An efficient synthesis and antibacterial activity of pyrido [2, 3-d] pyrimidine, chromeno [3, 4-c] pyridine, pyridine, pyrimido [2, 3-c] pyridazine, enediamines, and pyridazine derivatives. Journal of Heterocyclic Chemistry, 2016, vol. 53, no. 6, pp. 1801-1806.
9. Kon V. Elektronnaya struktura veschestva - volnovye funkcii i funkcionaly plotnosti. UFN, 2002, t. 172, № 3, s. 336-348. @@Kon V. Electronic structure of matter - wave functions and density functionals. UFN, 2002, vol. 172, no. 3, pp. 336-348. (In Russ.)
10. Popl Dzh. A. Kvantovo - himicheskie modeli. UFN, 2002, t. 172, № 3, s. 349-356. [Popl J. A. Quantum-chemical models. UFN, 2002, vol. 172, no. 3, pp. 349-356. (In Russ.)]
11. Frisch M.J., Trucks G.W., Schlegel H.B. et al. Gaussian03, Revision B.03. Gaussian, Inc., Pittsburgh PA., 2003, 302 p.
12. Yoshida H., Ehara A., Matsuura H. Density functional vibrational analysis using wave number-linear scale factors. Chem. Phys. Lett., 2000, vol. 325, no. 4, pp. 477-483.
13. Yoshida H., Takeda K., Okamura J., Ehara A., Matsuura H. New Approac to Vibrational Analysis of Large Molecules by Density Functional Theory: Wavenumber-Linear Scaling Method. J. Phys. Chem. A., 2002, vol. 106, no. 14, pp. 3580-3586.