RAS Chemistry & Material ScienceЖурнал органической химии Russian Journal of Organic Chemistry

  • ISSN (Print) 0514-7492
  • ISSN (Online) 3034-6304

Method for Producing 5-Cyano-2-Methyl--(2-Methylphenyl)-4-(4-Nitrophenyl)-6-Thioxo-1,6-Dihydropyridine-3-Carboxamide Derivatives

PII
S3034630425110092-1
DOI
10.7868/S3034630425110092
Publication type
Article
Status
Published
Authors
Volume/ Edition
Volume 61 / Issue number 11
Pages
1605-1610
Abstract
The multicomponent interaction of 4-nitrobenzaldehyde, cyanothioacetamide, -(2-methylphenyl)-3-oxobutanamide and alkyl halides upon boiling in ethanol in the presence of twice the amount of potassium hydroxide produced derivatives of 5-cyano-2-methyl--(2-methylphenyl)-4-(4-nitrophenyl)-6-thioxo-1,6-dihydropyridine-3-carboxamide – 2-alkylthiopyridines and 3-aminothieno[2,3-]pyridines, with yields of 64–91%.
Keywords
2-алкилтиопиридины 3-аминотиено[2,3-b]пиридины
Date of publication
20.08.2025
Year of publication
2025
Number of purchasers
0
Views
34

References

  1. 1. Lukevits E. Chem. Heterocycl. Compd. 1995, 31 (6), 639–650. https://doi.org/10.1007/BF01169065
  2. 2. Vitaku E., Smith D.T., Njardarson J.T. J. Med. Chem. 2014, 57 (24), 10257–10274. https://doi.org/10.1021/jm501100b
  3. 3. Khamitova A.E., Berillo D.A. Drug Develop. Registr. 2023, 12 (2), 44–54. https://doi.org/10.33380/2305-2066-2023-12-2-4454
  4. 4. De la Torre B.G., Albericio F. Molecules. 2022, 27 (3), 1075. https://doi.org/10.3390/molecules27031075
  5. 5. Salem M.A., Helel M.H., Gouda M.A., Ammar Y.A., El-Gaby M.S.A. Synth. Commun. 2018, 48 (4), 345–374. https://doi.org/10.1080/00397911.2017.1394468
  6. 6. Gouda M.A., Hussein B.H., Helal M.H., Salem M.A. J. Heterocycl. Chem. 2018, 55 (7), 1524–1553. https://doi.org/10.1002/jhet.3188
  7. 7. Khan M.M., Khan S., Iqbal S. RSC Adv. 2016, 48 (6), 42045–42061. https://doi.org/10.1039/c6ra06767k
  8. 8. Gouda M.A., Berghot M.A., Abd El Ghani G.E., Khalil A.E.G.M. Synth. Commun. 2014, 44 (3), 297–330. https://doi.org/10.1080/00397911.2013.823549
  9. 9. Litvinov V.P. Russ. Chem. Rev. 2006, 75 (7), 577–599. https://doi.org/10.1070/RC2006v075n07ABEH003619
  10. 10. Dyachenko V.D., Krivokolysko S.G., Nesterov V.N., Litvinov V.P. Chem. Heterocycl. Compd. 1996, 32 (9), 1066–1074. https://doi.org/10.1007/BF01164714
  11. 11. Dyachenko V.D., Krivokolysko S.G., Litvinov V.P. Chem. Heterocycl. Compd. 1996, 32 (9), 1055–1057. https://doi.org/10.1007/BF01164712
  12. 12. Elgemeie G.H., Eltamny E.H., Elgawad I.I., Mahmoud N.M. Synth. Commun. 2009, 39 (3), 443–458. https://doi.org/10.1080/00397910802379199
  13. 13. Rodinovskaya L.A., Gromova V.A., Shestopalov A.M., Nesterov V.N. Russ. Chem. Bull. 2003, 52 (10), 2207–2213. https://doi.org/10.1023/B:RUCB.0000011880.05561.c1
  14. 14. Rodinovskaya L., Shestopalov A., Gromova A., Shestopalov A. Synthesis. 2006, 14, 2357–2370. https://doi.org/10.1055/s-2006-942433
  15. 15. Dyachenko V.D. Russ. J. Gen. Chem. 2005, 75 (3), 447–456. https://doi.org/10.1007/s11176-005-0248-4
  16. 16. Dyachenko V.D., Chernega A.N. Chem. Heterocycl. Compd. 2006, 42 (1), 45–52. https://doi.org/10.1007/s10593-006-0045-y
  17. 17. Elgemeie G.H., Fathy N.M., Farag A.B., Alkursani Sh.A. Nucleosid. Nucleotid. Nucleic Acids. 2017, 36 (5), 355–377. https://doi.org/10.1080/15257770.2017.1297454
  18. 18. Dyachenko I.V., Dyachenko V.D., Dorovatovskiy P.V., Khrustalev V.N., Nenaidenko V.G. Russ. J. Gen. Chem. 2024, 94 (6), 1217–1230. https://doi.org/10.1134/S107036322406001X
  19. 19. Dyachenko I.V., Kalashnik I.N., Dyachenko V.D., Dorovatovskii P.V., Khrustalev V.N., Nenajdenko V.G. Russ. J. Org. Chem. 2019, 55 (7), 1019–1033. https://doi.org/10.1134/s1070428019070194
  20. 20. Mullan M.J., Paris D., Bakshi P. Patent Roskamp Research LLC. WO2008/70875 (2008).
  21. 21. Osolodkin D.I., Kozlovskaya L.I., Dueva E.V., Dotsenko V.V., Rogova Yu.V., Frolov K.A., Krivokolysko S.G., Romanova E.G., Morozov A.S., Karganova G.G., Palyulin V.A., Pentkovski V.M., Zefirov N.S. ACS Med. Chem. Lett. 2013, 4 (9), 869–874. https://doi.org/10.1021/ml400226s
  22. 22. Dyachenko I.V., Dyachenko V.D., Dorovatovskii P.V., Khrustalev V.N., Nenajdenko V.G. Chem. Heterocycl. Compd. 2019, 55 (4–5), 442–447. https://doi.org/10.1007/s10593-019-02477-7
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