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

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

Synthesis of Hexa-Substituted Benzene Derivative Based on 4-Pyridinecarboxaldehyde and Malononitrile

PII
S30346304S0514749225030113-1
DOI
10.7868/S3034630425030113
Publication type
Article
Status
Published
Authors
Volume/ Edition
Volume 61 / Issue number 3
Pages
308-312
Abstract
The present work reports the synthesis of a new compound 2-amino-4,6-di(pyridin-4-yl)benzene-1.3.5-tricarbonitrile as a result of the reaction of two moles of 2-(pyridin-4-ylmethylene)malononitrile with one mole of malononitrile in the presence of methylpiperazine as a catalyst. The structure of the obtained product was confirmed by NMR and X-ray. A plausible reaction mechanism is presented.
Keywords
пиперазин бензол пиридин малонодинитрил карбонитрил
Date of publication
14.12.2024
Year of publication
2024
Number of purchasers
0
Views
25

References

  1. 1. Freeman F. Chem. Rev. 1969, 69, 591-642. doi 10.1021/cr60261a001
  2. 2. Fatiadi A.J. Synthesis. 1978, 165-204. doi 10.1055/s-1978-24703
  3. 3. Wing L.K., Behanna H. A., Eldik L.J., Watterson D.M., Ralay R.H. Alzheimer Res. 2006, 3, 205-214. doi 10.2174/156720506777632844
  4. 4. Rozsa E., Obotka H., Nagy D, Farkas T., Saa K., Vecsei L., Toldi J. Brain Res. Bull. 2008, 76, 474-479. doi 10.1016/j.brainresbull.2007.12.001
  5. 5. Odlo K., Hentzen J., Chabert J. F., Ducki S., Gani O.A. Sylte I., Skrede M., Florenes V.A., Hanse T.V. Bioorgan. Med. Chem. 2008, 16, 4829-4838. doi 10.1016/j.bmc.2008.03.049
  6. 6. Zhao H., Serby M.D., Xin Z., Szczepankiewicz B.G., Liu,M., Kosogof C., Liu L., Nelson T., Johnson E.F., Wang S., Terry P., Rebecca J.G., Jill E.C., Deanna L.H., Cele A.Z., Elizabeth H. F., Cristina R., James M.T., Hing L.S., Gang L. J. Med. Chem. 2006, 26, 4455-4458. doi 10.1021/jm060465l
  7. 7. Muranaka K., Sano A., Ichikawa S., Mastsuda A. Bioorgan. Med. Chem. 2008, 16, 5862-5870. doi 10.1016/j.bmc.2008.04.070
  8. 8. Burguete A., Pontiki D., Litina H., Villar R., Vicente E., Solano B., Ancizu S., Silanes S., Aldana I., Monge A. Bioorg. Med. Chem. Lett. 2007, 17, 6439-6443. doi 10.1016/j.bmcl.2007.10.002
  9. 9. Hirokawa Y., Kinoshita H., Tanaka T., Nakamura T., Fujimoto K., Kashimoto S., Kojima T., Kato S. Bioorg. Med. Chem. Lett. 2008, 18, 3556-3561. doi 10.1016/j.bmcl.2008.05.011
  10. 10. Palmer A.M., Grobbel B., Brehm C., Zimmermann P.J., Buhr W., Feth M.O., Holst H.C., Simon W.A. Bioorgan. Med. Chem. 2007, 15, 7647-7660. doi 10.1016/j.bmc.2007.08.065
  11. 11. Leon R., Rois C., Contelles J.M., Lopez M.G., Barcia, A.G., Villaroya M. Eur. J. Med. Chem. 2008, 43, 668-674. doi 10.1016/j.ejmech.2007.06.001
  12. 12. Mamedov I.G., Mamedova Y.V. Russ. J. Org. Chem. 2021, 57 (6), 942-949. doi 10.1134/S1070428021060099
  13. 13. Mamedov I.G., Shikhaliyeva I.M., Mamedova Y.V., Abdurahmanli S.G., Maharramov A.M. Indian J. Chem. 2019, 58B, 930-934.
  14. 14. Rafat M.M., Amr S.A., Nermeen S.A. Anticanc. Agents Med. Chem. 2018, 17, 1951-1962. doi 10.2174/1871520617666170725153523
  15. 15. Amal A.A., Huda M. ACS Omega. 2020, 5, 10160-10166. doi 10.1021/acsomega.0c01001
  16. 16. Magerramov A.M., Naghiyev F.N., Mamedova G.Z., Asadov Kh.A., Mamedov I.G. Russ. J. Org. Chem. 2018, 54 (11), 1731-1734. doi 10.1134/S1070428018110192
  17. 17. Naghiyev F.N., Mamedov I.G., Asadov Kh.A., Dorovatovskii P.V., Khrustalev V.N., Maharramov A.M. Russ. J. Org. Chem. 2019, 55 (12), 1967-1970. doi 10.1134/S1070428019120273
  18. 18. Nesterov, V.N., Struchkov, Yu.T., Khoroshilov, G.E., Sharanin, Yu.A., Shklover, V.E., Russ. Chem. Bull. 1989, 38 (12), 2537. doi 10.1007/BF00962440
  19. 19. Maryasov M.A., Davydova V.V., Nasakin O.E., Shteingolts S.A., Lodochnikova O.A. Russ. J. Gen. Chem. 2020, 90 (8), 1573-1577.doi 10.1134/S1070363220080289
  20. 20. Khalilov A.N. Rev. Roum. de Chim. 2021, 66 (8-9), 719-723. doi 10.33224/rrch.2021.66.8-9.04
  21. 21. Askerov R.K., Maharramov A.M. Khalilov A.N., Akkurt M., Akobirshoeva A.A., Osmanov V.K., Borisov A.V. Acta Cryst. 2020, E76, 1007-1011. doi 10.1107/S2056989020007033
  22. 22. Rzayev R., Khalilov A. Chem. Rev. Lett. 2024, 7(3), 479-490. doi 10.22034/crl.2024.465900.1371
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