Synthesis of hexa-substituted benzene derivative based on 4-pyridinecarboxaldehyde and malononitrile

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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.

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作者简介

I. Mamedov

Baku State University

编辑信件的主要联系方式.
Email: bsu.nmrlab@gmail.com
ORCID iD: 0000-0002-5757-9899

химический факультет

阿塞拜疆, ul. Z. Khalilova, 23, Baku, Az-1148

F. Naghiyev

Baku State University

Email: bsu.nmrlab@gmail.com
ORCID iD: 0009-0003-9325-1756

химический факультет

阿塞拜疆, ul. Z. Khalilova, 23, Baku, Az-1148

I. Yakushev

Kurnakov Institute of General and Inorganic Chemistry of RAS

Email: bsu.nmrlab@gmail.com
俄罗斯联邦, Leninsky prosp., 31, Moscow, 119071

V. Khrustalev

Peoples’ Friendship University of Russia (RUDN University); dZelinsky Institute of Organic Chemistry RAS

Email: bsu.nmrlab@gmail.com
ORCID iD: 0000-0001-8806-2975
俄罗斯联邦, ul. Miklukho-Maklaya, 6, Moscow, 117198; Leninsky prosp., 47, Moscow, 119991

参考

  1. Freeman F. Chem. Rev. 1969, 69, 591–642. doi: 10.1021/cr60261a001
  2. Fatiadi A.J. Synthesis. 1978, 165–204. doi: 10.1055/s-1978-24703
  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. 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. 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. 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. Muranaka K., Sano A., Ichikawa S., Mastsuda A. Bioorgan. Med. Chem. 2008, 16, 5862–5870. doi: 10.1016/j.bmc.2008.04.070
  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. 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. 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. 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. Mamedov I.G., Mamedova Y.V. Russ. J. Org. Chem. 2021, 57 (6), 942–949. doi: 10.1134/S1070428021060099
  13. Mamedov I.G., Shikhaliyeva I.M., Mamedova Y.V., Abdurahmanli S.G., Maharramov A.M. Indian J. Chem. 2019, 58B, 930–934.
  14. Rafat M.M., Amr S.A., Nermeen S.A. Anticanc. Agents Med. Chem. 2018, 17, 1951–1962. doi: 10.2174/1871520617666170725153523
  15. Amal A.A., Huda M. ACS Omega. 2020, 5, 10160–10166. doi: 10.1021/acsomega.0c01001
  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. 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. 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. 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. Khalilov A.N. Rev. Roum. de Chim. 2021, 66 (8–9), 719–723. doi: 10.33224/rrch.2021.66.8-9.04
  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. Rzayev R., Khalilov A. Chem. Rev. Lett. 2024, 7(3), 479–490. doi: 10.22034/crl.2024.465900.1371

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