Reaction of 2-hydroxy-5-methylacetophenone chalcones with guanidine in the presence of hydrogen peroxide

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In the presented work, the reaction of two 2-hydroxy-5-methylacetophenone chalcones and guanidine was investigated in the presence of hydrogen peroxide. Depending on the structure of the chalcones a 4.6-diaryl-2-aminopyrimidine or flavanol was obtained. The structures of the obtained products were elucidated by NMR spectroscopy and X-ray crystallography. Reaction route formation of compounds was proposed.

Sobre autores

I. Mamedov

Baku State University

Email: bsu.nmrlab@gmail.com

V. Khrustalev

Peoples’ Friendship University of Russia (RUDN University);N.D. Zelinsky Institute of Organic Chemistry RAS

Bibliografia

  1. Bassyouni F., Tarek M., Salama A., Ibrahim B., Dine S.S.E., Yassin N., Hassanein A., Moharam M., Abdel-Rehim M. Molecules. 2021, 26, 2370-2390. doi: 10.3390/molecules26082370
  2. Khalilov A.N. Rev. Roum. Chim. 2021, 66, 719-723. doi: 10.33224/rrch.2021.66.8-9.04
  3. Yang X., Deng M., Zhang X., Wang Y., Song K., Cong R., Meng L., Zhang J. Chem. Biol. Drug Des. 2019, 94, 2013-2022. doi: 10.1111/cbdd.13425
  4. El-Sharkawy K.A., AlBratty M.M., Alhazmi H.A. Brazil. J. Pharm. Sci. 2018, 54, 1-13. doi: 10.1590/s2175-97902018000400153
  5. Jain K.S., Arya N., Inamdar N.N., Auti P.B., Unawane S.A., Puranik H.H., Sanap M.S., Inamke A.D., Mahale V.J., Prajapati C.S., Shishoo C.J. Curr. Top. Med. Chem. 2016, 16, 3133-3174. doi: 10.2174/1568026616666160609100410
  6. Sharma V., Chitranshi N., Agarwal A.K. Int. J. Med. Chem. 2014, 1-32. doi: 10.1155/2014/202784
  7. Kumar R., Arora J., Prasad A.K., Islam N., Verma A.K. Med. Chem. Res. 2013, 22, 5624-5631. doi: 10.1007/s00044-013-0555-y
  8. Mamedov I.G., Naghiyev F.N., Maharramov A.M., Uwangue O., Farewell A., Sunnerhagen P., Erdelyi M. Mendeleev Commun. 2020, 30, 498-499. doi: 10.1016/j.mencom.2020.07.031
  9. Mamedov I.G., Khrustalev V.N., Doravotovskii P.V., Naghiyev F.N., Maharramov A.M. Mendeleev Commun. 2019, 29, 232-233. doi: 10.1016/j.mencom.2019.03.040
  10. Mamedov I.G., Mamedova Y.V. Indian J. Chem. 2021, 60B, 283-86.
  11. Naghiyev F.N., Mamedov I.G., Khrustalyev V.N., Shixaliyev N.G., Maharramov A.M. J. Chin. Chem. Soc. 2019, 66, 253-256. doi: 10.1002/jccs.201800283
  12. Mamedov I.G., Mamedova Y.V. Russ. J. Org. Chem. 2021, 57, 942-949. doi: 10.1134/S1070428021060099
  13. Mamedova Y.V., Hasanova A.E., Gasimova Sh.Z., Huseynova R.A., Mamedov I.G. New Materials, Compounds and Applications. 2020, 4, 16-19.
  14. Mamedov I.G., Shikhaliyeva I.M., Mamedova Y.V., Abdurahmanli S.G., Maharramov A.M. İndian J. Chem. 2019, 58B, 930-934.
  15. Samshuddin S., Narayana B., Sarojini B.K., Yathirajan H.S., Raghavendra R. Pharma Chem. 2012, 4, 1445-1457.
  16. Marzinzik A.L., Felder E.R. J. Org. Chem. 1998, 63, 723-727. doi: 10.1021/jo971620u
  17. Wendelin W., Kerbl H. Monatsh. Chem. 1984, 115, 309-325. doi: 10.1007/BF00798803
  18. Varga L., Nagy T., Kovesdi I., Buchholz J.B., Dorman G., Urge L., Darvas F. Tetrahedron. 2003, 6, 655-62. doi: 10.1016/S0040-4020(02)01560-0

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