RAS Chemistry & Material ScienceЖурнал общей химии Russian Journal of General Chemistry

  • ISSN (Print) 0044-460X
  • ISSN (Online) 3034-5596

Synthesis and phosphonylation of 6-methyl-4-aryl-2-thio-1,2,3,4-tetrahydropyrimidine5-carboxylic acids ethyl esters

PII
10.31857/S0044460X23090068-1
DOI
10.31857/S0044460X23090068
Publication type
Article
Status
Published
Authors
Volume/ Edition
Volume 93 / Issue number 9
Pages
1358-1364
Abstract
A new series of 6-methyl-4-aryl-2-thio-1,2,3,4-tetrahydropyrimidine-5-carboxylic acids ethyl esters was synthesized. The reaction of the obtained esters with dimethyl 2-chloroethynylphosphonate leads to the selective formation of new ethyl 3-(dimethoxyphosphoryl)-5-aryl-7-methyl-5 H -thiazolo[3,2- a ]pyrimidine-6-carboxylates.
Keywords
реакция Биджинелли фосфонилирование тиазоло[3,2-a]пиримидин 2-тио-1,2,3,4тетрагидропиримидин
Date of publication
17.09.2025
Year of publication
2025
Number of purchasers
0
Views
15

References

  1. 1. Bhat M.A., Al-Omar M.A., Naglah A.M., Al-Dhfyan A. // J. Chem. 2020. Vol. 2020. P. 1. doi 10.1155/2020/4284628
  2. 2. Khaldi-Khellafi N., Makhloufi-Chebli M., Oukacha-Hikem D., Bouaziz S.T., Lamara K.O., Idir T., Benazzouz-Touami A., Dumas F. // J. Mol. Struct. 2019. Vol. 1181. P. 261. doi 10.1016/j.molstruc.2018.12.104
  3. 3. Bhat M.A., Al-Omar M.A., Khan A.A., Alanazi A.M., Naglah A.M. // Drug Design Dev. Ther. 2019. Vol. 2019. N 13. P. 2393. doi 10.2147/DDDT.S198865
  4. 4. Krishna B., Payra S., Roy S. // J. Colloid Interface Sci. 2022. Vol. 607. P.729. doi 10.1016/j.jcis.2021.09.031
  5. 5. Bhat M.A., Al-Omar M.A., Ghabbour H.A., Naglah A.M. // Molecule. 2018. Vol. 23. P. 1559. doi 10.3390/molecules23071559
  6. 6. Mathapati S.R., Prasad D., Atar A.B., Nagaraja B.M., Dawle J.K., Jadhav A.H. // Mater. Today Proceed. 2019. Vol. 9. P. 661. doi 10.1016/j.matpr.2018.10.390
  7. 7. Kazemi M. // Synth. Commun. 2020. Vol. 50. N 10. P. 1409. doi 10.1080/00397911.2020.1720740
  8. 8. Dowarah J., Patel D., Marak B.N., Yadav U.C.S., Shah P.K., Shukla P.K., Singh V.P. // RSC Adv. 2021. Vol. 11. P. 35747. doi 10.1039/d1ra03969e
  9. 9. Ilyas U., Nazir B., Altaf R., Muhammad S.A., Zafar H., Paiva-Santos A.C., Abbas M., Duan Y. // Front. Endocrin. 2022. Vol. 13. P. 1. doi 10.3389/fendo.2022.1022623
  10. 10. Matos L.H.S., Masson F.T., Simeoni L.A., Homem-de-Mello M. // Eur. J. Med. Chem. 2018. Vol. 143. P. 1779. doi 10.1016/j.ejmech.2017.10.073
  11. 11. Marinescu M. // Molecule. 2021. Vol. 26. P. 6022. doi 10.3390/molecules26196022
  12. 12. Shipilovskikh S.A., Rubtsov A.E. // J. Org. Chem. 2019. Vol. 84. N 24. P. 15788. doi 10.1021/acs.joc.9b00711
  13. 13. Maliga Z., Kapoor T.M., Mitchison T.J. // Chem. Biol. 2002. Vol. 9. N 9. P. 989. doi 10.1016/S1074-5521(02)00212-0
  14. 14. Sun X., Shi X., Sun X., Luo Y., Wu X., Yao C., Yu H., Li D., Liu M., Zhou J. // Acta Pharmacol. Sinica. 2011. Vol. 32. N 12. P. 1543. doi 10.1038/aps.2011.130
  15. 15. Bourne C.R., Finn M.G., Zlotnick A. // J. Virol. 2006. Vol. 80. N 22 P. 11055. doi 10.1128/JVI.00933-06
  16. 16. Atwal K.S., Swanson B.N., Unger S.E., Floyd D.M., Moreland S., Hedberg A., O'Reilly B.C. // J. Med. Chem. 1991. Vol. 34. N 2. P. 806. doi 10.1021/jm00106a048
  17. 17. Siutkina A.I., Chashchina S.V., Kizimova I.A., Igidov N.M., Makhmudov R.R., Shipilovskikh S.A. // Russ. J. Org. Chem. 2021. Vol. 57. N 11. P. 1874. doi 10.1134/S1070428021110105
  18. 18. Mourad A.K., Mohammed F.K., Tammam G.H., Mohammed S.R. // J. Heterocycl. Chem. 2019. Vol. 56. N 8. P. 2262. doi 10.1002/jhet.3621
  19. 19. Singh K., Singh K., Trappanese D.M., Moreland R.S. // Eur. J. Med. Chem. 2012. Vol. 54. P. 397. doi 10.1016/j.ejmech.2012.05.017
  20. 20. Essid I., Touil S. // Arkivoc. 2013. Vol. 4. P. 98. doi 10.3998/ark.5550190.p007.871
  21. 21. Essid I., Lahbib K., Kaminsky W., Nasr C.B., Touil S. // J. Mol. Struct. 2017. Vol. 1142. P. 130. doi 10.1016/j.molstruc.2017.04.054
  22. 22. Kaskevich K.I., Babushkina A.A., Gurzhiy V.V., Egorov D.M., Svintsitskaya N.I., Dogadina A.V. // Beilstein J. Org. Chem. 2020. Vol. 16. P. 1947. doi 10.3762/bjoc.16.161
  23. 23. Babushkina A.A., Dogadina A.V., Egorov D.M., Piterskaia J.L., Shtro A.A., Nikolaeva Y.V., Galochkina A.V., Kornev A.A., Boitsov V.M. // Med. Chem. Res. 2021. Vol. 30. N 12. P. 2203. doi 10.1007/s00044-021-02801-x
  24. 24. Егоров Д.М., Бабушкина А.А., Леоненок В.Е., Чекалов А.П., Питерская Ю.Л. // ЖОХ. 2020. Т. 90. № 2. С. 326.
  25. 25. Egorov D.M., Babushkina A.A., Leonenok V.E., Chekalov A.P., Piterskaya Yu.L. // Russ. J. Gen. Chem. 2020. Vol. 90. N 2. P. 319. doi 10.1134/S1070363220020267
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