Skip to main content
SpringerLink
Log in

Synthesis of New Derivatives of 4-Methyl-3-nitro-6H-pyrimido[2,1-b]quinazoline

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

–Various derivatives of 2-chloro-4-methyl-5-nitropyrimidine were synthesized by the reaction of 2,4-dichloro-6-methyl-5-nitro pyrimidine with amines. The synthesized derivatives were reacted with 2-aminobenzyl alcohol in m-xylene to obtain derivatives of a novel 4-methyl-3-nitro-6H-pyrimido[2,1-b]quinazoline heterocyclic system. The composition and structure of the products was confirmed by CHN analysis, IR, 1H NMR, and 13C NMR spectroscopy, and mass spectrometry.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme

Similar content being viewed by others

REFERENCES

  1. Kuneš, J., Bažant, J., Pour, M., Waisser, K., Šlosárek, M., Janota, J., Farmaco, 2000, vol. 55, p. 725. https://doi.org/10.1016/S0014-827X(00)00100-2

    Article  PubMed  Google Scholar 

  2. Iminov, R.T., Tverdokhlebov, A.V., Tolmachev, A.A., Volovenko, Y.M., Shishkina, S.V., Shishkin, O.V., Tetrahedron, 2009, vol. 65, p. 8582. https://doi.org/10.1016/j.tet.2009.07.059

    Article  CAS  Google Scholar 

  3. Jones, T.R., Calvert, A.H., Jackman, A.L., Brown, S.J., Jones, M., Harrap, K.R., Europ. J. Canc. (1965), 1981, vol. 17, p. 11. https://doi.org/10.1016/0014-2964(81)90206-1

    Article  CAS  Google Scholar 

  4. Kotsuki, H., Sakai, H., Morimoto, H., Suenaga, H., Synlett, 1999, vol. 1999, p. 1993. https://doi.org/10.1055/s-1999-2998

    Article  Google Scholar 

  5. Gataullin, R.R., Nasyrov, M.F., Vyrypaev, E.M., Shitikova, O.V., Abdrakhmanov, I.B., Russ. J. Appl.Chem., 2001, vol. 74, p. 990. https://doi.org/10.1023/A:1013077725560

    Article  CAS  Google Scholar 

  6. Rajput, R. and Mishra, A.P., Int. J. Pharm. Sci., 2012, vol. 4, p. 66.

    CAS  Google Scholar 

  7. Vollmar, D., Thorn, A., Schuberth, I., and Grond, S., J. Antibio., 2009, vol. 62, p. 439. https://doi.org/10.1038/ja.2009.68

    Article  CAS  Google Scholar 

  8. Kumar, S., Shakya, N., Gupta, S., Sarkar, J., and Sahu, D.P., Bioorg. Med. Chem. Lett., 2009, vol. 19, p. 2542. https://doi.org/10.1016/j.bmcl.2009.03.020

    Article  CAS  PubMed  Google Scholar 

  9. Liu, N., Fang, H., Li, Y., and Xu, W., Cur. Med. Chem., 2009, vol. 16, p. 4869. https://doi.org/10.2174/092986709789909611

    Article  CAS  Google Scholar 

  10. Marschall, M. and Stamminger, T., Future Microbiol., 2009, vol. 4, p. 731. https://doi.org/10.2217/fmb.09.40

    Article  CAS  PubMed  Google Scholar 

  11. Tu, S., Li, C., Li, G., Cao, L., Shao, Q., Zhou, D., Jiang, B., Zhou, J., and Xia, M., J. Combinat. Chem., 2007, vol. 9, p. 1144. https://doi.org/10.1021/cc700124g

    Article  CAS  Google Scholar 

  12. Nag, S., Mishra, A., and Batra, S., Tetrahedron, 2008, vol. 64, p. 10162. https://doi.org/10.1016/j.tet.2008.08.044

    Article  CAS  Google Scholar 

  13. Vöulcker, C.E., Schöunfeld, M., and Beyer, H., Z. Chem., 2010, vol. 8, p. 103. https://doi.org/10.1002/zfch.19680080305

    Article  Google Scholar 

  14. Shiau, C.Y., Chern, J.W., Tien, J.H., and Liu, K.C., J. Heterocycl. Chem., 1989, vol. 26, p. 595. https://doi.org/10.1002/jhet.5570260314

    Article  CAS  Google Scholar 

  15. Tonkikh, N.N., Strakovs, A., and Petrova, M.V., Chem. Heterocycl. Comp., 2003, vol. 39, p. 520. https://doi.org/10.1023/A:1024725716147

    Article  CAS  Google Scholar 

  16. Quinn, J., Guo, C., Sun, B., Chan, A., He, Y., Jin, E., and Li, Y., J. Mat. Chem. C, 2015, vol. 3, p. 11937. https://doi.org/10.1039/c5tc02472b

    Article  CAS  Google Scholar 

  17. Akbarzadeh, M., Bakavoli, M., Eshghi, H., and Shiri, A., J. Heterocycl. Chem., 2015, vol. 53, p. 832. https://doi.org/10.1002/jhet.2346

    Article  CAS  Google Scholar 

  18. Overberger, C.G., Kogon, I.C., and Einstman, W.J., J. Am.Chem. Soc., 1954, vol. 76, p. 1953. https://doi.org/10.1021/ja01636a069

    Article  CAS  Google Scholar 

  19. Elderfield, R.C. and Prasad, R.N., J. Org. Chem., 1960, vol. 25, p. 1583. https://doi.org/10.1021/jo01079a028

    Article  CAS  Google Scholar 

  20. Landor, P.D. and Rydon, H.N., J. Chem. Soc. (Resum.), 1955, p. 1113. https://doi.org/10.1039/JR9550001113

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, Payame Noor University, 19395-3697, Tehran, Iran

    S. M. Banihashemi, H. Hassani & J. Lari

Authors
  1. S. M. Banihashemi
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. H. Hassani
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. J. Lari
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to H. Hassani.

Ethics declarations

The authors declare no conflict of interest.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Banihashemi, S.M., Hassani, H. & Lari, J. Synthesis of New Derivatives of 4-Methyl-3-nitro-6H-pyrimido[2,1-b]quinazoline. Russ J Org Chem 56, 322–326 (2020). https://doi.org/10.1134/S1070428020020232

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428020020232

Keywords:

Search

Navigation