Skip to main content
Log in

Synthesis of (1,2,3-Thiadiazol-4-yl)(metoxy)phenylamines and Schiff Bases with Salicyl Aldehyde on Their Basis

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

Abstract

Methods of synthesis of 4-(3-nitro-4-methoxyphenyl)-, 4-(2,5-dimethoxy-3-nitrophenyl)- and 4-(2,5-dimethoxy-4-nitrophenyl)-1,2,3-thiadiazoles and their reduction to amines with zinc and acetic acid in isopropyl alcohol were developed. Based on the obtained amines and salicylic aldehyde Schiff bases exhibiting luminescence were synthesized.

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

Access this article

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

Instant access to the full article PDF.

Scheme
Scheme
Scheme
Scheme
Scheme
Scheme
Fig. 1.
Fig. 2.
Fig. 3.
Fig. 4.
Fig. 5.
Fig. 6.

Similar content being viewed by others

REFERENCES

  1. da Silva, C.M., da Silva, D.L., Modolo, L.V., Alves, R.B., Resende, M.A., Martins, C.V.B., and Fatima, A., J. Adv. Res., 2011, vol. 2, no. 1, p. 1. https://doi.org/10.1016/j.jare.2010.05.004

    Article  Google Scholar 

  2. Krarky, M., Dzurkova, M., Janousek, J., Konecna, K., Treitnar, F., Stolarikova, J., and Vinsova, J., Molecules, 2017, vol. 22, p. 1573. https://doi.org/10.3390/molecules22091573

    Article  CAS  Google Scholar 

  3. Surabhi, A.K. and Pradeepkumar, K., J. Appl. Chem., 2016, vol. 9, no. 11, p. 11. https://doi.org/10.9790/5736-0911031118

    Article  CAS  Google Scholar 

  4. Thorat, B.R., Kanat, P., Khandekar, D., Lele, S., Mustapha, M., Savant, S., Jadhav, R., Kolekar, S., Yamgar, R., and Atram, R.G., J. Chem. Pharm. Res., 2011, vol. 3, no. 6, p. 1109.

    CAS  Google Scholar 

  5. Dilmaghani, K.A., Jazani, N.H., Nasuhi Pur, F., Shokoufeh, N., Ghadiri, F., and Fakhraee, F.M., Chem. Heterocycl. Compd., 2012, vol. 48, no. 2, p. 362. https://doi.org/10.1007/S10593-012-0998-y

    Article  CAS  Google Scholar 

  6. Minkkila, A., Myllymaki, M.J., Saario, S.M., Castillo-Melendez, J.A., Koskinen, A.M.P., Fowler, C.J., Leppanen, J., and Nevalainen, T., Eur. J. Med. Chem., 2009, vol. 44, p. 2994. https://doi.org/10.1016/j.ejmech.2009.01.007

    Article  CAS  PubMed  Google Scholar 

  7. Cushman, M., Zhu, H., Geahlen, R.L., and Krakert, A.J., J. Med. Chem., 1994, vol. 37, p. 3353. https://doi.org/10.1021/jm00046a020

    Article  CAS  PubMed  Google Scholar 

  8. Karabatsos, G.R. and Taller, R.A., J. Am. Chem. Soc., 1963, vol. 85, no. 22, p. 3624. https://doi.org/10.1021/ja00905a020

    Article  CAS  Google Scholar 

  9. Karabatsos, G.R., Taller, R.A., and Vane, F.M., J. Am. Chem. Soc., 1963, vol. 85, no. 15, p. 2327. https://doi.org/10.1021/ja00898a033

    Article  Google Scholar 

  10. Karabatsos, G.R., Vane, F.M., Taller, R.A., and Hsi, N., J. Am. Chem. Soc., 1964, vol. 86, no. 16, p. 3351. https://doi.org/10.1021/ja01070a029

    Article  CAS  Google Scholar 

Download references

ACKNOWLEDGMENTS

The authors are grateful to M.A. Kinzhalov and E.V. Sokolova (St. Petersburg State University) for the help in filming and interpretation of the luminescence and excitation spectra.

Funding

The work was carried out within the framework of the state assignments of the Ministry of Science and Higher Education of Russia no. 785.00X6019 using equipment of the engineering center of St.Petersburg state technological institute (technical university) and at support of the Russian Foundation for Fundamental research (grant no. 19-08-1232). Measurement of photophysical parameters were produced in resource center of the St. Petersburg state university “Optical and Laser methods of substance research.”

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to L. M. Pevzner.

Ethics declarations

No conflict of interest was declared by the authors.

Additional information

Translated from Zhurnal Obshchei Khimii, 2021, Vol. 91, No. 11, pp. 1679–1692 https://doi.org/10.31857/S0044460X21110056.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Matuzko, D.Y., Pevzner, L.M., Petrov, M.L. et al. Synthesis of (1,2,3-Thiadiazol-4-yl)(metoxy)phenylamines and Schiff Bases with Salicyl Aldehyde on Their Basis. Russ J Gen Chem 91, 2155–2166 (2021). https://doi.org/10.1134/S1070363221110050

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363221110050

Keywords:

Navigation