Skip to main content
SpringerLink
Log in

Triflamidomethyl and oxymethyl derivatives of 1,2,3-triazoles

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

Abstract

The reactions of some 1,2,3-triazoles with formaldehyde and triflamide have been studied. N-(Hydroxy-methyl)-2-phenyl-2H-1,2,3-triazole-4-carboxamide reacts with triflamide in sulfuric acid to afford 2-phenyl-2H-1,2,3-triazole-4-carboxamide, bis(triflamido)methane, and N,N-bis[(trifluoromethylsulfonyl)aminomethyl]-triflamide. In the presence of K2CO3 4-amino-5-nitro-2-ethyl-1,2,3-triazole is reduced with hydrazine hydrate to 2-ethyl-2Н-1,2,3-triazole-4,5-diamine, and with formaldehyde in the presence of K2CO3 it gives N,N-bis(2-ethyl-5-nitro-2Н-1,2,3-triaxol-4-yl)methanediamine, which reacts with paraformaldehyde under acidic conditions with the formation of 4-aminomethyl-5-nitro-2-ethyl-1,2,3-triazole.

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

Similar content being viewed by others

References

  1. Mescheryakov, V.I., Albanov, A.I., and Shainyan, B.A., Russ. J. Org. Chem., 2005, vol. 41, no. 9, p. 1381. DOI: 10.1007/s11178-005-0351-3.

    Article  Google Scholar 

  2. Orazi, O.O. and Corral, R.A., J. Chem. Soc., Perkin Trans. 1, 1975, 772. DOI: 10.1039/P19750000772.

    Google Scholar 

  3. Shafeev, M.A., Meshcheryakov, V.I., Almukhamedov, A.A., Gareev, G.A., and Vereshchagin, I.I., Zh. Org. Khim., 1994, vol. 30, no. 6, p. 915.

    CAS  Google Scholar 

  4. Meshcheryakov, V.I., Danilevich, Yu.S., Moskalik, M.Yu., Stetsyura, N.Yu., Zavodnik, V.E., Bel’skii, V.K., and Shainyan, B.A., Russ. J. Org. Chem., 2007, vol. 43, no. 6, p. 793. DOI: 10.1134/S1070428007060012.

    Article  CAS  Google Scholar 

  5. Riebsomer, J.L. and Sumrell, G., J. Org. Chem., 1948, vol. 13, no. 6, p. 807. DOI: 10.1021/jo01164a004.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. A.E. Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia

    B. A. Shainyan & V. I. Meshcheryakov

Authors
  1. B. A. Shainyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. I. Meshcheryakov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to B. A. Shainyan.

Additional information

Original Russian Text © B.A. Shainyan, V.I. Meshcheryakov, 2015, published in Zhurnal Obshchei Khimii, 2015, Vol. 85, No. 10, pp. 1677–1680.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Shainyan, B.A., Meshcheryakov, V.I. Triflamidomethyl and oxymethyl derivatives of 1,2,3-triazoles. Russ J Gen Chem 85, 2309–2312 (2015). https://doi.org/10.1134/S1070363215100163

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363215100163

Keywords

Search

Navigation