Skip to main content
Log in

1,1,1-Trifluoro-N-phenyl-N-(1H-tetrazol-5-ylmethyl)­methanesulfonamide

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

Abstract

The reaction of 1,1,1-trifluoro-N-phenylmethanesulfonamide with bromoacetonitrile quantitatively afforded N-(cyanomethyl)-1,1,1-trifluoro-N-phenylmethanesulfonamide which reacted with sodium azide to give the corresponding [2+3]-cycloaddition product, 1,1,1-trifluoro-N-phenyl-N-(1H-tetrazol-5-ylmethyl)­methanesulfonamide, in a moderate yield.

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

REFERENCES

  1. Sarvary, A. and Maleki, A., Mol Diversity, 2015, vol. 19, p. 189. https://doi.org/10.1007/s11030-014-9553-3

    Article  CAS  Google Scholar 

  2. Koldobskii, G.I. and Ostrovskii, V.A., Russ. Chem. Rev., 1994, vol. 63, p. 797. https://doi.org/10.1070/RC1994v063n10ABEH000119

    Article  Google Scholar 

  3. Ostrovskii, V.A. and Trifonov, R.E., Fluorine in Hetero­cyclic Chemistry, Nenajdenko, V., Ed., Cham: Springer Nature, 2014, vol. 1, p. 459. https://doi.org/10.1007/978-3-319-04346-3_11

  4. Shainyan, B.A. and Tolstikova, L.L., Chem. Rev., 2013, vol. 113, p. 699. https://doi.org/10.1021/cr300220h

    Article  CAS  PubMed  Google Scholar 

  5. Garg, S. and Shreeve, J.M., J. Fluorine Chem., 2011, vol. 132, p. 241. https://doi.org/10.1016/j.jfluchem.2011.01.007

    Article  CAS  Google Scholar 

  6. Yagupolskii, L.M., Shelyazhenko, S.V., Maletina, I.I., Petrik, V.N., Rusanov, E.B., and Chernega, A., Eur. J. Org. Chem., 2001, vol. 2001, no. 7, p. 1225. https://doi.org/10.1002/1099-0690(200104)2001:

    Article  Google Scholar 

  7. Tolstikova, L.L. and Shainyan, B.A., Russ. J. Org. Chem., 2020, vol. 56, p. 716. https://doi.org/10.31857/S0514749220040187

    Article  CAS  Google Scholar 

  8. Bosch, L. and Vilarrasa, J., Angew. Chem., Int. Ed., 2007, vol. 46, p. 3926. https://doi.org/10.1002/anie.200605095

    Article  CAS  Google Scholar 

Download references

ACKNOWLEDGMENTS

This study was performed using the facilities of the Baikal joint analytical center, Siberian Branch, Russian Academy of Sciences. The authors thank L.I. Larina (Favorsky Irkutsk Institute of Chemistry) for recording the 15N NMR spectra.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to L. L. Tolstikova.

Ethics declarations

The authors declare the absence of conflict of interest.

Additional information

Translated from Zhurnal Organicheskoi Khimii, 2021, Vol. 57, No. 3, pp. 433–436 https://doi.org/10.31857/S0514749221030125.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Tolstikova, L.L., Shainyan, B.A. 1,1,1-Trifluoro-N-phenyl-N-(1H-tetrazol-5-ylmethyl)­methanesulfonamide. Russ J Org Chem 57, 476–478 (2021). https://doi.org/10.1134/S1070428021030210

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428021030210

Keywords:

Navigation