Skip to main content
Log in

Synthesis and thermal reactions of N-(2,3-epoxypropyl)diphenylamine

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The synthesis of N-(2,3-epoxypropyl)diphenylamine is reported. It was found that thermal opening of the oxirane ring of N-(2,3-epoxypropyl)diphenylamine occurred both at the secondary and the tertiary carbon atoms but the basic reaction product is 3-hydroxy-1-phenyl-1,2,3,4-tetrahydroquinoline.

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.

Similar content being viewed by others

References

  1. Farbwerke vorm. Meister Lucius & Bruning, Ger. Pat. 284291; Chem. Zentralblatt, 2, 110 (1915).

    Google Scholar 

  2. W. Davies and W. Savige, J. Chem. Soc., 890 (1950).

  3. H. H. Vorozhtsov, Jr. and S. I. Kutkevichus., Khim. Geterotsikl. Soedin., 374 (1965). [Chem. Heterocycl. Comp., 1, 248 (1965)].

    Google Scholar 

  4. S. I. Kutkevichus and N. N. Vorozhtsov, Jr., Khim. Geterotsikl. Soedin., 549 (1965). [Chem. Heterocycl. Comp., 1, 368 (1965)].

    Google Scholar 

  5. B. Barvainiene, A. Stanisauskaite, and V. Getautis, Khim. Geterotsikl. Soedin., 138 (2006). [Chem. Heterocycl. Comp., 42, 123 (2006)].

    Google Scholar 

  6. E. Pretsch, P. Bühlmann, and C. Affolter, Structure Determination of Organic Compounds, Springer Verlag (2000).

  7. R. M. Silverstein, G. C. Bassler, and T. C. Morrill, Spectrometric Identification of Organic Compounds, J. Wiley and Sons, Chichester (1991).

    Google Scholar 

  8. P. B. Terentiev and A. P. Stankevicius, Mass Spectrometric Analysis of Biologically Active Azo Bases [in Russian], Mokslas, Vilnius (1987).

    Google Scholar 

  9. N. N. Vorozhtsov, Jr. and S. I. Kutkevichus, Zh. Obshch. Khim., 28, 2682 (1958).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to B. Barvainiene.

Additional information

__________

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 852–855, June, 2007.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Barvainiene, B., Stanisauskaite, A. & Getautis, V. Synthesis and thermal reactions of N-(2,3-epoxypropyl)diphenylamine. Chem Heterocycl Compd 43, 718–721 (2007). https://doi.org/10.1007/s10593-007-0117-7

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-007-0117-7

Keywords

Navigation