Skip to main content
Log in

Synthesis and properties of 6-alkoxymethylphenanthridines

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

6-Alkoxy(aroxy)methylphenanthridines were obtained from 6-chloromethylphenanthridine. The basicities of the former are considerably lower than the basicity of 6-methylphenanthridine and 0.5 pK a unit higher than the basicity of 6-chloromethylphenanthridine. The ease of quaternization of the compounds obtained is determined by the magnitude of the basicity.

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

Literature cited

  1. R. Elderfield (editor), Heterocyclic Compounds, Wiley.

  2. E. K. Filds, J. Am. Chem. Soc., 71, 1495 (1949).

    Google Scholar 

  3. A. Phillips, J. Org. Chem., 13, 622 (1948).

    Google Scholar 

  4. E. Ritchie, J. Proc. Roy. Soc. N. S. Wales, 78a, 147 (1945); Chem. Abstr., 40, 876 (1946).

    Google Scholar 

  5. G. T. Morgan and L. P. Walls, J. Chem. Soc., 2447 (1931).

  6. J. Finkelstein and S. M. Linder, J. Am. Chem. Soc., 73, 302 (1951).

    Google Scholar 

  7. K. V. Veksler, Dissertation [in Russian], Leningrad (1970).

  8. A. I. Kiprianov and A. I. Tolmachev, Zh. Obshch. Khim., 27, 142 (1957).

    Google Scholar 

  9. L. G. S. Brooker and E. L. White, US Patent No. 2,494,032 (1950); Chem. Abstr., 56, 7173 (1950).

    Google Scholar 

  10. Organic Synthesis [Russian translation], Vol. 1, Inostr. Lit., Moscow (1949), p. 200; Vol. 2, p. 403.

  11. L. Demeny, Rec. Trav. Chim., 50, 60 (1931).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 87–89, January, 1973.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Antonova, V.N., Zakhs, É.R. Synthesis and properties of 6-alkoxymethylphenanthridines. Chem Heterocycl Compd 9, 76–78 (1973). https://doi.org/10.1007/BF00476156

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00476156

Keywords

Navigation