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.
Similar content being viewed by others
Literature cited
R. Elderfield (editor), Heterocyclic Compounds, Wiley.
E. K. Filds, J. Am. Chem. Soc., 71, 1495 (1949).
A. Phillips, J. Org. Chem., 13, 622 (1948).
E. Ritchie, J. Proc. Roy. Soc. N. S. Wales, 78a, 147 (1945); Chem. Abstr., 40, 876 (1946).
G. T. Morgan and L. P. Walls, J. Chem. Soc., 2447 (1931).
J. Finkelstein and S. M. Linder, J. Am. Chem. Soc., 73, 302 (1951).
K. V. Veksler, Dissertation [in Russian], Leningrad (1970).
A. I. Kiprianov and A. I. Tolmachev, Zh. Obshch. Khim., 27, 142 (1957).
L. G. S. Brooker and E. L. White, US Patent No. 2,494,032 (1950); Chem. Abstr., 56, 7173 (1950).
Organic Synthesis [Russian translation], Vol. 1, Inostr. Lit., Moscow (1949), p. 200; Vol. 2, p. 403.
L. Demeny, Rec. Trav. Chim., 50, 60 (1931).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 87–89, January, 1973.
Rights 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
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00476156