OXIDATIVE ALKYLAMINATION OF 2-METHYL-3(2H)-CINNOLINONE: UNEXPECTED DEALKYLATION OF THE ENTERING ALKYLAMINO GROUP

Authors

  • О. Н. Буров Southern Federal University, Chemistry Faculty, Rostov-on-the-Don 344090
  • А. В. Гулевская Southern Federal University, Chemistry Faculty, Rostov-on-the-Don 344090
  • А. Ф. Пожарский Southern Federal University, Chemistry Faculty, Rostov-on-the-Don 344090

DOI:

https://doi.org/10.1007/6758

Keywords:

4-alkylamino-2-methyl-3(2H)-cinnolinones, 2-methyl-3(2H)-cinnolinone, nucleophilic aromatic substitution of hydrogen, oxidative alkylamination

Abstract

he  oxidative alkylamination of 2-methyl-3(2H)-cinnolinone by secondary alkylamines in the presence of KMnO<sub>4</sub> leads to the smooth formation of the expected 4-alkylamino-2-methyl-3(2H)-cinnolinones.
The analogous reaction with primary alkylamines is accompanied by the partial or complete N-dealkylation of the entering alkylamino group depending on the temperature.

How to Cite
Burov, O. N.; Gulevskaya, A. V.; Pozharskii, A. F.  Chem. Heterocycl. Compd. 2009, 45, 475. [Khim. Geterotsikl. Soedin. 2009, 602.]

For this article in the English edition see DOI 10.1007/s10593-009-0281-z


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Published

2022-04-25

Issue

No. 4 (2009)

Section

Original Papers