Purines, pyrimidines, and condensed systems based on these compounds. 12. 1,3-Dimethylpyrimido[4,5-<i>d</i>]pyrimidine-2,4-(1H,3H)dione: The first case of regioselective amination of condensed pyrimidines in position 2

Authors

  • А. B. Гулeвскaя Rostov State University, Rostov-on-Don 344090
  • А. Ф. Пожарский Rostov State University, Rostov-on-Don 344090
  • C. B. Шоpшнев Rostov State University, Rostov-on-Don 344090
  • Е. А. Желтушкина Rostov State University, Rostov-on-Don 344090

Abstract

1,3-Dimethylpyrimido[4,5-d]pyrimidine-2,4-(1H,3H)dione (l) reacts with alkylamides in liquid ammonia in the presence of an oxidizing agent such as KMnO4 or Ag(C5H5N)2MnO4, giving 7-amino derivatives; but the interaction of (1) with methylamine gives a mixture of isomeric alkylaminated products. Subsequent hydrolysis of the 7-piperidino derivatives in an alkaline medium and then in an article medium gives 4-methylamino-2-piperidinopyrimidine with quantitative yield.

How to Cite
Gulevskaya, A. V.; Pozharskii, A. F.; Shorshnev, S. V.; Zheltushkina, E. A. Chem. Heterocycl. Compd. 1994, 30, 1083. [Khim. Geterotsikl. Soedin. 1994, 1249.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01171170

Published

1994-09-25

Issue

Section

Original Papers