6(7)-ACYLPERIMIDINES NITRATION AND METHODS OF <i>peri</i>-ANNELATION ON THIS BASE

Authors

  • А. В. Аксенов North Caucasus Federal University
  • Н. А. Аксенов North Caucasus Federal University
  • А. С. Ляховненко North Caucasus Federal University
  • А. Н. Смирнов North Caucasus Federal University
  • И. И. Левина N. M. Emanuel Institute of Biochemical Physics
  • И. В. Аксенова North Caucasus Federal University

DOI:

https://doi.org/10.1007/780

Keywords:

formic acid, perimidines, polyphosphoric acid, sodium azide, sodium nitrite, 1, 3, 6, 8-tetrazapyrenes, 1H-1, 5, 7-triazacyclopenta[cd]phenalenes, zinc, nitration, Schmidt reaction

Abstract

A method has been developed for the nitration of 6(7)-acylperimidines using sodium nitrite in formic acid. The reaction gives a mixture of 4(9)-, 9(4)-, and 7(6)-nitro-6(7)-acylperimidines from which the latter can be separated by extraction with chloroform. Reduction of the 6(7)-acyl-7(6)-nitroperimidines yields 1H-1,5,7-triazacyclopenta[cd]phenalenes. Subsequent Schmidt reaction and reduction give 1,3,6,8-tetraazapyrenes.

Authors: A. V. Aksenov, N. A. Aksenov, A. S. Lyakhovnenko, A. N. Smirnov, I. I. Levina, and I. V. Aksenova.

English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (7), pp 980-987

http://link.springer.com/article/10.1007/s10593-013-1335-9

Published

2013-07-01

Issue

Section

Original Papers