CYCLOCONDENSATION OF 3,3-DIAMINO-1-PHENYLPROPENONE WITH PYRIDINE AND QUINOLINE N-OXIDES CONTAINING AN ELECTROPHILIC GROUP IN POSITION 3

Authors

  • Д. В. Дарьин St. Petersburg State University, 198504 St. Petersburg
  • С. И. Селиванов St. Petersburg State University, 198504 St. Petersburg
  • П. С. Лобанов St. Petersburg State University, 198504 St. Petersburg
  • А. А. Потехин St. Petersburg State University, 198504 St. Petersburg

DOI:

https://doi.org/10.1007/7024

Keywords:

benzo[b]-1, 6-naphthyridines, enediamines, 2, 7-naphthyridines, pyridine N-oxides, quinoline N-oxides, cyclocondensation

Abstract

The cyclocondensation of the N-oxide of the methyl ester of nicotinic acid with 3,3-diamino-1-phenylpropenone and the ethyl ester of 3,3-diaminoacrylic acid in the presence of benzenesulfonyl chloride gives the corresponding  2,7-naphthyridines. The cyclocondensation of 3,3-diamino-1-phenylpropene with the N-oxides of dimethyl 3,5-pyridinedicarboxylate and quinolines containing an electrophilic group at in position 3 yields products of the nucleophilic attack of the carbon nucleophilic site of the enediamine at the 2-pyridine ring position, while the amine group binds to the exocyclic electrophilic group.

How to Cite
Dar'in, D. V.; Selivanov, S. I.; Lobanov, P. S. Potekhin, A. A.  Chem. Heterocycl. Compd. 2008, 44, 451. [Khim. Geterotsikl. Soedin. 2008, 578.]

For this article in the English edition see DOI 10.1007/s10593-008-0062-0


Downloads

Published

2022-09-01

Issue

No. 4 (2008)

Section

Original Papers