CYCLOCONDENSATION OF α-ACYLACETAMIDINES WITH ESTERS OF 2-FLUORO-5-NITROBENZOIC AND 4-CHLORO-2-METHYL-5-PYRIMIDINECARBOXYLIC ACIDS

Authors

  • Д. В. Дарьин St. Petersburg State University, 198504 St. Petersburg
  • С. Г. Рязанов 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/10.1007/7026

Keywords:

α-acylacetamidines, C, N-dinucleophiles, aromatic dielectrophiles, enediamines, 1-isoquinolinones, pyrido[4, 3-d]pyrimidines, aromatic nucleophilic substitution, cyclocondensation

Abstract

The cyclocondensation of  α-acylacetamidines with esters of 2-fluoro-5-nitrobenzoic and 4-chloro-2-methyl-5-pyrimidinecarboxylic acids leads to condensed azines. The reaction proceeds chemoselectively such that the α-carbon atom of the amidine replaces the halogen atom in the aromatic ring, while the amino group reacts with the ester group.

How to Cite
Dar'in, D. V.; Ryazanov, S. G.; Selivanov, S. I.; Lobanov, P. S.; Potekhin, A. A.  Chem. Heterocycl. Compd. 2008, 44, 461. [Khim. Geterotsikl. Soedin. 2008, 589.]

For this article in the English edition see DOI 10.1007/s10593-008-0064-y


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Published

2022-09-01

Issue

No. 4 (2008)

Section

Original Papers