CONDENSATION PRODUCTS OF 1-ARYL-3-ETHOXYCARBONYL-2-METHYL-1,4,5,6-TETRAHYDRO-4(1H)PYRIDONES WITH HYDRAZINE, PHENYLHYDRAZINE, AND HYDROXYLAMINE

Authors

  • R. Vaickelioniene Kaunas University of Technology, Kaunas 50299
  • V. Mickevicius Kaunas University of Technology, Kaunas 50299
  • G. Mikulskiene Institute of Biochemistry, Vilnius LT-08622

Keywords:

1-aryl-3-ethoxycarbonyl-2-methyl-1,4,5,6-tetrahydro-4(1H)pyridones, hydrazides of pyridine-3-carboxylic acids, keto–enol tautomerism, condensation, exchange processes, 1H and 13C NMR spectroscopy, cyclization

Abstract

We have studied condensation of 1-(4-bromophenyl- and 2,5-dimethylphenyl)-3-ethoxycarbonyl-2-methyl-1,4,5,6-tetrahydro-4(1H)pyridones with hydrazine, phenylhydrazine, and hydroxylamine, as a result of which we obtained nucleophilic substitution and intramolecular cyclization products: 5-(4-bromophenyl- and 2,5-dimethylphenyl)-4-methyl-2,5,6,7-tetrahydro-3H-pyrazole[4,3-c]pyridin-3-ones, 5-(4-bromophenyl- and 2,5-dimethylphenyl)-4-methyl-6,7-dihydroisoxazole[4,3-c]pyridin-3(5H)-ones. We used computer modeling of the molecules of the studied compounds to obtain additional information on the structural features of the reaction products.

How to Cite
Vaickelioniene, R.; V. Mickevicius, V.; Mikulskiene, G. Chem. Heterocycl. Compd. 2004, 40, 767. [Khim. Geterotsikl. Soedin. 2004, 895.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000040773.29086.36

Downloads

Published

2004-06-25

Issue

No. 6 (2004)

Section

Original Papers