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Condensation Products of 1-Aryl-3-ethoxycarbonyl-2-methyl-1,4,5,6-tetrahydro-4(1H)pyridones with Hydrazine, Phenylhydrazine, and Hydroxylamine

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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.

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Authors and Affiliations

  1. Kaunas University of Technology, Kaunas 50299, Lithuania

    R. Vaickelioniene & V. Mickevicius

  2. Institute of Biochemistry, Vilnius LT-08622, Lithuania

    G. Mikulskiene

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  1. R. Vaickelioniene
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  2. V. Mickevicius
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  3. G. Mikulskiene
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Vaickelioniene, R., Mickevicius, V. & Mikulskiene, G. Condensation Products of 1-Aryl-3-ethoxycarbonyl-2-methyl-1,4,5,6-tetrahydro-4(1H)pyridones with Hydrazine, Phenylhydrazine, and Hydroxylamine. Chemistry of Heterocyclic Compounds 40, 767–775 (2004). https://doi.org/10.1023/B:COHC.0000040773.29086.36

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  • DOI: https://doi.org/10.1023/B:COHC.0000040773.29086.36

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