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Synthesis and reactions of 3-(3-ethoxycarbonyl-1-phenyl-1H-pyrazol-4-yl)propenic acid

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Abstract

The reaction of ethyl 4-formyl-1-phenyl-1H-pyrazole-3-carboxylate with the malonic acid led to the formation (2E)-3-(3-ethoxycarbonyl-1-phenyl-1H-pyrazol-4-yl)propenic acid. In reactions of this acid chloride with 4-amino-5-aryl(hetaryl)-4H-1,2,4-triazole-3-thiols were obtained ethyl 4-[(E)-2-{3-aryl(hetaryl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl}ethenyl]-1-phenyl-1H-pyrazoe-3-carboxylates, with 5-aryltetrazoles, ethyl 4-[(E)-2-(5-aryl-1,3,4-oxadiazol-2-yl)-ethenyl]-1-phenyl-1H-pyrazole-3-carboxylates, with 1-(2-hydroxy-3,5-dimethylphenyl) followed by the Baker-Venkataraman rearrangement and the cyclization, ethyl 4-[(E)-2-(6,8-dimethyl-4-oxo-4Hchromen-2-yl)ethenyl]-1-phenyl-1H-pyrazole-3-carboxylate.

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Authors and Affiliations

  1. Ivan Franko L’vov National University, L’vov, 79005, Ukraine

    V. S. Matiichuk, M. A. Potopnyk & N. D. Obushak

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  1. V. S. Matiichuk
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  2. M. A. Potopnyk
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  3. N. D. Obushak
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Correspondence to N. D. Obushak.

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Original Russian Text © V.S. Matiichuk, M.A. Potopnyk, N.D. Obushak, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 5, pp. 728–733.

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Matiichuk, V.S., Potopnyk, M.A. & Obushak, N.D. Synthesis and reactions of 3-(3-ethoxycarbonyl-1-phenyl-1H-pyrazol-4-yl)propenic acid. Russ J Org Chem 45, 712–718 (2009). https://doi.org/10.1134/S107042800905011X

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  • DOI: https://doi.org/10.1134/S107042800905011X

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