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Synthesis and molecular structure of 6-aryl-3-ethoxycarbonyl-4-hydroxypyridazines

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Abstract

EthylZ-5-aryl-2-diazo-5-hydroxy-3-oxopent-4-enoates interact with triphenylphosphine to give 6-aryl-3-ethoxycarbonyl-4-hydroxypyridazines (Ar=Ph, 4-MeC6H4, 4-ClC6H4). Quantum-chemical calculations (MNDO) were performed to estimate the tautomeric equilibrium in the latter using a 6-phenyl-substituted derivative as an example. Acetylation of the 4-hydroxypyridazines led to 4-acetoxy-6-aryl-3-ethoxycarbonylpyridazines. The structure of the latter was confirmed by an X-ray diffraction analysis of 4-acetoxy-3-ethoxycarbonyl-6-(p-tolyl)pyridazine.

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References

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Authors and Affiliations

  1. Institute of Chemical Physics in Chernogolovka, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russian Federation

    Z. G. Aliev & L. O. Atovmyan

  2. Pharmaceutical Academy, 48 ul. Lenina, 614000, Perm, Russian Federation

    N. G. Vyaznikova & S. S. Kataev

  3. Perm' State University, 15 ul. Bukireva, 614600, Perm', Russian Federation

    V. V. Zalesov

  4. Institute of Technical Chemistry, Ural Branch of the Russian Academy of Sciences, 13 ul. Lenina, 614600, Perm', Russian Federation

    Yu. S. Andreichikov

Authors
  1. Z. G. Aliev
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  2. N. G. Vyaznikova
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  3. V. V. Zalesov
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  4. S. S. Kataev
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  5. Yu. S. Andreichikov
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  6. L. O. Atovmyan
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Additional information

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2260–2263, December, 1997.

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Aliev, Z.G., Vyaznikova, N.G., Zalesov, V.V. et al. Synthesis and molecular structure of 6-aryl-3-ethoxycarbonyl-4-hydroxypyridazines. Russ Chem Bull 46, 2142–2145 (1997). https://doi.org/10.1007/BF02495271

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  • DOI: https://doi.org/10.1007/BF02495271

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