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Vinylacidic Acid in the Reaction of Aza-Michael with 1-Ethylpyrazole

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Abstract

Commercial vinylacetic acid is a mixture of isomers of but-3-enoic and but-2-enoic acids. It was shown that but-3-enoic acid undergoes isomerization in the presence of a catalytic amount of 1-ethylpyrazole. The resulting Z- and E-isomers of but-2-enoic acid enter the aza-Michael reaction with pyrazole. The1H NMR analysis showed that by the end of the experiment the ratio of unreacted Z- andE-isomers of but-2-enoic acid in the reaction mixture decreased by half (to 3 : 1), which pointed to a higher reactivity of the Z-isomer.

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REFERENCES

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Funding

The work was funded by the Ministry for Education and Science through the subsidy allocated to the Russian–Armenian University for research, as well as by the State Committee for Science, Ministry for Education and Science of the Republic of Armenia (project no. 18T-2E151).

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Authors and Affiliations

  1. Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Science of Armenia, 0014, Yerevan, Armenia

    H. N. Khachatryan, A. M. Arzumanyan, G. G. Danagulyan & H. S. Attaryan

  2. Molecular Structure Research Center, Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Science of Armenia, 0014, Yerevan, Armenia

    A. G. Shahkhatuni

  3. Russian-Armenian (Slavonic) University, 0051, Yerevan, Armenia

    G. G. Danagulyan & H. S. Attaryan

Authors
  1. H. N. Khachatryan
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  2. A. G. Shahkhatuni
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  3. A. M. Arzumanyan
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  4. G. G. Danagulyan
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  5. H. S. Attaryan
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Correspondence to H. N. Khachatryan.

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Khachatryan, H.N., Shahkhatuni, A.G., Arzumanyan, A.M. et al. Vinylacidic Acid in the Reaction of Aza-Michael with 1-Ethylpyrazole. Russ J Org Chem 56, 1488–1490 (2020). https://doi.org/10.1134/S1070428020080229

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  • DOI: https://doi.org/10.1134/S1070428020080229

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