A preparative method of synthesis of pyrazolylphenyl(phenoxy)acetic acids

Authors

  • V.S. Moskvina Taras Shevchenko National University of Kyiv
  • S.V. Shilin Taras Shevchenko National University of Kyiv
  • V.P. Khilya Taras Shevchenko National University of Kyiv

DOI:

https://doi.org/10.15407/dopovidi2016.10.073

Keywords:

2-(1N-pyrazol-3-yl)phenole, acetophenone, N-methyl pyrazol-3(or 5)-yl)phenoxyacetic acid, pyrazol-3(or 5)-yl)phenylacetic acid, pyrazole

Abstract

A new convenient and accessible method of synthesis of 2-(1H-pyrazol-3-yl)phenols through the heterocyclization of enaminoketone acetophenones with hydrazine hydrate and N-methylhydrazine is developed. The reactivity of obtained compounds is studied. It is demonstrated that the alkylation reactions followed by the hydrolysis result in high yields and are a convenient approach to the synthesis of pyrazolylphenylacetic and (N-methylpyrazolyl-3(or 5)-yl)phenoxyacetic acids.

Downloads

Download data is not yet available.

References

Biochemistry of phenolic compounds, Ed. J. Harborn, Moscow: Mir, 1968 (in Russian).

Ma Y.-T., Fan H.-F., Gao Yu-Q., Li H., Zhang A.-L., Gao J.-M. Chem. Biol. Drug Des., 2013, 81, Iss. 4: 545-552. https://doi.org/10.1111/cbdd.12064

Gul H.I., Denizci A.A., Erciyas E. Arzneimittelforsch., 2002, 52, Iss. 10: 773-777.

Solodovnichenko N.M., Zuravlyev N.S., Kovalev V.N. Medicinal plant raw materials, Kharkiv: Publ. NFAU, 2001 (in Ukrainian).

Elguero J., Goya P., Jagerovic N., Silva A. M. S. Targets in heterocyclic systems, Rome: Italian Society of Chemistry, 2002, Vol. 6: 52-98.

Pérez-Fernández R., Goya P., Elguero J. ARKIVOC, 2014, Iss. 2: 233-293.

Biegasiewicz K.F., Gordon J.S., Rodriguez D.A., Priefer R. Tetrahedron. Lett., 2005, 55, No 37: 5210-5212. https://doi.org/10.1016/j.tetlet.2014.07.110

Published

23.12.2024

How to Cite

Moskvina, V., Shilin, S., & Khilya, V. (2024). A preparative method of synthesis of pyrazolylphenyl(phenoxy)acetic acids . Reports of the National Academy of Sciences of Ukraine, (10), 73–77. https://doi.org/10.15407/dopovidi2016.10.073

Most read articles by the same author(s)

<< < 1 2