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- Title
One-pot synthesis of 5-fluoroalkyl-5-hydroxy-4-hydroxy-imino-1-isonicotinoyl-4,5-dihydro-1 H-pyrazoles and their tuberculostatic activity.
- Authors
Khudina, O. G.; Burgart, Ya. V.; Saloutin, V. I.; Kravchenko, M. A.
- Abstract
5-Fluoroalkyl-5-hydroxy-4-hydroxyimino-1-isonicotinoyl-4,5-dihydro-1 H-pyrazoles were synthesized via a one-pot procedure from polyfluoroalkyl-containing 1,3-diketones, sodium nitrite in acetic acid, and isoniazid. Acetylacetone gave rise to 3-hydroxyiminopentane-2,4-dione monoisonicotinoylhydrazone which underwent intramolecular cyclization to 5-hydroxy-4-hydroxyimino-1-isonicotinoyl-3,5-dimethyl-4,5-dihydro-1 H-pyrazole on heating in ethanol. The synthesized compounds exhibited moderate tuberculostatic activity.
- Subjects
ANTITUBERCULAR agents; ANTIBACTERIAL agents; TUBERCULOSIS; TRIFLUOROIODOMETHANE; ETHANOL
- Publication
Russian Journal of Organic Chemistry, 2011, Vol 47, Issue 6, p904
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S1070428011060121