Ring-Chain Tautomerism of 3-Unsubstituted Trifluoromethyl-Containing n-Acyl-5-Hydroxy-2-Pyrazolines

Reaction of the hydrazides of aromatic and pyridine-3(4)-carboxylic acids with 4-ethoxy-1,1,1-tri-fluorobut-3-en-2-one leads to the formation of derivatives having a 5-hydroxy-2-pyrazoline structure. In solution in DMSO-d 6 they are capable of exhibiting ring-chain equilibrium involving the 5-hydrox...

Full description

Saved in:
Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2014-11, Vol.50 (8), p.1107-1112
Main Authors: Pakal’nis, V. V., Zerov, A. V., Yakimovich, S. I., Alekseev, V. V.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Organic acids
Organic Chemistry
Pharmacy
Pyridine
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Reaction of the hydrazides of aromatic and pyridine-3(4)-carboxylic acids with 4-ethoxy-1,1,1-tri-fluorobut-3-en-2-one leads to the formation of derivatives having a 5-hydroxy-2-pyrazoline structure. In solution in DMSO-d 6 they are capable of exhibiting ring-chain equilibrium involving the 5-hydroxy-2-pyrazoline and enehydrazine tautomers. The latter form is represented by a mixture of Z- and E-isomers with a significant preponderance of the latter. The product from the reaction of 4-aminobenzohydrazide with 4-ethoxy-1,1,1-trifluorobut-3-en-2-one in a ratio of 1:2 has a structure containing 5-hydroxy-2-pyrazoline and enamine fragments.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-014-1570-8