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Synthesis and structure of 5‐oxo‐1‐phenylpyrazoline‐3‐ and 4‐alkanoic acids. Antiinflammatory agents
Author(s) -
Short Franklin W.,
Schoeb Ernest J.
Publication year - 1969
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570060520
Subject(s) - chemistry , phenylhydrazine , pyrazoline , saponification , condensation , organic chemistry , medicinal chemistry , thermodynamics , physics
Condensation of appropriate β‐keto esters with phenylhydrazine gave 5‐oxo‐1‐phenyl‐2‐pyrazoline‐3‐and 4‐alkanoic esters 1 and 3 which were saponified to the corresponding alkanoic acids 2 and 4 . Analogous condensation of the same β‐keto esters with hydrazobenzene gave 5‐oxo‐1,2‐diphenyl‐3‐pyrazoline‐3‐and 4‐alkanoic esters 5 and 7 which were similarly converted to acids 6 and 8 . The structures of the oxopyrazolines as revealed by their infrared absorption are discussed, and results of their antiinflammatory screening are reported.