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Synthesis of 3 or 5[ 14 C] 4‐butyl‐1, 2‐diphenyl‐3, 5‐pyrazolidinedione (phenylbutazone)
Author(s) -
Stavchansky S.,
Kostenbauder H. B.
Publication year - 1972
Publication title -
journal of labelled compounds
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0022-2135
DOI - 10.1002/jlcr.2590080413
Subject(s) - chemistry , diethyl malonate , sodium ethoxide , condensation , solvent , alcohol , sodium , medicinal chemistry , ethanol , phenylbutazone , organic chemistry , pharmacology , catalysis , thermodynamics , medicine , physics
The condensation of 1 or 3 [ 14 C] n ‐butylmalonate diethyl ester (III) with hydrazobenzene (IV) yields up to 90 per cent of 3 or 5 [ 14 C] 4‐butyl‐1, 2‐diphenyl‐3, 5‐pyrazolidinedione, if n ‐butyl alcohol is used as a solvent and the corresponding sodium alcoholate as a condensing agent (1, 2). One or three [ 14 C] n ‐ butylmalonate diethyl ester can be synthesized by condensation of n ‐bromobutane (II) and 1 [ 14 C] ethyl malonate (I) in the presence of sodium ethoxide (3).