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Acylaminoacetyl derivatives of active methylene compounds. 3 . C ‐Acylation Reactions via the Hippuric Acid Azlactone
Author(s) -
Hamilakis Stylianos,
Kontonassios Demetrios,
Sandris Constantine
Publication year - 1994
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.5570310508
Subject(s) - hippuric acid , chemistry , oxazolone , methylene , acylation , organic chemistry , acid anhydride , medicinal chemistry , catalysis , biochemistry , urine , epoxy
The C ‐acylation reactions of the active methylene compounds, methyl cyanoacetate and Meldrum's acid, with hippuric acid, using the DCC activation and the mixed anhydride conditions, are shown to proceed through initial formation of 2‐phenyl‐5(4 H )‐oxazolone, the hippuric acid azlactone. The conditions of these reactions using the azlactone as the acylating agent were investigated and discussed.