[Research on nitrogen heterocyclic compounds. IX. Synthesis of 5-hydroxy-2,4-dicarbethoxypyrroles].
Reaction between diethyl ethoxymethylenemalonate and N-substituted diethylaminomalonates in the presence of sodium ethoxide gives 5-hydroxy-2,4-dicarbethoxypyrroles. By treating these compounds with acetic anhydride we shall get the corresponding 5-acethoxy-2,4-dicarbethoxypyrroles and, by catalytic reduction, the corresponding 2,4-dicarbethoxy-5-pyrrolidinones, which in turn are hydrolyzed to the well known corresponding pyroglutamic acids. The I.R. and N.M.R. spectral data are in agreement with the proposed structures.
D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008314:Malonates; D011758:Pyrroles / Q000138:chemical synthesis*; D013055:Spectrophotometry, Infrared
D007202:Indicators and Reagents; D008314:Malonates; D011758:Pyrroles
Ricerche su composti eterociclici azotati. IX - Sintesi de 5-idrossi-2,4-dicarbetossipirroli