Kinetics and mechanism of reversible, base-catalyzed ring closure of 3-(methoxycarbonyl) propionanilide and O-(methoxycarbonylmethyl)-N-phenylcarbamate

J Kaválek, V Macháček, G Svobodová…

Index: Kavalek, Jaromir; Machacek, Vladimir; Svobodova, Gabriela; Sterba, Vojeslav Collection of Czechoslovak Chemical Communications, 1989 , vol. 54, # 4 p. 1005 - 1011

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Citation Number: 2

Abstract

Abstract The rate constants of reversible, base-catalyzed ring closure of 3- (methoxycarbonyl) propionanilide (I) and O-(methoxycarbonylmethyl)-N-phenylcarbamate (II) to 1-phenyl-2, 5-pyrrolidinedione (III) and 3-phenyl-2, 4-oxazolidinedione (IV), respectively, and the rates of solvolyses of the cyclization products III and IV in water and methanol have been measured. In both cases, an equilibrium is established between the ...