Barbiturates are prepared by treating a derivative of
Chapter 18, Problem 18.39(choose chapter or problem)
Barbiturates are prepared by treating a derivative of diethyl malonate with urea in the presence of sodium ethoxide as a catalyst. Following is an equation for the preparation of barbital, a long-duration hypnotic and sedative, from diethyl diethylmalonate and urea. 1. EtO2Na1 2. H2O Urea 5,5- Diethylbarbituric acid (Barbital) Diethyl diethylmalonate 1 1 2 EtOH H2N H2N O O O NH NH OEt OEt O O O Barbital is prescribed under one of a dozen or more trade names. (a) Propose a mechanism for this reaction. (b) The pKa of barbital is 7.4. Which is
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