Question

You synthesized barbituric acid in the highest yield to date and thus you were hired right off. Now you have an idea for a barbiturate that will act as a sedative without the addictive side effects. Your barbiturate replaces one of the methylene hydrogens of barbituric acid with a benzyl group. Draw the skeletal structure of the alkyl iodide you would use to react with enolate of diethyl malonate.

Answer 1

Answer:

The alkyl iodide that should be used in this case to react with diethyl malonate is benzyl iodide.

Explanation:

In a barbiturate's structure, the replacement of the methylene hydrogens of barbituric acid depends on the initial reaction of diethyl malonate with the interest group to be included.

Therefore, it is necessary first to react diethyl malonate with benzyl iodide to obtain benzyl diethyl malonate, which will produce a barbiturate with a benzyl group at one of the methylene hydrogens of barbituric acid after reacting with urea.