
(a)
Interpretation:
The way by which tolazamide is synthesized has to be shown.
Concept introduction:
Reaction of an ester with ammonia or an
Treatment of an ester with ammonia or a primary or secondary amine gives an amide.
The nucleophilic addition of the ammonia or amine to the carbonyl carbon occurs followed by a proton transfer and a tetrahedral addition intermediate is formed. The intermediate can directly alkoxide and lose a proton to the alkoxide to give products.
(b)
Interpretation:
The way by which Gliclazide is synthesized has to be shown.
Concept introduction:
Reaction of an ester with ammonia or an amine:
Treatment of an ester with ammonia or a primary or secondary amine gives an amide.
The nucleophilic addition of the ammonia or amine to the carbonyl carbon occurs followed by a proton transfer and a tetrahedral addition intermediate is formed. The intermediate can directly alkoxide and lose a proton to the alkoxide to give products.

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Chapter 18 Solutions
Organic Chemistry, Loose-leaf Version
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