Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 18, Problem 18.46P

(a)

Interpretation Introduction

Interpretation:

The way by which tolazamide 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.

Organic Chemistry, Chapter 18, Problem 18.46P , additional homework tip  1

(b)

Interpretation Introduction

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.

Organic Chemistry, Chapter 18, Problem 18.46P , additional homework tip  2

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Chapter 18 Solutions

Organic Chemistry

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