Chapter 25: PROBLEM 25.15 (page 1015)
Question: What starting materials are needed to prepare each drug using reductive amination? Give all possible pairs of compounds when more than one route is possible.
a.

b.

Short Answer
Answer


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Chapter 25: PROBLEM 25.15 (page 1015)
Question: What starting materials are needed to prepare each drug using reductive amination? Give all possible pairs of compounds when more than one route is possible.
a.

b.

Answer


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Rank the nitrogen atoms in each compound in order of increasing basicity. Isoniazid is a drug used to treat tuberculosis, whereas histamine causes the runny nose and watery eyes associated with allergies.

Question: Enalapril, a drug used to treat hypertension, is prepared from compounds D and E by reductive amination. What is the structure of enalapril?

Question: Give a systematic or common name for each compound.


Tertiary ( ) aromatic amines react with and HCl to afford products of electrophilic aromatic substitution. Draw a stepwise mechanism for this nitrosation reaction and explain why it occurs only on benzene rings with strong ortho, para activating groups.

Devise a synthesis of each biologically active compound from benzene.

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