(a)
Interpretation: The starting materials needed to prepare the given drug using reductive amination are to be determined.
Concept introduction: The conversion of
(b)
Interpretation: The starting materials needed to prepare the given drug using reductive amination are to be determined.
Concept introduction: The conversion of aldehydes and ketones into amines is known as reductive amination. The first step is the formation of imines using aldehydes or ketones and amines. The second step involves the reduction of imine to form amine. The best reagent for this reaction is sodiumcyanoborohydride.
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Organic Chemistry
- What two amides are obtained from the reaction of acetyl chloride with an equivalent of ethylamine and an equivalent of propylamine? a. Why is only one amide obtained from the reaction of acetyl chloride with an equivalent of ethylamine and an equivalent of triethylamine?arrow_forward1. What are the chemical hazards of both aniline and acetic anhydride? 2. What are the medicinal and industrial uses/application of acetanilide? 3. What was the undesirable effect of acetanilide that made it toxic? 4. How does acetanilide produce an analgesic effect in the body?arrow_forwardWhat starting materials are needed to prepare each drug using reductive amination? Give all possible pairs of compounds when more than one route is possible.arrow_forward
- Answer the following questions about benzphetamine, a habit-forming diet pill sold under the trade name Didrex. a. Label the stereogenic center(s). b. What amide(s) can be reduced to form benzphetamine? c. What carbonyl compound and amine can be used to make benzphetamine by reductive amination? Draw all possible methods. d. What products are formed by Hofmann elimination from benzphetamine? Label the major product. benzphetaminearrow_forwardTest for Amines a. Hinsberg test: General Reaction Reagents: Positive result: Notes: b. Nitrous acid test: General Reaction Reagents: Positive result: Notes:arrow_forwardWhat amide(s) can be used to prepare each amine by reduction?arrow_forward
- What carboxylic acid and amine are needed to synthesize the pain reliever phenacetin? Phenacetin was once a component of the over-the-counter pain reliever APC (aspirin, phenacetin, caffeine), but it is no longer used because of its kidney toxicity.arrow_forward17. Rank the acid derivatives with respect to their reactivity with water. acid halide > ester > acid anhydride > amide acid anhydride > amide > acid halide > ester amide > ester > acid anhydride > acid halide acid halide > acid anhydride > ester > amide A) B) C) D) 18. Disregarding A) 3 stereoisomers, how many different enols can the B-diketone CH3COCH₂COCH₂CH3 form? B) 1 C) 4 D) O E) 2arrow_forwardExplain why a secondary amine forms a nitrosamine rather than a diazonium salt when it reacts with sodium nitrite and acid. H a secondary amine a nitrosaminearrow_forward
- a. Explain the effect of acid on the solubility of the water-insoluble amines.arrow_forwardDraw the major product of this reaction. Ignore inorganic byproducts and the amine side product. 1. NaOH, heat 2. Neutralizing work-up Select to Drawarrow_forwardReactions of aldehydes and ketones with amines and amine derivatives a. Draw reaction with a primary amine forms an imine. Hydrazine and hydroxylamine can also be used; they form a hydrazone and an oxime, respectively. b. Draw reaction with a secondary amine forms an enamine.arrow_forward
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