(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 (6th Edition)
- Synthadotin is a promising anticancer drug in clinical trials. a.Identify the functional groups. b.Classify any amine or amide as 1°, 2°, or 3°. c.At which sites can synthadotin hydrogen bond to another molecule like itself? d. Label two nucleophilic sites. e. Label two electrophilic sites. f. What product is formed when synthadotin is treated with HCl?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_forwardAnswer 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_forward
- 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.arrow_forwardWhat amide(s) can be used to prepare each amine by reduction?arrow_forwardTest for Amines a. Hinsberg test: General Reaction Reagents: Positive result: Notes: b. Nitrous acid test: General Reaction Reagents: Positive result: Notes:arrow_forward
- 17. 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_forwardWhat 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_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
- Draw the major product of this reaction. Ignore inorganic byproducts and the amine side product. 1. NaOH, heat 2. Neutralizing work-up Select to Drawarrow_forwarda. Explain the effect of acid on the solubility of the water-insoluble amines.arrow_forward22. The stability of carbocation can be accounted by which of the following structural effect? a. hyperconjugation b. inductive effect d. both a andb C. resonance 23. Secondary amines are more basic than primary amines because of what structural effect? a. hyperconjugation b. inductive effect C. resonance d. steric effectarrow_forward
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