(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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Organic Chemistry
- Which of these statements is NOT true about the reaction of amines with a cyclic anhydride like phthalic anhydride? a. Dimethylamine will give a cyclic imide product. b. Aniline will give a cyclic imide product. c. Triethylamine will give a cyclic imide product. d. The reaction undergoes a nucleophilic acyl substitution mechanism.arrow_forwardThe two most general amine syntheses are the reductive amination of carbonyl compounds and the reduction of amides.Show how these techniques can be used to accomplish the following syntheses.(a) benzoic acid S benzylamine (b) benzaldehyde S benzylamine(c) pyrrolidine S N@ethylpyrrolidine (d) cyclohexanone S N@cyclohexylpyrrolidine(e) HOOC¬(CH2)3 ¬COOH S pentane@1,5@diamine (cadaverine)arrow_forwardShow how to prepare the following aromatic amines by aromatic nitration, followed by reduction. You may use benzene andtoluene as your aromatic starting materials. p-bromoanilinearrow_forward
- Indicate whether the following statement is true or false. Aliphatic amines are more basic than ammonia, whereas aromatic amines are less basic than ammonia. When amines are reacted with bases, they form ammonium salts. Benzenesulfonyl chloride or p-toluenesulfonylchloride give N-substituted sulfonamides with primary and secondary amines. Derivative of primary amines is insoluble in dilute NaOHarrow_forwardTreatment of pentanedioic (glutaric) anhydride with ammonia at elevated temperature leads to a compound of molecular formula C5H7NO2. What is the structure of this product? [Hint: You need to think about the reactivity not only of acid anhydrides but also of amides and carboxylic acids]arrow_forwardGive the products expected when the following tertiary amines are treated with a peroxyacid and heated.(a) N,N-dimethylhexan-2-aminearrow_forward
- Indicate whether the following statement is true or false . Benzenesulfonyl chloride or p-toluenesulfonylchloride give N-substituted sulfonamides with primary and secondary amines. The derivative consisting of primary amines is insoluble in dilute NaOH.RightFalsearrow_forwardGive the products expected when the following tertiary amines are treated with a peroxyacid and heated.N,N-diethylhexan-2-aminearrow_forwardPredict the chemical name of compound B a. p-chlorobenzylamine b. 4-bromoaniline c. benzylamine d. p-chloronitrile e. p-chlorobenzaldehyde 2. What is the reaction name for the chemical transformation of A to B a. reductive amination b. catalytic reduction c. carbonyl dehydration d. Hofmann elimination e. Aldehyde rearrangementarrow_forward
- Show how to synthesize the following amines from the indicated starting materials byacylation–reduction. b) N-benzylaniline from anilinearrow_forwardA. The water solubility of amines found in medications can be increased by salt formation. Dextromethorphan hydrobromide, a cough suppresant, is the salt formed from dextromethorphan (XX) and hydrobromic acid (HBr). Write the equation for the formation of dextromethorphan hydrobromide. B. Suggest appropriate starting materials ( amine and alkyl halide) needed for the preparation of each of the following salts: 1. Cetylpyridinium chloride 2. Benzyldimethyltetradecylammonium chloridearrow_forwardShow how to prepare the following aromatic amines by aromatic nitration, followed by reduction. You may use benzene andtoluene as your aromatic starting materials.(a) anilinarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningEBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT