Problem:What acyl chloride and amine are required to synthesize the following amides?

a. N-ethylbutanamide b. N,N-dimethylbenzamide

Amide is synthesized from the acid derivate, and themost reactive acid derivate is acid chloride.

The acid chloride reaction with the neutral amine (with at least one N-H group) is nucleophilic,attacking the carbonyl carbon of acid chloride to form atetrahedral intermediate,leaving chlorineformation of the desired amide.

(acid chloride) reacts with the two moles of (amine) reaction goes by a nucleophilic addition-elimination mechanism.The nucleophile amine will attack the carbonyl carbon, leaving group (chloride). Finally, deprotonation forms the desired product, N-ethylbutanamide.

The reaction between the and the is shown below

Acid chloride reacts with the two moles of (amine)reaction goes bya nucleophilic addition-elimination mechanism. The nucleophile amine will attack the carbonyl carbon, leaving group (chloride) leave, and finally, deprotonation forms the desired product, N,N-dimethylbenzamide.

The reaction between the and the is shown as follows.

Formation of N,N-dimethylbenzamide