Which reagents form a secondary amide in the scheme?

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Multiple Choice

Which reagents form a secondary amide in the scheme?

Forming an amide from an acid chloride happens by nucleophilic attack of the nitrogen on the carbonyl, displacing chloride. The nitrogen’s substituents determine whether the amide is primary, secondary, or tertiary. A primary amine (RNH2) supplies one carbon-containing group to the amide nitrogen while keeping a hydrogen on N, giving a secondary amide: R-CO-NHR'. Using ammonia would put two hydrogens on the nitrogen, giving a primary amide (R-CO-NH2). Water would hydrolyze to the carboxylic acid, and alcohol would form an ester. Therefore, acid chloride reacting with a primary amine in alcohol forms the secondary amide.

Forming an amide from an acid chloride happens by nucleophilic attack of the nitrogen on the carbonyl, displacing chloride. The nitrogen’s substituents determine whether the amide is primary, secondary, or tertiary. A primary amine (RNH2) supplies one carbon-containing group to the amide nitrogen while keeping a hydrogen on N, giving a secondary amide: R-CO-NHR'. Using ammonia would put two hydrogens on the nitrogen, giving a primary amide (R-CO-NH2). Water would hydrolyze to the carboxylic acid, and alcohol would form an ester. Therefore, acid chloride reacting with a primary amine in alcohol forms the secondary amide.

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