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Amide Formation from Acyl Chloride

Amide Formation from Acyl Chloride (Carbonyl.) Converts CC(=O)Cl to CC(=O)NC using CH₃NH₂, excess amine or with base.

Carbonyl

Reaction details

Name

Amide Formation from Acyl Chloride

Type

Carbonyl

Starting Material

CC(=O)Cl

Product

CC(=O)NC

Reagents
  • CH₃NH₂

  • excess amine or with base

Mechanism
  1. Smiles

    CC(=O)Cl

    Description

    Acetyl chloride

  2. Smiles

    CC(=O)NC

    Description

    N-methylacetamide (amine attacks, Cl⁻ leaves)

Tips
  1. Use 2 eq amine (one acts as base) or add Et₃N

  2. Most stable carboxylic acid derivative

  3. Peptide bonds are amide bonds

Related Reactions
  • acyl-chloride-formation

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