Can Amino Acids React with Acyl Chloride on Both the -COOH and -NH2 Groups?

[crays]

Hi guys, i am wondering when amino acid (let's take glycine as an example) reacts with acyl chloride say ethyl chloride. Would it react with both the -COOH group and -NH₂ group or would it be considered as an acid and reacts only with the -NH₂ group?

 

[chemisttree]

Ethyl chloride is not an acyl chloride.

Your question is whether an acid chloride would react with a carboylic acid or a secondary amine? One would produce an amide (that would quickly cyclize to an azlactone) and the other would produce an anhydride.

What happens to amines in the presence of an anhydride?