Amberlyst acid amide

Hydrolysis of amides and hydrazides.1 Unsubstituted amides (RCONH2) are hydrolyzed to acids in refluxing water when mixed with a 15-fold excess of Amberlyst 15 or Amberlite-IR-120 resins generally in 90% yield. Esters are formed when an alcohol is used instead of water. Hydrazides are hydrolyzed more rapidly than amides under these conditions. 

N-Allyl carboxamides. These amides are formed in good yields by heating fatty acids with CH2=CHCHjN=C=S in the presence of Amberlyst A26-OH resin at 100°. The formation of adducts that liberate COS is implicated. 

Thloacetals of ketones and activated aldehydes can be removed using a combination of paraformaldehyde and Amberlyst 15 in aqueous acetone. Unsubstituted amides and carboxylic acid hydrazides can be selectively converted into the corresponding acids and esters using Amberlyst 15 in refluxing water, MeOH, or EtOH. This procedure permits selective hydrolysis in the presence of esters, substituted amides, and nitriles. 

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