In a reaction that is typically avoided, hydrolysis of carbamoyl chlorides gives carbamic acids:
:RNCOCl + HO → RNC(O)OH + HCl
Owing to the influence of the amino group, these compounds are less hydrolytically sensitive than the usual acid chlorides.
A related but more useful reaction is the analogous reaction with alcohols:
:RNCOCl + ROH + CHN → RNC(O)OR + CHNHCl