Reaction of N-(tosylmethyl)ureas with NaCN: Synthetic and Mechanistic Aspects

Abstract

: Reaction of NaCN with N -(tosylmethyl)ureas, prepared by condensation of urea with aldehydes and p -toluenesulfinic acid, has been studied. Generally, this reaction afforded the corresponding α -ureido nitriles. Some mechanistic aspects of cyanide-anion amidoalkylation with N -(to-sylmethyl)ureas were discussed based on DFT calculations.