Syntheses of N-Alkyl-N-(α-acetoxyalkyl) nitrosamines, Model Compounds for metabolically Activated N, N-Dialkylnitrosamines

Abstract

Syntheses of a series of new N, N-dialkylnitrosamines monosubstituted at the α-carbon with an acetoxy group were reported. They were prepared by the procedures reported earlier, but a new procedure was provided, according to which N-alkyl-N-(methoxymethyl)-nitrosamines were converted into N-alkyl-N-(acetoxymethyl) nitrosamines in low but satisfactory yield by refluxing them in acetic acid. The (E)-(Z) conformer ratios of these compounds determined by nuclear magnetic resonance measurement were given.