Synthesis of 2-(p-nitrophenoxy)ethylamine and its N-alkyl, N-aryl, and 1,1-dimethyl derivatives
Abstract
2-(p-Nitrophenoxy)ethylamines have been prepared by reactions of 2-aminoethanols (as oxygen nucleophiles) with p-chloronitrobenzene and by base-catalysed Smiles rearrangement of N-(2-hydroxyethyl)-p-nitrobenzene-sulphonamides in aqueous acetone or in methylene chloride containing 18-crown-6-complexed potassium hydroxide.