Proton and carbon-13 NMR assignments of 3,4-methylenedioxyamphetamine (MDA) and some analogues of MDA

Abstract

Characterization of MDA (3,4-methylenedioxyamphetamine) and a series of nitrogen-substituted MDA analogues has been studied using proton and carbon-13 NMR spectroscopy. The 1H and 13C chemical shift assignments for both have been confirmed using a combination of 1-dimensional and 2-dimensional NMR experiments. The chemical shift trends of the side chain carbon resonances ( α-CH 2, β-CH, and γ-CH 3) for MDA, N-methyl MDA and N, N-dimethyl MDA, as both free bases and hydrochloride salts, have been examined.