Whereas methylation of N-ammonioamidates may occur on oxygen or nitrogen depending on whether the carbonyl group carries a methyl or methoxy substituent, n.m.r. spectroscopic evidence indicates that protonation occurs on nitrogen and in more acidic media dications are formed by further N- or -O-protonation.
M. Liler and D. G. Morris, J. Chem. Soc., Chem. Commun., 1975, 93 DOI: 10.1039/C39750000093
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