61324-65-0Relevant articles and documents
NMR STRUCTURES OF IMIDINES. IV. 1H AND 13C NUCLEAR MAGNETIC RESONANCE STUDY OF TAUTERISM IN 2-AMINOPYRROLIN-5-ONE
Spiessens, Luc I.,Antaunis, Marc J. O.
, p. 191 - 204 (2007/10/02)
2-Aminopyrrolin-5-one (2) is shown to be present in solution as the amino tautomer 2a by 13C NMR chemical shift comparison with model compounds: 2-(dimethylamino) pyrrolin-5-one (5), 2,3,4-trihydropyrrolidino pyrimidin-6-one (6) and (E)-1-methyl-5-methylimino-2-pyrrolidinone (7).Their syntheses are described and extensive 1H and 13C NMR data are given.The monomethyl derivative of 2, 2-(methylamino) pyrrolidin-5-one (8), is similarly shown to be an amino tautomer and is present in solution as a mixture of Z and E isomers with respect to the hindered rotation around the exocyclic C-N bond.It is suggested that succinimide is best represented by the 2-amino-5-iminopyrroline structure (1a).