15N and 13C NMR study of protonated monoaminopyridines in CDCl3-DMSO.
The 2-, 3- and 4-amino-pyridine and their protonated forms, obtained by reaction with pyridinium chloride, were investigated by 15N NMR spectroscopy. Exhaustive evidence has been found that the protonation occurs mainly on the annular nitrogen. Protonation of 4-aminopyridine by dehydrohalogenation of 1,1,2,2-tetrachloroethane (TCE) was also studied by 13C NMR spectroscopy, which indicated that the protonation occurs via the formation of adducts.
Beltrame
Paolo
P
Dipartimento di Chimica Fisica ed Elettrochimica, Università di Milano, Milan, Italy.
Cadoni
Enzo
E
Floris
Costantino
C
Gelli
Gioanna
G
Lai
Adolfo
A
D000631:Aminopyridines / Q000737:chemistry*; D002247:Carbon Isotopes; D002725:Chloroform; D004121:Dimethyl Sulfoxide; D015394:Molecular Structure; D009587:Nitrogen Isotopes; D019906:Nuclear Magnetic Resonance, Biomolecular; D011522:Protons; D012997:Solvents
D000631:Aminopyridines; D002247:Carbon Isotopes; D009587:Nitrogen Isotopes; D011522:Protons; D012997:Solvents; D002725:Chloroform; D004121:Dimethyl Sulfoxide