Tautomerism of (3-Phenyl-allyl-) (5-pyridin-2-yl-[1,3,4]thiadiazol-2-yl) amine

Leokadia Strzemecka

Department of Organic Chemistry, Faculty of Pharmacy, Medical Academy of Lublin, Staszica 6, 20-081 Lublin, Poland
E-mail: leokadia.strzemecka@am.lublin.pl

Abstract
The radical and ionic structures of (3-phenyl-allyl-) (5-pyridin-2-yl-[1,3,4] thiadiazol-2-yl)-amine 2A(I) ↔ 2A(I)’↔ 2A(I)’a, 2A(II) ↔ 2A(II)’ ↔ 2A(II)’a have been determined by means of its ¹H (100 MHz, 500 MHz) ¹³C and ¹⁵N NMR spectra and B3LYP/6-31G** computations. The tautomeric equilibrium of 2A(I)’→2B’, 2A(II)’→2C(II)’ has been observed in the ¹H NMR spectra (100 MHz)

Keywords: (3-phenyl-allyl-) (5-pyridin-2-yl-[1,3,4] thiadiazol-2-yl)-amine; electronic structure, tautomerism