Title of article :
Synthesis and crystal structure of N-(4-chlorophenyl)-5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidin-2-amine
Author/Authors :
Repich, Hlib Vernadsky Institute of General and Inorganic Chemistry of the Ukrainian National Academy of Sciences, PUkraine , Orysyk, Svitlana Vernadsky Institute of General and Inorganic Chemistry of the Ukrainian National Academy of Sciences, PUkraine , Savytskyi, Pavlo The Institute of Molecular Biology and Genetics of the Ukrainian National Academy of Sciences, Ukraine , Pekhnyo, Vasyl Vernadsky Institute of General and Inorganic Chemistry of the Ukrainian National Academy of Sciences, PUkraine
Abstract :
The title compound, C13H12ClN5, was synthesized by the cyclization of 1-(4,6-dimethylpyrimidin-2-yl)-4-phenylthiosemicarbazide in the presence of Ni(NO3)2. The molecular structure of the compound is essentially planar. In the crystal, molecules form dimers via pairs of N—H⋯N hydrogen bonds between the H atom of the exocyclic amino group and the N atom at the 4-position of the triazole ring. The resulting dimers are packed into layers which are connected by π-stacking interactions between the aromatic systems of the pyrimidine and benzene nuclei, and between the triazole cores.
Keywords :
crystal structure , Dimroth rearrangement , triazolopyrimidines , thiosemicarbazide cyclization
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
