Synthesis and crystal structure ofN-(4-chlorophenyl)-5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidin-2-amine

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 dimersviapairs 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.