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Synthesis and crystal structure of N-(4-chloro-phen-yl)-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-di-methyl-pyrimidin-2-yl)-4-phenyl-thio-semicarbazide in the presence of Ni(NO₃)₂. The mol-ecular structure of the compound is essentially planar. In the crystal, mol-ecules 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 ?-stacking inter-actions between the aromatic systems of the pyrimidine and benzene nuclei, and between the triazole cores.

SUBMITTER: Repich H

PROVIDER: S-EPMC5209766 | biostudies-literature | 2017 Jan

REPOSITORIES: biostudies-literature

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Synthesis and crystal structure of N-(4-chloro-phen-yl)-5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidin-2-amine.

Repich Hlib H Orysyk Svitlana S Savytskyi Pavlo P Pekhnyo Vasyl V

Acta crystallographica. Section E, Crystallographic communications 20170101 Pt 1

The title compound, C13H12ClN5, was synthesized by the cyclization of 1-(4,6-di-methyl-pyrimidin-2-yl)-4-phenyl-thio-semicarbazide in the presence of Ni(NO3)2. The mol-ecular structure of the compound is essentially planar. In the crystal, mol-ecules 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 l ...[more]

PMID: 28083130

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