Synthesis, spectroscopic and structural studies of 4-Amino-3-(ethyl)-5-(4-chlorophenyl)-4H-1,2,4-triazole and 4-Amino-3-cyclopropyl-5-oxo-4,5-dihydro-1,2,4-triazole-1-yl-acetic acid ethyl ester

Abstract

The title compounds of 4-Amino-3-(ethyl)-5-(4-chlorophenyl)-4H-1,2,4-triazole (I, C10H11ClN4) and 4-Amino-3-cyclopropyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl-acetic acid ethyl ester (II, C9H14N4O3), have been determined using X-ray diffraction techniques and characterized by IR, H-1 NMR and C-13 NMR. X-ray study shows that the title compounds both have strong intermolecular N-H center dot center dot center dot N hydrogen bonds. The molecules of! are linked into a two-dimensional framework structure by N-H center dot center dot center dot N and C-H center dot center dot center dot N hydrogen bonds which produce R-2(2)(8)R-4(4)(14)R-4(4)(15) chain of rings, while in II, the combination of N-H center dot center dot center dot N, N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds along [100] generates a chain of edge-fused R-2(2)(10)R-2(2)(16)R-4(2)(14)R-4(4)(14) rings. (C) 2014 Elsevier B.V. All rights reserved.