Abstract: | The title compounds, 4‐benzylamino‐3‐(4‐methylbenzyl)‐1H‐1,2,4‐triazol‐5(4H)‐one, C17H18N4O, (I), 3‐(4‐methylbenzyl)‐4‐(4‐methylbenzylamino)‐1H‐1,2,4‐triazol‐5(4H)‐one, C18H20N4O, (II), and 3‐(4‐chlorobenzyl)‐4‐(4‐methylbenzylamino)‐1H‐1,2,4‐triazol‐5(4H)‐one, C17H17ClN4O, (III), were obtained from the corresponding Schiff base in the presence of diglyme and NaBH4. Each compound contains a 1,2,4‐triazole ring and two benzene rings, which are essentially planar. The molecules are linked by a combination of intermolecular N—H⋯O and N—H⋯N hydrogen bonds. Additionally, there is a weak π–π stacking interaction in (I), involving the benzene ring of the aminobenzyl group and the partially aromatic 1,2,4‐triazole moiety, with a centroid–centroid distance of 3.7397 (10) Å. |