4-Amino-3-p-chlorobenzyl-4,5-dihydro-1,2,4-triazol-5-one

Abstract

Key indicatorsSingle-crystal X-ray study T = 293 K Mean '(C±C) = 0.003 A Ê R factor = 0.037 wR factor = 0.115 Data-to-parameter ratio = 15.6For details of how these key indicators were automatically derived from the article, see

4-[(2-Hydroxybenzylidene)amino]-5-(2-thienylmethyl)-2H-1,2,4-triazol-3(4H)-one

“…These values indicate that the triazole ring is nearly coplanar with the phenol group. The C8 O2 bond length (Table 1) is comparable with those of similar C O double bonds found in 1,2,4-triazole rings (Arslan et al, 2004;Ocak, Ç oruh et al, 2003).…”

Ethyl 5-oxo-4-[(2-pyridylmethylene)amino]-3-(2-thienylmethyl)-4,5-dihydro-1H-1,2,4-triazole-1-acetate (TF–S-pyridine-3-ester)

“…Selected bond lengths and angles are listed in Table 1. The C7 O1 is in agreement with the values in similar 1,2,4-triazole rings (Arslan et al, 2004;Ocak, Kahveci et al, 2003;Ocak, Cö ruh et al, 2003). The C-S bond lengths are similiar to each other and also compare well with literature reports (Vrabel et al, 2005).…”

Three 1,2,4-triazole derivatives containing subtituted benzyl and benzylamino groups

“…Studies indicate that the 1,2,4-triazole moiety is associated with anticorrosion (Al-Khara® et al, 1986) and anti-in¯ammatory action (Gupta & Bhargava, 1978), and also with pharmacological activities, such as antiviral, analgesic, antimicrobial, antidepressant and antifungal effects (Jones et al, 1965;Sughen & Yoloye, 1978;Cansiz et al, 2001;Kane et al, 1988;Massa et al, 1992). As a contination of our studies of the structural analysis of Schiff-base-containing substituted 1,2,4triazole derivatives (Arslan et al, 2004;Yilmaz et al, 2004), we report here the crystal and molecular structures of three sub-stituted 1,2,4-triazole compounds, namely 3-(4-methylbenzyl)-4-benzylamino-1H-1,2,4-triazol-5(4H)-one, (I), 3-(4-methylbenzyl)-4-(4-methylbenzylamino)-1H-1,2,4-triazol-5(4H)-one, (II), and 3-(4-chlorobenzyl)-4-(4-methylbenzylamino)-1H-1,2,4-triazol-5(4H)-one, (III), which are expected to exhibit pharmacological properties and act as suitable ligands in coordination chemistry. The title compounds were obtained from the corresponding Schiff base in the presence of diglyme and NaBH 4 .…”

“…The dihedral angles between rings A/B and A/C are 62.05 (5) and 46.44 (5) , respectively, in (I), 69.99 (10) and 44.89 (10) in (II), and 67.58 (12) and 49.48 (10) in (III). A non-planar disposition of the three rings has been observed in similar 1,2,4-triazole derivatives (Zhu et al, 2000;Bruno et al, 2003;Arslan et al, 2004;Yilmaz et al, 2004). The slightly different rotations of these rings may be due to stacking interactions of the 1,2,4-triazole moiety.…”