2-(4-Bromophenyl)-5-methyl-2,3-dihydro-4H-1,2,4-triazol-3-one

Abstract

Key indicatorsSingle-crystal X-ray study T = 160 K Mean '(C±C) = 0.003 A Ê R factor = 0.038 wR factor = 0.092 Data-to-parameter ratio = 20.4For details of how these key indicators were automatically derived from the article, see

4-Amino-2-(p-chlorophenyl)-5-methyl-3,4-dihydro-2H-1,2,4-triazol-3-one

“…1. The bond lengths and angles in (I) are unexceptional (Table 1), and comparable with those reported for related structures (Chen et al, 1998;Wang et al, 1998;Thamotharan, Parthasarathi, Sunagar et al, 2003;Thamotharan, Parthasarathi, Hunnur et al, 2003). The sum of bond angles around N41 is 320 , which indicates a pyramidal geometry at N41.…”

“…The sum of bond angles around N41 is 320 , which indicates a pyramidal geometry at N41. The dihedral angle between the substituted phenyl and triazole rings is 4.86 (5) , while the corresponding angles in the chloro (Thamotharan, Parthasarathi, Sunagar et al, 2003) and bromo (Thamotharan, Parthasarathi, Hunnur et al, 2003) derivatives of triazole are 30.63 (9) and 8.93 (14) , respectively. In the crystal structure, centrosymmetrically related molecules form dimers through NÐHÁ Á ÁO intermolecular hydrogen bonds ( Fig.…”

C5‐Alkyl‐1,3,4‐Oxadiazol‐2‐ones Undergo Dealkylation upon Nitrogen Insertion to Form 2H‐1,2,4‐Triazol‐3‐ones: Synthesis of 1,2,4‐Triazol‐3‐one Hybrids with Triazolothiadiazoles and Triazolothiadiazines

“…Initially 3‐arylsydnone ( 1a–c ) was ring transformed into 3‐aryl‐5‐methyl‐2‐oxo‐Δ 4 ‐1,3,4‐oxadiazole ( 2a–c ) via [3 + 2] cycloaddition with acetic anhydride followed by loss of carbon dioxide. When the compound 2a–c was heated with formamide at 170°C, we were also under the impression that 5‐methyl‐2‐aryl‐2 H ‐1,2,4‐triazol‐3(4 H )‐one 3a–c would be the sole product as reported by Badami et al earlier (Scheme ). Interestingly, along with the formation of 3a–c , thin layer chromatography (TLC) showed the presence of another spot (more polar and intense).…”

Crystal and molecular structure of 3‐phenyl‐4‐(p‐chlorobenzylamino)‐4,5‐dihydro‐1‐H‐1,2,4‐triazol‐5‐on

“…The Cl atom is almost in the same plane with the phenyl ring. The bond distances in Table 2 show that the double bond in the triazole moiety is localized between the C (9) and N(4) atoms resulting in a bond length of 1.303(2) Å, which is significantly shorter than the other C(9)-N(1) and C(1)-N(1) bonds with 1.379(2) and 1.388(2) Å, respectively. The C=N bond distance in the title compound is comparable with those found in the 1,2,4-triazole units [8][9][10].…”

“…The bond distances in Table 2 show that the double bond in the triazole moiety is localized between the C (9) and N(4) atoms resulting in a bond length of 1.303(2) Å, which is significantly shorter than the other C(9)-N(1) and C(1)-N(1) bonds with 1.379(2) and 1.388(2) Å, respectively. The C=N bond distance in the title compound is comparable with those found in the 1,2,4-triazole units [8][9][10]. The bond value of N(3)-N(4) [1.381(2) Å] matches very well with the single bond lengths reported for the related structures [10][11][12][13][14][15] and is noticeably shorter than those observed in the 1,2,4-triazole rings [8,9,16].…”