1-Dodecyl-1H-benzo[d]imidazol-2(3H)-one

Abstract

Key indicators: single-crystal X-ray study; T = 296 K; mean (C-C) = 0.002 Å; R factor = 0.045; wR factor = 0.141; data-to-parameter ratio = 23.3.In the title compound, C 19 H 30 N 2 O, the fused ring system is essentially planar, the maximum deviation from the mean plane being 0.013 (2) Å for the N atom bearing the dodecyl chain. The 1-dodecyl group is almost perpendicular to the 1H-benzo[d]imidazol-2(3H)-one plane as indicated by the dihedral angle of 82.9 (2) between planes through the fused ring system and the first three C atoms of the chain. The C-C-C-C torsion angles (about AE179 ) of the dodecyl group indicate an antiperiplanar conformation. In the crystal, inversion dimers are formed by pairs of N-HÁ Á ÁO hydrogen bonds.

3-Benzyl-1-{[3-(4-chlorophenyl)isoxazol-5-yl]methyl}-1H-benzimidazol-2(3H)-one

“…For the biological activity of isoxazoline derivatives, see: Sakuma et al (2011); Hu et al (2010); Wang et al (2010). For benzimidazol-2-one derivatives, see: Belaziz et al (2012).…”

“…As a continuation of our research work devoted to the development of substituted benzimidazol-2-one derivatives (Belaziz et al, 2012), we report in this paper the synthesis of a new isoxazolinylmethyl benzimidazole derivatives. The title compound was obtained by using p-chlorobenzaldoxime to react with the 1-allyl-3-benzyl-benzimidazole in 1,3dipolar cycloaddition.…”