1-Nonyl-1H-benzimidazol-2(3H)-one

Abstract

The crystal structure of the title compound, C16H24N2O, is built up from two fused six- and five-membered rings linked to C9H19 chains. The fused-ring system is essentially planar, the largest deviation from the mean plane being 0.009 (2) Å. The chain is nearly perpendicular to this plane [dihedral angle = 80.27 (17)°]. In the crystal, inter­molecular N—H⋯O hydrogen bonds form dimers with an R 2 2(8) graph-set motif. These dimers are further connected through C—H⋯O hydrogen bonds, building sheets parallel to (100).

1-Octyl-1H-benzimidazol-2(3H)-one

“…For background to benzimidazol-2-one, see: Soderlind et al (1999). For similar structures, see: Ouzidan et al (2011) (2) 144Symmetry codes: (i) Àx þ 2; Ày; Àz þ 1; (ii) x; Ày þ 1 2 ; z À 1 2 .…”

1-Benzyl-1H-benzimidazol-2(3H)-one

“…As a continuation of our research work devoted to the development of substituted benzimidazol-2-one derivatives (Ouzidan et al, 2011a(Ouzidan et al, , 2011b, we report in this paper the synthesis of a new benzimidazol-2-one derivative by action of benzyl chloride with 1H-benzimidazol-2-one in the presence of a catalytic quantity of tetra-n-butylammonium bromide under mild conditions to furnish the title compound (Scheme 1).…”

5-Nitro-1-nonyl-1H-benzimidazol-2(3H)-one

“…For background to the pharmacological and biochemical properties of benzimidazolones, see: Gbadamassi et al (1988); Singh et al (2000); Derand et al (2003); Badarau et al (2009). For similar structures, see: Saber et al (2010); Ouzidan et al (2011).…”

“…They found potential applications in diverse therapeutic areas including, anti-hypertensives and anti-virals (Badarau et al, 2009;Singh et al, 2000). The structural studies of benzimidazolone, linked to an isopropenyl and nonyl group respectively, have been published by Saber et al (2010)and Ouzidan et al (2011).…”