2-(4-Chlorophenyl)-1-pentyl-4,5-diphenyl-1H-imidazole

Abstract

In the title compound, C26H25ClN2, the phenyl rings and the 2-(4-chloro­phen­yl) group make dihedral angles of 30.03 (11), 67.49 (12) and 41.56 (11)°, respectively, with the imidazole ring. In the crystal, the mol­ecules inter­act with each other via very weak C—H⋯π contacts, forming layers parallel to (110).

New Method for Synthesis of Multi‐substituted Imidazoles

“…13 C NMR of 8l–s showed five characteristic significant signals around 13.000, 21.000, 28.000, 29.000, and 44.000, which belong to the carbon atoms of pentyl moiety, and the peak of methylene disappeared in DEPT confirming that, in the other hand, the structure of the compounds 8a , 8b , 8d , 8e , 8i , 8l , 8n , 8r , and 8s were confirmed by X‐ray single crystal analysis (Fig. ) .…”

“…Also, compounds 8a–s were prepared by second method via alkylation of 2,4,5‐trisubstituted imidazoles with allyl bromide or pentyl bromide in DMSO/KOH system at 30–60°C. However, alkylation of imidazole method afforded better yields of the product under mild conditions in a shorter reaction time (Scheme ) .…”

“…The molecular structures of 8a , 8b , 8d , 8e , 8i , 8l , 8n , 8r , and 8s showing the atom numbering with ellipsoids drawn at the 50% probability level . [Color figure can be viewed at wileyonlinelibrary.com]…”

2-(4-Bromophenyl)-1-pentyl-4,5-diphenyl-1H-imidazole

“…For biological and synthetic applications of imidazole derivatives, see: Maier et al (1989a,b); Welton (1999); Hermann & Kocher (1997). For related structures, see: Akkurt et al (2013); Mohamed et al (2013); Simpson et al (2013).…”

“…The title compound, C 26 H 25 BrN 2 , is isomorphous with the chloro derivative [2-(4-chlorophenyl)-1-pentyl-4,5-diphenyl-1H-imidazole; Mohamed et al (2013). Acta Cryst.…”