3-(1,2-Di-p-tolylvinyl)-2-methyl-1H-indole

Abstract

In the title compound, C25H23N, the indole unit makes a dihedral angles of 79.03 (5) and 61.82 (4)° with the benzene rings. No classical hydrogen bonds are found in the crystal structure.

Synthesis, Characterization, Crystal Studies of (E)-3-(3-(4-Fluorophenyl)-1-isopropyl-1H-indol-2-yl) Acrylaldehyde

“…The synthetic route for the synthesis of title compound is portrayed in Scheme 1. The title compound was characterized by FT-IR, 1 H NMR and 13 C NMR spectra. Further, pale yellow colored crystals suitable for X-ray diffraction analysis were grown by slow evaporation of a dilute solution of title compound in chloroform (m. p.136˚C -138˚C) at room temperature.…”

“…The 1 H NMR spectrum was determined on a Bruker AV400 II at 400 MHz. The 13 C NMR spectrum was recorded on Bruker DSX-300(S) AV-III 400(L) model at 100 MHz. All materials were purchased from commercial companies and are used directly.…”

“…The 4-F-phenyl ring C4-C3 form dihedral angle with the mean plane of the nine membered indole ring system was 111.5 (3)˚ (Figure 2). The sum of the bond angles around N1 [359.9 (3)˚] indicated sp 2 hybridization [13]. The packing diagram (Figure 3) of the title molecule showed 4 molecules pack in a unit cell and no strong hydrogen bonds in the crystal structure were observed.…”

“…The 13 C NMR of the title compound exhibited a signal at δ 194.02 ppm for carbonyl carbon of the aldehyde group. The low intensity signal at δ 162.62 ppm was assigned to C1 carbon attached fluorine atom and the methyl carbons were observed at δ 21.37 ppm.…”

“…In the course of synthesizing some fluvastatin derivatives, we have developed single crystals of key intermediate, (E)-3-(3-(4-fluorophenyl)-1-isopropyl-1H-indol-2yl) acrylaldehyde and its molecular structure were determined. In the present paper, we report the synthesis, characterization by FTIR, 1 H NMR and 13 C NMR and its crystal properties.…”