C 26 H 28 Cl 2 N 2 O 3 , monoclinic, P2 1 /c (no. 14), a = 13.422(3) Å, b = 7.0011(14) Å, c = 26.249(5) Å, β = 101.06(3)°, V = 2420.8(9) Å 3 , Z = 4, R gt (F) = 0. The crystal structure is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters. CN, 10 mL) was added 1-(3-chlorophenyl)piperazine (1.2 equiv) and potassium carbonate (6.0 equiv). The reaction mixture was stirred at reflux for 16 h. After cooling to ambient temperature, the reaction mixture was filtered through a Büchner funnel. After filtration the filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography using ethyl acetate/petroleum ether (1/5, v/v) as eluent to afford the product, and the title compound was recrystallized from trichloromethane and n-hexane [3].
Experimental detailsThe hydrogen atoms were assigned with isotropic displacement factors U iso (H) = 1.2U eq (N and imidazol C), or U iso (H) = 1.5U eq (methyl C) and included in the final refinements by using geometrical restraints, with C-H = 0.93 Å (imidazol) or C-H = 0.96 Å (methyl), and N-H = 0.86 Å.
CCDC no.: 1578933The crystal structure is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters.
Source of materialThe title compound was synthesized starting with saccharin N- (4-(methyl) the filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography using ethyl acetate/petroleum ether (1/4, v/v) as eluent to afford the title compound [4].
Experimental detailsThe hydrogen atoms were assigned with isotropic displacement factors U iso (H) = 1.2U eq (N and imidazol C), or U iso (H) = 1.5U eq (methyl C) and included in the final refinement by using geometrical restraints, with C-H = 0.93 Å (imidazol) or C-H = 0.96 Å (methyl), and N-H = 0.86 Å.
DiscussionThe saccharin moiety has been identified as an important molecular component in various classes of 5HT1a [15,16]. For these reasons, the efficient synthesis of arylpiperazine derivatives containing the saccharin moiety attract the interest of synthetic chemists. In this context, we report the synthesis of the title compound. The molecule of the title compound consists of a 1,4-piperazine moitey, a benzo[b]thiophene moiety (saccharin), the ethyl bezyl moiety as well as a 2-fluorophenyl group (cf. the figure). The best planes of the piperazine moiety, the 2-fluorophenyl group and the central arene unit are not in the same plane. The whole molecule is in a twisty conformation.
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