AbstractThe title chalcone (E)-1-(2-aminophenyl)-3-(4-chlorophenyl)prop-2-en-1-one was prepared with an excellent yield from a Claisen–Schmidt condensation reaction between o-aminoacetophenone and p-chlorobenzaldehyde. This product will be used as a key precursor for the development of an alternative route for the total synthesis of dubamine and graveoline alkaloids. Single crystals of the title compound suitable for X-ray diffraction were grown via slow evaporation in ethanol at room temperature. A complete crystallographic study was performed in depth to unequivocally confirm its structure and determine some interesting supramolecular properties. The crystal structure of the title o-aminochalcone, C15H12ClNO, shows two molecules per asymmetric unit (Z′ = 2) and adopts an E configuration about the C=C double bond. In the title compound, the mean plane of the non-H atoms of the central chalcone fragment C—C(O)—C—C—C is as follows: [r.m.s. deviation = 0.0130 Å for A-B and 0.0043 for C-D molecules]. In the crystal, molecules are linked by N—H...N and C—H...O, hydrogen bonds forming edge-fused R66(46) rings parallel to (100). Additionally, N—H...O hydrogen bonds generate a three-dimensional network. View Full-Text
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Abonia, R.; Cabrera, L.; Quiroga, J.; Insuasty, B.; Moreno-Fuquen, R.; Kennedy, A.R. (E)-1-(2-Aminophenyl)-3-(4-chlorophenyl)prop-2-en-1-one. Molbank 2016, 2016, M911.
Abonia R, Cabrera L, Quiroga J, Insuasty B, Moreno-Fuquen R, Kennedy AR. (E)-1-(2-Aminophenyl)-3-(4-chlorophenyl)prop-2-en-1-one. Molbank. 2016; 2016(4):M911.Chicago/Turabian Style
Abonia, Rodrigo; Cabrera, Lorena; Quiroga, Jairo; Insuasty, Braulio; Moreno-Fuquen, Rodolfo; Kennedy, Alan R. 2016. "(E)-1-(2-Aminophenyl)-3-(4-chlorophenyl)prop-2-en-1-one." Molbank 2016, no. 4: M911.
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