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Reactions of aromatic nitro compounds with acetophenone in the presence of alkali. Crystal structure of (E)-1,2-dibenzoyl-o-tolylaminoethylene

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Abstract

Methyl and methoxy substituted nitroarenes were reacted with acethophenone in the presence of sodium ethoxide in ethanol giving arylamino-conjugated diketo derivatives. A case ofipso-substitution of a methoxy group is discussed. The title compound C23H19NO2 (M r =341.4) crystallizes in the monoclinic system, space groupP21/n witha=21.579(4),b=8.526(2),c=9.983(2) Å;β=92.3(1)°;V=1835.2(7) Å3,Z=4,D c =1.24 g cm−3,μ(Cu-K α)=5.9 cm−1, ϑ=1.5418 Å,F(000)=720. The molecule adopts theE configuration with the C=O carbonyl groupstrans with respect to the ethylenic double bond.

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Greci, L., Pieroni, M., Tosi, G. et al. Reactions of aromatic nitro compounds with acetophenone in the presence of alkali. Crystal structure of (E)-1,2-dibenzoyl-o-tolylaminoethylene. Journal of Crystallographic and Spectroscopic Research 21, 693–699 (1991). https://doi.org/10.1007/BF01179915

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