A simple preparation of ethyl 2,5‐dimethylfuran‐3‐carboxylate (3), 2,5‐dimethylfuran‐3,4‐dicarboxylic acid (4), and diethyl 2,5‐dimethylfuran‐3,4‐dicarboxylate (5) by treatment of diethyl 2,3‐diacetylsuccinate (2) with aqueous HCl is reported. The reaction is performed under organic solvent free conditions from a readily available cheap starting material. J. Heterocyclic Chem., (2009).
Liquid. -A wide range of 1,4-diketones easily undergoes condensation with aniline or ethylenediamine furnishing pyrroles using [bmim]HSO4 as catalyst and reaction medium.
The molecular skeleton of the title molecule, C16H11NO3, is nearly planar with the two aromatic rings forming a dihedral angle of 2.73 (7)°. In the crystal, weak intermolecular C—H⋯O hydrogen bonds link molecules into ribbons extended along [101]. The crystal packing exhibits also π–π interactions, as indicated by the short centroid–centroid distances between the aromatic rings [3.681 (3) Å] and between the aromatic and furan rings [3.811 (3) Å] of neighbouring molecules.
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