4-Benzyl-6-p-tolylpyridazin-3(2H)-one

Abstract

The title compound, C18H16N2O, is a new dihydropyridazin-3(2H)-one derivative synthesized in one step by condensation of α-benzylidene-γ-tolylbutenolide with hydrazine. The molecule is not planar; the tolyl and pyridazine rings are twisted with respect to each other making a dihedral angle of 27.35 (9)° and the benzyl ring is nearly perpendicular to the pyridazine ring with a dihedral angle of 85.24 (5)°. In the crystal structure, inversion dimers arise, being linked by pairs of N—H...O hydrogen bonds. Weak C—H...O hydrogen bonds and weak offset π–π stacking stabilize the packing. The π–π stacking occurs between the pyridazine rings of symmetry-related molecules, with a centroid–centroid distance of 3.748 Å, an interplanar distance of 3.605 Å and a slippage of 1.024 Å.