Synthesis and structure of 4-{[(E)-(7-methoxy-1,3-benzodioxol-5-yl)methylidene]amino}-1,5-dimethyl-2-phenyl-2,3-dihydro-1H-pyrazol-3-one

Abstract

In the title compound, C20H19N3O4, the dihedral angles between the central pyrazole ring and the pendant phenyl and substituted benzene rings are 50.95 (8) and 3.25 (12)°, respectively, and an intramolecular C—H...O link generates an S(6) ring. The benzodioxolyl ring adopts a shallow envelope conformation with the methylene C atom as the flap. In the crystal, the molecules are linked by non-classical C—H...O interactions, which generate a three-dimensional network. Solvent-accessible voids run down the c-axis direction and the residual electron density in these voids was modelled during the refinement process using the SQUEEZE algorithm [Spek (2015). Acta Cryst. C71, 9–18] within the structural checking program PLATON.

Keywords

• crystal structure
• schiff bases
• 4-aminoantipyrine
• 4-aminophenazone