Abstract
Two new antipyrine derivatives, 4-{[1-(5-bromo-2-methoxyphenyl)methylidene]amino}-1,5-dimethyl-2-phenyl-2,3-dihydro-1H-pyrazol-3-one (C19H18BrN3O2, 1) and 4-{[1-(2-hydroxy-3-ethoxyphenyl)methylidene]amino}-1,5-dimethyl-2-phenyl-2,3-dihydro-1H-pyrazol-3-one (C20H21N3O3, 2), were synthesized and structurally characterized by elemental analysis, IR and single crystal X-ray diffractions. Compound 1 crystallizes in the monoclinic space group P21/n with unit cell dimensions a = 6.987(1) A, b = 27.930(2) A, c = 9.483(1) A, β = 109.36(2)°, V = 1745.9(4) A3, Z = 4, R 1 = 0.0430, and wR 2 = 0.0870. Compound 2 crystallizes in the monoclinic space group P21/c with unit cell dimensions a = 19.523(2) A, b = 7.466(1) A, c = 12.954(2) A, β = 108.797(1)°, V = 1787.5(4) A3, Z = 4, R 1 = 0.0421, and wR 2 = 0.1032. X-ray structure determinations revealed that the molecules of both compounds display trans configurations about the C=N double bonds. In the crystal structures, molecules are linked together by intermolecular C–H···O hydrogen bonds. Both compounds show strong antibacterial activities. Two new antipyrine derivatives were synthesized and structurally characterized. Both compounds show strong antibacterial activities.
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