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Note | Regular issue | Vol 57, No. 12, 2002, pp.2383-2391
Published online, 1st January, 1970
DOI: 10.3987/COM-02-9591
Synthesis of 4-(1,4-Diaryl-2H-cyclopent[d]pyridazin-2-yl)benzenesulfonamides

Mark Blankenbuehler* and Sean Parkin

*Department of Physical Sciences, Morehead State University, Morehead, Kentucky, 40351, U.S.A.

Abstract

The condensation of cyclopentadienyl-derived γ-diketones and arylhydrazines was utilized to synthesize 4-(1,4-diphenyl-2H-cyclopent[d]pyridazin-2-yl)benzenesulfonamide and 4-(1,4-di-(4-methylphenyl)-2H-cyclopent[d]pyridazin-2-yl)benzenesulfonamide in better than 80% yield. The crystal structures of the precursor hydroxyfulvene, {(5Z)-5-[hydroxy(4-methyl-phenyl)methylene]cyclopenta-1,3-dien-1-yl}(4-methylphenyl)methanone, and the derived pyridazine 4-(1,4-diphenyl-2H-cyclopent[d]pyridazin-2-yl)-benzene-sulfonamide, were also obtained.