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Paper | Regular issue | Vol 81, No. 7, 2010, pp.1631-1639
Published online, 13th May, 2010
DOI: 10.3987/COM-10-11940
■ Synthesis and Structure of 5,7-Dimethylthieno[3,4-d]pyridazine

Nathan C. Tice,* Sarah M. Peak, and Sean Parkin

*Department of Chemistry, Eastern Kentucky University, Richmond, KY, 40475-3102, U.S.A.

Abstract

The reaction of 2,5-dimethylthiophene-3,4-dicarboxaldehye (3) with excess hydrazine hydrate afforded the desired 5,6-fused ring thiophene derivative, 5,7-dimethylthieno[3,4-d]pyridazine (4), in high yield (82%). Pyridazine 4 was characterized spectroscopically and its structure was confirmed by X-ray crystallography. Compound 4 was observed to have an inverted, coplanar stacking arrangement in the solid state.