2,5-Hexanedione → N-(2,5-Dimethyl-1H-pyrrol-1-yl)-6-(piperidin-1-yl)pyridazin-3-amine

Participants

Reaction Conditions

Reaction Steps

A mixture of 7.4 g (28 m moles) of 3-hydrazino-6-piperidino-pyridazine, 2.3 g of sodium acetate and 3.7 g 2,5-hexanedione is heated for two hours at 65° C. The solvent is evaporated off under vacuum and the solid residue is dissolved in water and neutralized with sodium hydroxide. The product is purified by chromatography through a silicagel column using as the eluent a mixture methanol-chloroform 2.5:97.5. The solid recovered by evaporation of the eluate is crystallized from ethyl acetate yielding 2 g (27%) of the product of the title which melts at 185°-187° C.

Provenance & Evidence