Methylhydrazine → ethyl 1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate

Participants

Reaction Steps

30 g (0.125 mol) of ethyl (3-ethoxy-2-oxocyclohex-3-en-1-yl)(oxo)acetate were dissolved in 150 mL of glacial acetic acid and 6.5 mL of methylhydrazine (0.125 mol) were added. The mixture was stirred at room temperature for 6 hours. The solvent was then evaporated and the crude redissolved in water, made basic with 30% NH4OH and extracted with dichlormethane. The organic layer was then dried over Na2SO4 and concentrated. The residue was crystallized from diethyl ether to give 19.2 g (68% yield) of title compound.

Provenance & Evidence