Ammonium formate → N-benzyl-3-oxo-6-[4-(hydroxy)phenyl]-2,3-dihydropyridazine-4-carboxamide

Participants

Reaction Steps

0.525 g of ammonium formate and 0.022 g of palladium hydroxide were added to 0.4 g of N-(2,4-dichlorobenzyl)-3-oxo-6-[4-(benzyloxy)phenyl]-2,3-dihydropyridazine-4-carboxamide dissolved in 10 cm3 of methanol. The reaction medium was heated and maintained at reflux for 2 hours. After cooling, the reaction medium was suction-filtered through a sinter funnel and the insoluble material was rinsed again with three times 10 cm3 of hot methanol. The organic phase was evaporated under reduced pressure (2 kPa; 45° C.). The residue was recrystallized from methanol. After filtration through a sinter funnel, washing with twice 10 cm3 of methanol and oven-drying under reduced pressure (10 kPa; 50° C.), 0.022 g of N-benzyl-3-oxo-6-[4-(hydroxy)phenyl]-2,3-dihydropyridazine-4-carboxamide was obtained in the form of a yellow solid melting at a temperature above 260° C.

Provenance & Evidence