2-[(2,5-Dichlorophenoxy)methyl]oxirane → 6-[4-[2-[3-(2,5-dichlorophenoxy)-2-hydroxypropylamino]-2-methylpropylamino]phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone

Participants

Reaction Steps

A mixture of 6-[4-(2-amino-2-methylpropylamino)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone (3 g), 1-(2,5-dichlorophenoxy)-2,3-epoxypropane (2.4 g) and t-butanol (100 ml) was stirred at 65° to 70° C. for 24 hours. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (Wakogel C-200, 120 g). From the chloroform/methanol (=50/1) eluted portion, 6-[4-[2-[3-(2,5-dichlorophenoxy)-2-hydroxypropylamino]-2-methylpropylamino]phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone (4.77 g) was obtained.

Provenance & Evidence