6-(4-Aminophenyl)-4,5-dihydropyridazin-3(2H)-one → 6-[p-(2,2-dichlorocyclopropylcarbonylamino)-phenyl]-4,5-dihydro-3(2H)-pyridazinone

Participants

Reaction Steps

6.0 g (31.7 millimoles) of 6-(p-aminophenyl)-4,5-dihydro-3(2H)-pyridazinone and 6.6 g (38.1 millimoles) of 2,2-dichlorocyclopropanecarboxylic acid chloride in 100 ml of absolute tetrahydrofuran are refluxed for 6 hours. The product is filtered off at 10° C., washed first with tetrahydrofuran and then with water, and recrystallized from dimethylformamide/water. 7.5 g (73% of theory) of 6-[p-(2,2-dichlorocyclopropylcarbonylamino)-phenyl]-4,5-dihydro-3(2H)-pyridazinone are obtained as colorless crystals, of melting point 267°-268° C.

Provenance & Evidence