3-Chloropropionyl chloride → 6-[p-(3-chloropropionylamino)-phenyl]-4,5-dihydro-3(2H)-pyridazinone

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Reaction Steps

18.9 g (0.10 mole) of 6-(p-aminophenyl)-4,5-dihydropyridaz-3-one and 15.2 g (0.12 mole) of 3-chloropropionyl chloride in 90 ml of absolute benzene are refluxed for 2 hours. The product is filtered off at 10° C., washed first with benzene and then with water, and dried under reduced pressure at 100° C. 27.2 g (97% of theory) of 6-[p-(3-chloropropionylamino)-phenyl]-4,5-dihydropyridaz-3-one are obtained as a colorless substance which, after recrystallization from dimethylformamide/water, melts, with decomposition, at 226°-227° C.

Provenance & Evidence