N,N-Dimethylaniline → 6-(3-allyl-4-hydroxyphenyl)-4,5-dihydro-3(2H)-pyridazinone

Participants

Reaction Steps

A mixture of 6-(4-allyloxyphenyl)-4,5-dihydro-3(2H)-pyridazinone (81.8 g, 0.36 mole) and N,N-dimethylaniline (200 ml) was heated under reflux in an atmosphere of nitrogen for 6 hours, then allowed to cool overnight. The collected product was well washed with ether to give 6-(3-allyl-4-hydroxyphenyl)-4,5-dihydro-3(2H)-pyridazinone (71.5 g, 87%, m.p. 240°-244°C). Recrystallisation from 2-methoxyethanol gave the pure material of m.p. 242°-244°C.

Provenance & Evidence