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 (81.8g, 0.36mole; 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 (71.5g, 87%, m.p. 240°-244° C). Recrystallisation from 2-methoxyethanol gave the pure material of m.p. 242°-244° C. (Found: C, 67.54; H, 6.20; N, 12.04; M+, 230. C13H14N2O2 requires: C, 67.81; H, 6.13; N, 12.17%, M, 230).

Provenance & Evidence