Bromine → HCID 21387697, compound

Participants

Reaction Conditions

Reaction Steps

A solution of bromine (5.3 ml.) in ethyl acetate (5.3 ml.) was added over 15 minutes to a refluxing solution of 6-(2-methylbenzyl)-2,3,4,5-tetrahydropyridaz-3-one (prepared as described above; 19.2 g.) in ethyl acetate (150 ml.). Heating under reflux was continued for a further 15 minutes. The reaction mixture was then cooled to 0° C. and filtered. Solid 2,3-dihydro-6-(2-methylbenzyl)pyridaz-3-one hydrobromide thus obtained was washed with n-hexane, dried in vacuo, added to an excess of aqueous sodium bicarbonate solution, stirred with a magnetic stirrer for one hour and filtered. The residue was washed with water and dried in air at 60° C. to give 2,3-dihydro-6-(2-methylbenzyl)pyridaz-3-one (13.9 g.) in the form of a fawn coloured powder, m.p. 139°-141° C.

Provenance & Evidence