Bromine → HCID 18438121, compound

Participants

Reaction Steps

A solution of bromine (0.94 ml, 18.2 mmol) in HOAc (10 mL) is added dropwise to a solution of 5-butyl-6-phenyl-4,5-dihydro-2H-pyridazin-3-one (3.8 g, 16.5 mmol) in HOAc (40 mL) at 80° C. After the addition is complete, the heating is continued for 30 minutes and the solvent is evaporated in vacuo. The residue is partitioned between saturated aqueous NaHCO3 solution (50 mL) and EtOAc (50 mL) and the organic layer washed with water (35 mL), brine (35 mL), and then dried (Na2SO4). Evaporation of the solvent in vacuo provides the desired product as a yellow solid. LC-MS (M+1) 229. 1H NMR (δ, CDCl3) 12.39 (s, 1H), 7.39–7.48 (m, 5H), 6.83 (s, 1H), 2.41 (t, J=7.2 Hz, 2H), 1.20–1.43 (m, 4H), 0.77 (t, J=7.7 Hz, 3H).

Provenance & Evidence