Sulfuric Acid → HCID 58326560, compound

Participants

Reaction Steps

A mixture of 3-chloro-6-(2,6-dimethyl-phenyl)-pyridazine (210 mg, 0.78 mmol), cyclobutanecarboxylic acid (120 mg, 1.2 mmol), concentrated H2SO4 (300 mg) and water (3 mL) is degassed with N2 at 70° C. for 20 min. AgNO3 (34 mg, 0.2 mmol) is added followed by dropwise addition of a solution of ammonium persulfate (210 mg, 0.92 mmol) in water. The reaction mixture is stirred at the same temperature for one h. After cooled, the mixture is poured onto ice and water, neutralized with ammonium hydroxide to pH 8-9 and extracted with EtOAc. The extract is washed with water, dried and concentrated. The crude product is purified by flash silica gel column (Hexanes/EtOAc 4:1) to give 3-Chloro-4-cyclobutyl-6-(2,6-dimethyl-phenyl)-pyridazine as an oil. 1H NMR: (CDCl3) 7.26 (m, 2H), 7.14 (d, 2H), 3.78 (m, 1H), 2.48 (m, 2H), 2.00-2.20 (m, 9H), 1.90 (m, 1H).

Provenance & Evidence