220185-63-7

95-76-1

220185-63-7

The general procedure for the synthesis of 4,5-dichloro-2-iodoaniline from 3,4-dichloroaniline is as follows: intermediate 20 - Preparation of 4,5-dichloro-2-iodoaniline. Iodine monochloride (1.39 mL, 27.77 mmol) was slowly added to a solution of 3,4-dichloroaniline (4.50 g, 27.77 mmol) in acetic acid (15 mL), and the reaction mixture was stirred at room temperature for 30 min. Upon completion of the reaction, the solution was concentrated to dryness under reduced pressure and the residue was neutralized with aqueous sodium bicarbonate, followed by extraction with dichloromethane. The organic layers were combined, washed with saturated sodium thiosulfate solution, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by fast column chromatography on silica gel (eluent: gradient elution of a heptane solution of 2% to 20% ethyl acetate) to give 4,5-dichloro-2-iodoaniline 3.46 g in 43% yield as a brown solid.1H NMR (DMSO-d6) δ 7.73 (s, 1H), 6.91 (s, 1H), 5.63 (br s, 2H).