4-amino-2-bromobenzonitrile

1220099-39-7

53312-82-6

The general procedure for the synthesis of 2-bromo-4-aminobenzonitrile from the compound (CAS:1220099-39-7) was as follows: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) (2.90 g, 12.8 mmol) was added to a 25 (4.03 g, 12.8 mmol) solution of 2-bromo-4-aminobenzonitrile (2,3-DCBQ) (2.90 g, 12.8 mmol) in a mixture of dichloromethane (CH2Cl2, 85 mL) and water ( H2O, 43 mL) in a stirred solution and the reaction was carried out at room temperature. The reaction mixture was stirred for 3.5 hours and then filtered to remove the precipitated solid. The filtrate was added to saturated aqueous sodium bicarbonate (NaHCO3) and extracted with dichloromethane (CH2Cl2). The organic layer was dried over magnesium sulfate (MgSO4) and concentrated. The residue obtained was purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 2/1) to give 26 (2.13 g, 10.8 mmol, 85% yield) as a white solid.