4-Benzo[b]thien-2-ylbenzenamine

Used as a pharmaceutical intermediate for laboratory research.

4-Benzo[b]thiophen-2-yl-phenylamine was prepared according to the following procedure. A mixture of 4-iodoaniline (2.5 g, 11.2 mmol), 2-benzothio-pheneboronic acid (2.0 g, 11.2 mmol) and sodium carbonate (1.2 g, 11.2 mmol) in toluene (60 mL), ethanol (10 mL) and water (1 mL) was degassed with nitrogen for 5 min. A catalytic amount of Pd(dppf)2Cl2 was added, and the mixture was heated to reflux for 3 h. The mixture was cooled, adsorbed onto silica gel and purified by flash chromatography, 4-benzo[b]thiophen-2-yl-phenylamine.