N-(2,4-dibromophenyl)-4-fluorobenzamide synthesis

Yield:304882-54-0 98%

Reaction Conditions:

with pyridine for 2 h;Heating / reflux;

Steps:

8.1

A mixture of 2,4-dibromoaniline (5 g, 19.9 mmol) and 4-fluorobenzoyl chloride (2.35μL, 19.9 mmol) in pyridine (25 mL) was stirred at reflux under nitrogen for 2 hours. The cooled reaction mixture was partitioned between dichloromethane and water. The aqueous layer was extracted with dichloromethane. The combined organic layers were washed with 5N HCl, 2N NaOH, water and brine, dried over MgSO₄ and concentrated in vacuo to give N-(2,4-dibromophenyl)-4-fluorobenzamide (7.3 g, 98%). δ_H (500 MHz, CDCl₃): 8.45 (1 H, d, J = 8.8 Hz), 8.33 (1 H, s), 7.94-7.92 (2 H, m), 7.74 (1 H, d, J = 2.2 Hz), 7.50 (1 H, dd, J = 2.1, 8.8 Hz), 7.20 (2 H, t, J = 8.6 Hz).

References:

WO2006/100519,2006,A1 Location in patent:Page/Page column 14