Reaction #2878

Reaction equation

4-bromoaniline

cinnamoyl chloride

→

title compound

2-Chloro-6-bromoquinoline

6-bromo-1H-quinolin-2-one

Conditions

Procedure

The title compound is prepared from 4-bromoaniline and cinnamoyl chloride according to the procedure described in J. Chem. Soc., Perkin Trans. I, 1972, 1648. The crude 6-bromo-1H-quinolin-2-one intermediate obtained is triturated in Et2O/hexanes and filtered to give a beige solid which is used directly in the chlorination step. The crude product is recrystallized in MeOH to afford the title compound as a beige solid.

Source