Reaction #2254156

Reaction equation

2-amino-3-bromo-5-chlorobenzoic acid

phosgene

→

title compound

Yield 114.2%

8-Bromo-6-chloro-1H-benzo[d][1,3]oxazine-2,4-dione

Yield 114.2%

Solvents

dioxane

Conditions

Workup

1. 1
   Concentrationconcentrated in vacuo
2. 2
   OtherThe resulting solid was crushed
3. 3
   Otherfurther dried in vacuo

Procedure

To a solution of 2-amino-3-bromo-5-chlorobenzoic acid (10.0 g, 39.9 mmol) in dioxane (170 mL) was added phosgene (20% in toluene, 42.0 mL, 79.9 mmol) over a period of 15 min. The reaction was stirred at room temperature for 48 h and then concentrated in vacuo. The resulting solid was crushed and further dried in vacuo to yield the title compound (12.6 g, 114%), which was used in the following step without further purification.

Source