Réaction #1011792

ord-2db46e1ebfdb401a9f5acfc1a02f69af

Équation de réaction

Nc1c(Br)cc(Cl)cc1C(=O)O
2-amino-3-bromo-5-chlorobenzoic acid
O=C(Cl)Cl
phosgene
O=c1[nH]c2c(Br)cc(Cl)cc2c(=O)o1
desired product
Rendement 114.2%
O=c1[nH]c2c(Br)cc(Cl)cc2c(=O)o1
8-Bromo-6-chloro-1H-benzo[d][1,3]oxazine-2,4-dione
Rendement 114.2%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Concentrationconcentrated in vacuo
  2. 2
    AutreThe resulting solid was crushed
  3. 3
    Autrefurther dried in vacuo

Mode opératoire

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 mins. The reaction was stirred at ambient temperature for 48 h and then concentrated in vacuo. The resulting solid was crushed and further dried in vacuo to yield the desired product (12.6 g, 114%) which was used in the subsequent step without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09282741B2uspto-grants-2016_03