Réaction #339106

ord-c4d7b8948ef8417faf0b8416b813ec52

Équation de réaction

Cc1cc(Cl)cc(C(=O)O)c1N
2-amino-5-chloro-3-methylbenzoic acid
O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl
triphosgene
Cc1cc(Cl)cc2c(=O)oc(=O)[nH]c12
6-chloro-8-methyl-1H-benzo[d]-1,3-oxazine-2,4-dione
Rendement 187.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    ConcentrationThe reaction mixture was concentrated under reduced pressure
  2. 2
    Lavagea precipitated crystal was washed with water

Mode opératoire

A mixture of 1.85 g of 2-amino-5-chloro-3-methylbenzoic acid, 0.90 g of triphosgene and 10 ml of tetrahydrofuran was stirred at room temperature for 5 hours. The reaction mixture was concentrated under reduced pressure, and a precipitated crystal was washed with water to obtain 1.20 g of 6-chloro-8-methyl-1H-benzo[d]-1,3-oxazine-2,4-dione of the formula:

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07867949B2uspto-grants-2011_01