Reacción #3226

ord-0600c001c51645919f6df926c38c5514

Ecuación de reacción

O
water
Nc1cc(Cl)cc(C(F)(F)F)c1C(=O)O
2-amino-4-chloro-6-trifluoromethylbenzoic acid
O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl
bis(trichloromethyl)carbonate
O=c1[nH]c2cc(C(F)(F)F)cc(Cl)c2c(=O)o1
title compound
O=c1[nH]c2cc(C(F)(F)F)cc(Cl)c2c(=O)o1
5-Chloro-7-trifluoromethyl-2H-3,1-benzoxazine-2,4(1H)-dione

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónthe resulting mixture extracted with ethyl acetate
  2. 2
    SecadoThe combined extracts were dried (MgSO4)
  3. 3
    Filtraciónfiltered
  4. 4
    Concentraciónconcentrated

Procedimiento

To a stirred solution of 2-amino-4-chloro-6-trifluoromethylbenzoic acid (0.53 g, 2.2 mM) in dry tetrahydrofuran (6 mL) under a nitrogen atmosphere was added bis(trichloromethyl)carbonate (0.218 g, 0.734 mM). The resulting solution was stirred at room temperature for 2 hr, poured into water and the resulting mixture extracted with ethyl acetate. The combined extracts were dried (MgSO4), filtered and concentrated to leave the title compound as a tan solid; MS(CI): 266 (M+H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05733910uspto-grants-1998_03