Reacción #3209

ord-566fc546dbbd4317ba914612b55bdb28

Ecuación de reacción

COc1cccc(N)c1C(=O)O
2-amino-6-methoxybenzoic acid
O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl
bis(trichloromethyl)carbonate
COc1cccc2[nH]c(=O)oc(=O)c12
title compound
COc1cccc2[nH]c(=O)oc(=O)c12
5-methoxy-2H-3,1-benzoxazine-2,4(1H)-dione

Disolventes

Condiciones de reacción

Temperatura
50°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrowhereupon a tan precipitate formed
  2. 2
    Temperaturacooled
  3. 3
    Filtraciónfiltered
  4. 4
    Temperaturacool
  5. 5
    Otrodried

Procedimiento

To a stirred warm (50° C.) solution of 2-amino-6-methoxybenzoic acid (2.70 g, 16.2 mM) in tetrahydrofuran (25 mL) under a nitrogen atmosphere was added bis(trichloromethyl)carbonate (1.60 g, 5.38 mM), whereupon a tan precipitate formed. The reaction mixture was maintained at 50° C. for 30 min, cooled, rewarmed to 50° C. for 30 min, filtered cool and dried to provide the title compound (2.95 g, 94.6%) as an off-white solid; MS(CI): 194 (M+H).

Fuente

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