Reacción #10409

ord-80072c018d95452cb4a32b07e670454c

Ecuación de reacción

Nc1cc(F)c(F)cc1C(=O)NN(Cc1ccccc1)Cc1ccccc1
2-Amino-4,5-difluorobenzoic acid, 2,2-dibenzylhydrazide
O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl
triphosgene
O=C([O-])O.[Na+]
NaHCO3
O=c1[nH]c2cc(F)c(F)cc2c(=O)n1N(Cc1ccccc1)Cc1ccccc1
title compound
Rendimiento 198.7%
O=c1[nH]c2cc(F)c(F)cc2c(=O)n1N(Cc1ccccc1)Cc1ccccc1
3-Dibenzylamino-6,7-difluoro-1H-quinazoline-2,4-dione
Rendimiento 198.7%

Condiciones de reacción

Temperatura
25°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe layers are separated
  2. 2
    Lavadothe aqueous layer is washed three times with ethyl acetate
  3. 3
    SecadoThe combined organic layers are dried over magnesium sulfate
  4. 4
    Concentraciónconcentrated

Procedimiento

2-Amino-4,5-difluorobenzoic acid, 2,2-dibenzylhydrazide (Example 15) (0.81 g, 2.2 mmol) and triphosgene (0.33 g, 1.1 mmol) are combined in 100 mL of methylene chloride and stirred at 25° C. for 20 hours. The solution is poured into 200 mL of saturated NaHCO3, the layers are separated, and the aqueous layer is washed three times with ethyl acetate. The combined organic layers are dried over magnesium sulfate and then concentrated to give 0.86 g of the title compound as a solid. MS CI: m/z 394 (MH+).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07094780B1uspto-grants-2006_08