Reacción #2487449

ord-007489fc28544b998eb52abcf1358457

Ecuación de reacción

Nc1cc(C(F)(F)F)ccc1C(=O)O
2-Amino-4-trifluoromethylbenzoic acid
NC(N)=O
urea
O=c1[nH]c(=O)c2ccc(C(F)(F)F)cc2[nH]1
7-Trifluoromethyl-1H-quinazoline-2,4-dione

Disolventes

Condiciones de reacción

Temperatura
200°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturato cool to 100° C.
  2. 2
    Temperaturato cool to room temperature
  3. 3
    Otrothe solid was isolated by vacuum filtration
  4. 4
    Lavadowashing with water (500 mL)
  5. 5
    OtroThe solid was then dried under vacuum (10 mbar, 50° C.)
  6. 6
    Otro2.1 min, 230 (M+)

Procedimiento

2-Amino-4-trifluoromethylbenzoic acid (25.0 g, 122 mmol) and urea (75.0 g, 1.2 mol) were combined and heated at 200° C. while stirring. After 1 h, the reaction mixture was allowed to cool to 100° C. and water (100 mL) was added. The reaction mixture was then allowed to cool to room temperature and the solid was isolated by vacuum filtration washing with water (500 mL). The solid was then dried under vacuum (10 mbar, 50° C.). Yield=24 g, 86%; LC-MS: 2.1 min, 230 (M+); 1H NMR (DMSO-d6) δ 7.44 (s, 1 H) 7.47 (d, 1 H), 8.07 (d, 1 H), 11.43 (br s, 1 H), 11.56 (br s, 1 H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08796180B2uspto-grants-2014_08