Reaction #2487446

ord-3b8ceb7c0ee94b25a4d0257f0dc80bd9

Reaction equation

NC(=O)c1ccc(C(F)(F)F)cc1N
2-amino-4-(trifluoromethyl)benzamide
O=Cc1ccc(Cl)cc1
4-chlorobenzaldehyde
O=c1[nH]c(-c2ccc(Cl)cc2)nc2cc(C(F)(F)F)ccc12
2-(4-Chlorophenyl)-7-trifluoromethyl-3H-quinazolin-4-one

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureThe reaction mixture was then heated
  2. 2
    Temperatureat reflux for 24 h
  3. 3
    Otherthe precipitate was isolated by vacuum filtration
  4. 4
    Washwashing with water (3×500 mL)
  5. 5
    Otherdried under vacuum (10 mbar, 50° C.)
  6. 6
    Other3.7 min, 325 (M+)

Procedure

To a stirred suspension of 2-amino-4-(trifluoromethyl)benzamide (33.6 g, 0.16 mol) in water (750 mL) was added dropwise 4-chlorobenzaldehyde. Iron trichloride hexahydrate (133 g) was then added in portions. The reaction mixture was then heated at reflux for 24 h. After allowing the suspension to cool to room temperature, the precipitate was isolated by vacuum filtration washing with water (3×500 mL) and dried under vacuum (10 mbar, 50° C.). Yield=50 g, 94%; HPLC-mass spectrometry (LC-MS): 3.7 min, 325 (M+).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08796180B2uspto-grants-2014_08