Réaction #2487452

Équation de réaction

2,3-difluoro-6-iodo-4-trifluoromethylbenzoic acid

4-chlorobenzamide hydrochloride

caesium carbonate

dimethylformamide

→

quinazolin-4-one

2-(4-Chlorophenyl)-5,6-difluoro-7-trifluoromethyl-3H-quinazolin-4-one

Solvants

ethyl acetate

Conditions de réaction

Traitement

1. 1
   Lavagewashed with hydrochloric acid (1 M, 25 mL) and water (25 mL)
2. 2
   SéchageThe organic phase was dried over MgSO4
3. 3
   Filtrationfiltered
4. 4
   Concentrationconcentrated under reduced pressure (0.98 g)

Mode opératoire

A suspension of crude 2,3-difluoro-6-iodo-4-trifluoromethylbenzoic acid (1.00 g), 4-chlorobenzamide hydrochloride (0.814 g, 4.26 mmol), copper (I) iodide (0.108 g), caesium carbonate (1.85 g, 5.68 mmol) in dimethylformamide (8 mL) were stirred under nitrogen at room temperature for 1 week. The reaction mixture was then diluted with ethyl acetate (100 mL) and washed with hydrochloric acid (1 M, 25 mL) and water (25 mL). The organic phase was dried over MgSO4, filtered and concentrated under reduced pressure (0.98 g). The reaction was repeated with crude 2,3-difluoro-6-iodo-4-trifluoromethylbenzoic acid (0.50 g) to afford an additional portion (0.57 g) of the quinazolin-4-one. LC-MS: 3.6 min, 361 (M+).

Source