Reacción #339088

Ecuación de reacción

methanesulfonyl chloride

1-(2-chlorophenyl)-3-trifluoromethyl-1H-pyrazole-5-carbonyl chloride

acetonitrile

2-amino-5-chloro-3-methylbenzoic acid

→

6-chloro-2-[1-(2-chlorophenyl)-3-trifluoromethyl-1H-pyrazol-5-yl]-8-methyl-4H-3,1-benzoxazine-4-one

Rendimiento 68.9%

Disolventes

triethylamine

triethylamine

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGAfter the mixture was stirred at room temperature for 20 minutes
2. 2
   workup.STIRRINGAfter the mixture was stirred at room temperature for 20 minutes
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature for 3 hours
4. 4
   FiltraciónThe reaction mixture was filtered
5. 5
   Concentraciónthe resulting filtrate was concentrated under reduced pressure

Procedimiento

To a mixture of 1.0 g of 1-(2-chlorophenyl)-3-trifluoromethyl-1H-pyrazole-5-carbonyl chloride and 10 ml of acetonitrile was added 0.60 g of 2-amino-5-chloro-3-methylbenzoic acid, and the resulting mixture was stirred at room temperature for 10 minutes. To the mixture, 0.46 ml of triethylamine was added. After the mixture was stirred at room temperature for 20 minutes, 0.92 ml of triethylamine was further added thereto. After the mixture was stirred at room temperature for 20 minutes, 0.28 ml of methanesulfonyl chloride was added thereto and the mixture was stirred at room temperature for 3 hours. The reaction mixture was filtered, and the resulting filtrate was concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 0.98 g of 6-chloro-2-[1-(2-chlorophenyl)-3-trifluoromethyl-1H-pyrazol-5-yl]-8-methyl-4H-3,1-benzoxazine-4-one of the formula:

Fuente