Reacción #2254155

Ecuación de reacción

2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl chloride

water

2-amino-N-(bis-2-propyl-λ4-sulfanylidene)-3,5-dichloro-benzamide

potassium carbonate

→

title compound

Rendimiento 66.0%

2-(3-chloro-2-pyridyl)-N-[2,4-dichloro-6-[(bis-2-propyl-λ4-sulfanylidene)carbamoyl]phenyl]-5-(trifluoromethyl)pyrazole-3-carboxamide

Rendimiento 66.0%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added (50 mL)
2. 2
   Temperaturacooled to 0° C.
3. 3
   workup.STIRRINGstirred for a further 30 min
4. 4
   FiltraciónThe resulting solid was filtered
5. 5
   Lavadowashed with water and toluene (minimal)

Procedimiento

To a solution of the 2-amino-N-(bis-2-propyl-λ4-sulfanylidene)-3,5-dichloro-benzamide (26.2 g, 81.6 mmol) and potassium carbonate (12.4 g, 89.7 mmol) in toluene (80 mL) was added N,N-dimethylaminopyridine (0.50 g, 4.1 mmol). The reaction was then heated to 50° C. and 2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl chloride (32.3 g, 93.8 mmol) was added dropwise. After stirring for 2 h at this temperature water was added (50 mL) and the reaction stirred for a further 15 min, then cooled to 0° C. and stirred for a further 30 min. The resulting solid was filtered and washed with water and toluene (minimal) to afford the title compound (32.0 g, 66%).

Fuente