Reacción #80508

Ecuación de reacción

N-methyl-N-(p-toluenesulfonyl)-2-chloro-6-fluorobenzohydrazonoyl chloride

4-chloro-3-(5-trifluoromethylpyridine-2-yloxy)benzonitrile

o-dichlorobenzene

→

desired compound

Rendimiento 31.1%

3-(2-chloro-6-fluorophenyl)-5-[4-chloro-3-(5-trifluoromethylpyridine 2-yloxy)phenyl]-1-methyl-1H-1,2,4-triazole

Rendimiento 31.1%

Disolventes

chloroform

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling
2. 2
   Lavadowashed with dilute hydrochloric acid, dilute aqueous solution of sodium hydroxide and saline
3. 3
   SecadoThen, it is dried over anhydrous magnesium sulfate
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   OtroThe concentrate is purified by silica gel column chromatography
6. 6
   workup.ADDITIONusing mixed solvent of hexane-ethyl acetate as eluent

Procedimiento

A mixture of N-methyl-N-(p-toluenesulfonyl)-2-chloro-6-fluorobenzohydrazonoyl chloride (1.00 g), 4-chloro-3-(5-trifluoromethylpyridine-2-yloxy)benzonitrile (0.90 g), anhydrous iron (III) chloride (0.50 g) and o-dichlorobenzene (5 ml) is stirred at an oil bath temperature of 140° C. for 30 minutes. After cooling, it is dissolved in chloroform (100 ml) and washed with dilute hydrochloric acid, dilute aqueous solution of sodium hydroxide and saline. Then, it is dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The concentrate is purified by silica gel column chromatography using mixed solvent of hexane-ethyl acetate as eluent to give 0.40 g of desired compound.

Fuente