Reaktion #80495

Reaktionsgleichung

chloroform

N-methyl-N-(methanesulfonyl)-2-chloro-6-fluorobenzohydrazonoyl chloride

4-(4-trifluoromethoxyphenyl)benzonitrile

chlorobenzene

→

desired compound

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

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
2. 2
   Waschenwashed
3. 3
   workup.ADDITIONwith dilute hydrochrolic acid, dilute aqueous solution of sodium hydroxide and saline in this order
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   SonstigeThe concentrate is purified by silica gel column chromatography
7. 7
   workup.ADDITIONusing mixed solvent of hexane-ethyl acetate as eluent

Vorschrift

A mixture of N-methyl-N-(methanesulfonyl)-2-chloro-6-fluorobenzohydrazonoyl chloride (1.50 g), 4-(4-trifluoromethoxyphenyl)benzonitrile (1.56 g), anhydrous iron (III) chloride (0.90 g) and chlorobenzene (20 ml) is stirred at an oil bath temperature of 140° C. for 1 hour. After cooling, the reaction mixture is dissolved in chloroform (300 ml), washed with dilute hydrochrolic acid, dilute aqueous solution of sodium hydroxide and saline in this order, 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 1.80 g of desired compound (refractive index: 1.5925).

Quelle