Reaktion #80514

Reaktionsgleichung

N-methyl-N-(p-toluenesulfonyl)-2-chloro-benzohydrazonoyl chloride

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

o-dichlorobenzene

→

desired compound

Ausbeute 36.5%

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

Ausbeute 36.5%

Lösungsmittel

chloroform

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

A mixture of N-methyl-N-(p-toluenesulfonyl)-2-chloro-benzohydrazonoyl chloride (1.1 g), 4-methyl-3-(5-trifluoromethylpyridine-2-yloxy)benzonitrile (1.00 g), anhydrous iron (III) chloride (0.60 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 0.50 g of desired compound.

Quelle