Reaktion #1143622

Reaktionsgleichung

1,2-bis(chloro(phenyl)methylene)hydrazine

4-bromoaniline

N,N-dimethylaniline

→

4-(4-bromophenyl)-3,5-diphenyl-4H-1,2,4-triazole

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter the reaction
2. 2
   Sonstigea solid was precipitated out with the reactive solution
3. 3
   workup.ADDITIONbeing added to approximately 100 mL of 1 N diluted hydrochloric acid
4. 4
   workup.STIRRINGthe mixture being stirred for 30 minutes
5. 5
   FiltrationSuction filtration
6. 6
   Sonstigea solid was obtained
7. 7
   Waschenwashed with water
8. 8
   workup.ADDITIONMagnesium sulfate was added to an organic layer
9. 9
   Sonstigethe mixture was dried
10. 10
    FiltrationSuction filtration
11. 11
    Sonstigeto remove the magnesium sulfate
12. 12
    Sonstigethus a filtrate was obtained
13. 13
    SonstigeThe solid, which was obtained by condensation of the obtained filtrate
14. 14
    Sonstigewas recrystallized with a mixed solvent of ethanol and hexane, so that 2.3 g of a powdery white solid, which
15. 15
    Sonstigethe object of the synthesis
16. 16
    Sonstigewas obtained at a yield of 38%

Vorschrift

4.5 g (16 mmol) of 1,2-bis(chloro(phenyl)methylene)hydrazine, 2.0 g (16 mmol) of 4-bromoaniline, and 30 mL of N,N-dimethylaniline were put into a 100 mL three-neck flask, and nitrogen substitution was performed on the contents of the flask. The mixture was stirred at 135° C. for 5 hours. After the reaction, a solid was precipitated out with the reactive solution being added to approximately 100 mL of 1 N diluted hydrochloric acid and the mixture being stirred for 30 minutes. Suction filtration was performed on the precipitated solid, and a solid was obtained. The obtained solid was dissolved in toluene and washed with water and a saturated sodium carbonate solution, in the order given. Magnesium sulfate was added to an organic layer, and the mixture was dried. Suction filtration was performed on the mixture to remove the magnesium sulfate, and thus a filtrate was obtained. The solid, which was obtained by condensation of the obtained filtrate, was recrystallized with a mixed solvent of ethanol and hexane, so that 2.3 g of a powdery white solid, which was the object of the synthesis, was obtained at a yield of 38%.

Quelle