Reaktion #1267862

Reaktionsgleichung

2,9-bis-(1H-tetrazol-5-yl)-[1,10]phenanthroline

4-phenylbenzoyl chloride

→

2,9-bis-(5-biphenyl-4-yl-[1,3,4]oxadiazol-2-yl)-[1,10]phenanthroline

Ausbeute 80.0%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added to a 250 ml three-necked flask
2. 2
   TemperaturAfter the adding, the mixture solution was heated
3. 3
   Temperaturto reflux (110° C.)
4. 4
   SonstigeAfter completion of reaction
5. 5
   Temperaturthe reaction mixture was cooled to room temperature
6. 6
   Filtrationfiltered
7. 7
   SonstigeFinally, solids were separated
8. 8
   Waschenwashed by 100 ml methanol
9. 9
   Filtrationfiltered
10. 10
    Sonstigepurified by column chromatography

Vorschrift

Under nitrogen atmosphere, a mixture of 13 g (0.045 mol) 2,9-bis-(1H-tetrazol-5-yl)-[1,10]phenanthroline and 390 ml pyridine was added to a 250 ml three-necked flask. The mixture was then heated to 50° C., and 46 g (0.21 mol) 4-phenylbenzoyl chloride was then added drop by drop. After the adding, the mixture solution was heated to reflux (110° C.) and stirred overnight. After completion of reaction, as shown in scheme 2, the reaction mixture was cooled to room temperature, filtered. Finally, solids were separated, washed by 100 ml methanol, filtered and purified by column chromatography to obtain white products 2,9-bis-(5-biphenyl-4-yl-[1,3,4]oxadiazol-2-yl)-[1,10]phenanthroline 11 g (0.018 mol, yield 40%). MS(m/z, FAB+), 620, 291, 248, 233, 208, 156, 130, 105.

Quelle