Reaktion #619274

Reaktionsgleichung

p-tolunitrile

sodium azide

diethylamine hydrochloride

→

5-(p-Tolyl)-1H-tetrazole

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 12 hours
2. 2
   Temperaturto cool down
3. 3
   Sonstigethe beige suspension obtained
4. 4
   Extraktionwas extracted with water (3×500 mL)
5. 5
   workup.ADDITIONConcentrated HCl was then drop-added into the water
6. 6
   SonstigeThe resulting white precipitates
7. 7
   Filtrationwere filtered
8. 8
   Sonstigedried in a vacuum oven all night

Vorschrift

In an environment of nitrogen, a mixture of p-tolunitrile (35.15 g, 300 mmol.), sodium azide (29.25 g, 450 mmol.), diethylamine hydrochloride (49.32 g, 450 mmol), and toluene (500 mL) was refluxed for 12 hours. After it was allowed to cool down, the beige suspension obtained was extracted with water (3×500 mL). Concentrated HCl was then drop-added into the water extracts to reach a pH value of around 3. The resulting white precipitates were filtered and dried in a vacuum oven all night. 5-(p-Tolyl)-1H-tetrazole in a form of white crystals (43.25 g, 90.0%) was obtained and used for the next step without any further purification.

Quelle