Reaktion #1997

Reaktionsgleichung

hydrochloric acid

N,N-dimethylformamide

benzonitrile

sodium azide

→

product

Ausbeute 90.1%

5-Phenyltetrazole

Ausbeute 90.1%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwhile maintaining the temperature below 60° C
2. 2
   TemperaturThe heterogeneous mixture was heated at 115° C. with agitation for 18 hours
3. 3
   TemperaturThe mixture was cooled to room temperature
4. 4
   TemperaturThe mixture was cooled to 0° C. and aged for one hour
5. 5
   Filtrationfiltered
6. 6
   Waschenthe filter cake washed with 15 mL of cold 0.1N HCl
7. 7
   Sonstigethen dried at 60° C. under vacuum

Vorschrift

Zinc chloride (3.3 g, 24.3 mmol, 0.5 eq) was added to 15 mL of N,N-dimethylformamide in small portions while maintaining the temperature below 60° C. The suspension of zinc chloride was cooled to room temperature and treated with 5.0 g of benzonitrile (48.5 mmol, 1.0 eq) followed by 3.2 g of sodium azide (48.5 mmol, 1.0 eq). The heterogeneous mixture was heated at 115° C. with agitation for 18 hours. The mixture was cooled to room temperature, water (30 mL) was added and the mixture acidified by the addition of 5.1 mL of concentrated hydrochloric acid. The mixture was cooled to 0° C. and aged for one hour, then filtered and the filter cake washed with 15 mL of cold 0.1N HCl then dried at 60° C. under vacuum to afford 6.38 g (43.7 mmol, 90%) of the product.

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