Reacción #1997

Ecuación de reacción

hydrochloric acid

N,N-dimethylformamide

benzonitrile

sodium azide

→

product

Rendimiento 90.1%

5-Phenyltetrazole

Rendimiento 90.1%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente