Реакция #1997

Уравнение реакции

hydrochloric acid

N,N-dimethylformamide

benzonitrile

sodium azide

→

product

Выход 90.1%

5-Phenyltetrazole

Выход 90.1%

Растворители

water

Условия реакции

Обработка

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

Методика

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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