反応 #1997

反応方程式

hydrochloric acid

N,N-dimethylformamide

benzonitrile

sodium azide

→

product

収率 90.1%

5-Phenyltetrazole

収率 90.1%

溶媒

water

反応条件

後処理

1. 1
   温度while maintaining the temperature below 60° C
2. 2
   温度The heterogeneous mixture was heated at 115° C. with agitation for 18 hours
3. 3
   温度The mixture was cooled to room temperature
4. 4
   温度The mixture was cooled to 0° C. and aged for one hour
5. 5
   ろ過filtered
6. 6
   洗浄the filter cake washed with 15 mL of cold 0.1N HCl
7. 7
   その他then dried at 60° C. under vacuum

実験手順

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.

出典