반응 #2355148

반응 방정식

4-cyanotoluene

sodium azide

ammonium chloride

hydrochloric acid

→

4-(4-methylphenyl)-1,2,3,5-(1H)-tetrazole

수율 71.8%

용매

N,N-dimethylformamide

water

반응 조건

후처리

1. 1
   온도After this time the reaction mixture was cooled
2. 2
   여과the resulting solid was collected by filtration
3. 3
   세척The solid was washed with hexane
4. 4
   기타triturated with 300 mL of methanol
5. 5
   기타dried under reduced pressure to a constant weight

실험 절차

A stirred solution of 117 grams (1.0 mole) of 4-cyanotoluene, 65.0 grams (1.0 mole) of sodium azide, and 12.0 grams (0.224 mole) of ammonium chloride 800 mL of N,N-dimethylformamide was heated at 130° C. for three hours. After this time the reaction mixture was cooled and then poured into 800 mL of water and 400 mL of ice. The resulting mixture was acidified to pH 2 with 3N hydrochloric acid, and the resulting solid was collected by filtration. The solid was washed with hexane, triturated with 300 mL of methanol, and dried under reduced pressure to a constant weight, yielding 115 grams of 4-(4-methylphenyl)-1,2,3,5-(1H)-tetrazole. The NMR spectrum was consistent with the proposed structure.

출처