反応 #348984

反応方程式

1-benzyl-2-formylimidazole

hydrazoic acid

tetrazole

sodium azide

1-benzyl-2-cyanoimidazole

ammonium chloride

→

1-Benzyl-2-(5-tetrazolyl)-imidazole

溶媒

dimethylformamide

water

反応条件

後処理

1. 1
   その他Obtained
2. 2
   その他at 120°-130° C
3. 3
   温度it is cooled
4. 4
   その他the precipitate formed
5. 5
   ろ過filtered off
6. 6
   その他recrystallised several times from dimethylformamide

実験手順

Obtained by reacting 9.3 g (0.05 mol) of 1-benzyl-2-formylimidazole (see Liebigs Ann. Chem. 718 (1968) pp. 249-259) with 8.0 g (0.15 mol) of ammonium chloride and 9.8 g (0.15 mol) of sodium azide in 50 ml of dimethylformamide at 120°-130° C. The isolation of the 1-benzyl-2-cyanoimidazole intermediate (obtained by Schmidt-rearrangement) may be omitted, since this compound adds excess hydrazoic acid to the tetrazole in situ. After 20 hours, it is cooled, and 500 ml of water are added, the precipitate formed filtered off and recrystallised several times from dimethylformamide. M.p. 274°-275° C.

出典