Réaction #311588

Équation de réaction

6-cyano-2,4-bis(trichloromethyl)benzo[1,3]dioxin

ammonium chloride

sodium azide

→

4-dichloromethylene-6-(tetrazol-5-yl)-2-trichloromethylbenzo[1,3]dioxin

Solvants

dimethylformamide

Conditions de réaction

Traitement

1. 1
   Températurewas warmed on the steam bath for 16 hours
2. 2
   TempératureThe reaction mixture was cooled
3. 3
   workup.ADDITIONpoured onto ice
4. 4
   FiltrationThe amorphous white product was filtered off
5. 5
   Autretriturated with acetic acid
6. 6
   Autrecrystallised from chloroform

Mode opératoire

A mixture of 6-cyano-2,4-bis(trichloromethyl)benzo[1,3]dioxin (1.98 g.), ammonium chloride (0.33 g.) and sodium azide in anhydrous dimethylformamide was warmed on the steam bath for 16 hours. The reaction mixture was cooled, poured onto ice and kept for 16 hours. The amorphous white product was filtered off, triturated with acetic acid, and crystallised from chloroform to give 4-dichloromethylene-6-(tetrazol-5-yl)-2-trichloromethylbenzo[1,3]dioxin, m.p. 222° C.

Source