Réaction #311587

Équation de réaction

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

ammonium chloride

sodium azide

→

4-dichloromethylene-2-trichloromethybenzo[1,3]dioxin-6-carboxylic acid

Solvants

dimethylsulphoxide

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 white product was filtered off
5. 5
   Lavagewashed with water
6. 6
   Autredried
7. 7
   Autrecrystallised from aqueous ethanol

Mode opératoire

A mixture of 2,4-bis(trichloromethyl)benzo[1,3]dioxin-6-carboxylic acid (2.08 g.), ammonium chloride (0.33 g.) and sodium azide (0.36 g.) in anhydrous dimethylsulphoxide (10 ml.) was warmed on the steam bath for 16 hours. The reaction mixture was cooled, poured onto ice and kept for 16 hours. The white product was filtered off, washed with water and dried, and crystallised from aqueous ethanol to give 4-dichloromethylene-2-trichloromethybenzo[1,3]dioxin-6-carboxylic acid, m.p. 222°-223° C.

Source