Réaction #49740

Équation de réaction

t-butyl nitrite

3-amino-4-bromobenzotrifluoride

t-Butyl nitrite

3-amino-4-bromobenzotrifluoride

dimethyl disulphide

→

4-bromo-3-(methylsulphenyl)benzotrifluoride

Solvants

chloroform

chloroform

Conditions de réaction

Traitement

1. 1
   TempératureThe mixture was warmed until reaction
2. 2
   Lavagewashed with water, hydrochloric acid (2M), water
3. 3
   Séchagedried (MgSO4)
4. 4
   Filtrationfiltered
5. 5
   AutreThe filtrate was evaporated to dryness
6. 6
   workup.DISTILLATIONthe residue was distilled

Mode opératoire

t-Butyl nitrite (3 ml) was added to a mixture of 3-amino-4-bromobenzotrifluoride (4 g) and dimethyl disulphide (15 ml) in chloroform. The mixture was warmed until reaction started when t-butyl nitrite (11 ml) and a solution of 3-amino-4-bromobenzotrifluoride (16 g) in chloroform were added simultaneously. The resultant mixture was stirred for 24 hours, washed with water, hydrochloric acid (2M), water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was distilled to give 4-bromo-3-(methylsulphenyl)benzotrifluoride (16.4 g) as a yellow oil, b.p. 84°-88° C. at 2 mm Hg.

Source