Reacción #9672

Ecuación de reacción

2-chloro-4-trifluoromethylaniline

potassium O-ethyl dithiocarbonate

HCl

→

desired product

Rendimiento 99.0%

2-Chloro-6-(trifluoromethyl)benzothiazole

Rendimiento 99.0%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroprecipitation
2. 2
   workup.STIRRINGAfter the mixture was stirred for 30 minutes
3. 3
   Filtraciónthe solid precipitate was collected by filtration
4. 4
   Lavadorinsed with water
5. 5
   workup.DISSOLUTIONThe filter cake was dissolved in 100 mL EtOAc
6. 6
   Secadothe solution was dried over Na2SO4
7. 7
   OtroEtOAc was removed by rotary evaporation
8. 8
   Otrothe residue was dried in vacuo

Procedimiento

A mixture of 2-chloro-4-trifluoromethylaniline (15.0 g, 76.7 mmol) and potassium O-ethyl dithiocarbonate (29.5 g, 184.1 mmol) in 75 mL anhydrous.DMF was heated at 130° C. overnight under a nitrogen atmosphere. The reaction mixture was cooled to rt, and then 1 N HCl solution (200 mL) was added with stirring to induce precipitation. After the mixture was stirred for 30 minutes, the solid precipitate was collected by filtration and rinsed with water. The filter cake was dissolved in 100 mL EtOAc, and the solution was dried over Na2SO4. EtOAc was removed by rotary evaporation, and the residue was dried in vacuo to afford the desired product as a white solid (18.0 g, 99%). 1H NMR (DMSO-d6) δ 14.00 (bs, 1 H), 8.20 (s, 1 H), 7.70 (d, 1 H), 7.40 (d, 1 H); GC-EIMS m/z 235 (M+).

Fuente