Reaktion #59169

Reaktionsgleichung

2-chloro-4-trifluoromethylaniline

potassium O-ethyl dithiocarbonate

HCl

→

desired product

Ausbeute 99.0%

2-Chloro-6-(trifluoromethyl)benzothiazole

Ausbeute 99.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was cooled to rt
2. 2
   Sonstigeprecipitation
3. 3
   workup.STIRRINGAfter the mixture was stirred for 30 minutes
4. 4
   Filtrationthe solid precipitate was collected by filtration
5. 5
   Waschenrinsed with water
6. 6
   workup.DISSOLUTIONThe filter cake was dissolved in 100 mL EtOAc
7. 7
   Trocknenthe solution was dried over Na2SO4
8. 8
   SonstigeEtOAc was removed by rotary evaporation
9. 9
   Sonstigethe residue was dried in vacuo

Vorschrift

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, 1H), 8.20 (s, 1H), 7.70 (d, 1H), 7.40 (d, 1H); GC-EIMS m/z 235 (M+).

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