반응 #9673

반응 방정식

2-mercapto-6-(trifluoromethyl)-benzothiazole

Sulfuryl chloride

→

desired product

수율 91.0%

2-Chloro-6-(trifluoromethyl)benzothiazole

수율 91.0%

반응 조건

후처리

1. 1
   workup.STIRRINGwith stirring
2. 2
   기타Precipitation
3. 3
   기타was formed
4. 4
   workup.STIRRINGstirring
5. 5
   workup.WAITwas continued for 2 h
6. 6
   여과The solid precipitate was filtered
7. 7
   세척rinsed with water
8. 8
   workup.DISSOLUTIONThe wet filter cake was dissolved in 100 mL EtOAc
9. 9
   세척the solution was washed with 100 mL water and 50 mL saturated aqueous NaHCO3 solution
10. 10
    건조dried over Na2SO4
11. 11
    기타EtOAc was removed by rotary evaporation
12. 12
    기타the residue was dried in vacuo

실험 절차

Sulfuryl chloride (40 mL) was added with stirring to 2-mercapto-6-(trifluoromethyl)-benzothiazole (18.0 g, 76.7 mmol) at <20° C. under a nitrogen atmosphere, and the suspension was then stirred at rt for 2 h. The reaction mixture was poured into ice water with stirring. Precipitation was formed, and stirring was continued for 2 h. The solid precipitate was filtered, and rinsed with water. The wet filter cake was dissolved in 100 mL EtOAc, and the solution was washed with 100 mL water and 50 mL saturated aqueous NaHCO3 solution, then dried over Na2SO4. EtOAc was removed by rotary evaporation, and the residue was dried in vacuo to afford the desired product as a light yellow solid (16.5 g, 91%). GC-EIMS m/z 237 (M+); 1H NMR (CDCl3) δ 8.10 (s, 1 H), 8.00 (d, 1 H), 7.70 (d, 1 H).

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