تفاعل #9673

معادلة التفاعل

2-mercapto-6-(trifluoromethyl)-benzothiazole

Sulfuryl chloride

→

desired product

المردود 91.0%

2-Chloro-6-(trifluoromethyl)benzothiazole

المردود 91.0%

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGwith stirring
2. 2
   أخرىPrecipitation
3. 3
   أخرىwas formed
4. 4
   workup.STIRRINGstirring
5. 5
   workup.WAITwas continued for 2 h
6. 6
   ترشيحThe solid precipitate was filtered
7. 7
   غسيلrinsed with water
8. 8
   workup.DISSOLUTIONThe wet filter cake was dissolved in 100 mL EtOAc
9. 9
   غسيلthe solution was washed with 100 mL water and 50 mL saturated aqueous NaHCO3 solution
10. 10
    تجفيفdried over Na2SO4
11. 11
    أخرىEtOAc was removed by rotary evaporation
12. 12
    أخرىthe residue was dried in vacuo

الإجراء التجريبي

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).

المصدر