반응 #9671

반응 방정식

sulfuryl chloride

Sulfuryl chloride

2-mercapto-5-(trifluoromethyl)benzothiazole

→

2-chloro-5-(trifluoromethyl)benzothiazole

수율 94.0%

반응 조건

후처리

1. 1
   추출the product was then extracted with ethyl acetate
2. 2
   세척The organic layer was washed with water (3×) and brine
3. 3
   건조dried over anhydrous Na2SO4
4. 4
   농축concentrated
5. 5
   workup.DISSOLUTIONThe resulting solid was dissolved in EtOAc
6. 6
   여과filtered though a short silica-gel column
7. 7
   세척eluting with EtOAc

실험 절차

Sulfuryl chloride (9.09 g, 67.33 mmol) was added with stirring to 2-mercapto-5-(trifluoromethyl)benzothiazole (2.64 g, 11.22 mmol) over a period of 5 minutes. The reaction mixture was then allowed to stand for approximately 1 h. Ice water was added to the reaction mixture with stirring to decompose the excess of sulfuryl chloride, and the product was then extracted with ethyl acetate. The organic layer was washed with water (3×) and brine, dried over anhydrous Na2SO4 and concentrated. The resulting solid was dissolved in EtOAc and filtered though a short silica-gel column, eluting with EtOAc, to give 2-chloro-5-(trifluoromethyl)benzothiazole (2.50 g, 94%). LC-MS m/z 238.0 (MH+), ret. time 2.55 min; 1H NMR (400 MHz, DMSO-d6) δ 7.81 (d, 1H), 8.38 (m, 2H).

출처