반응 #62355

반응 방정식

sodium thiosulfate

3-naphthalene-2-yl-1H-thieno[2,3-c]pyrazole

3-(Naphthalen-2-yl)-1H-thieno[2,3-c]pyrazole

N-iodosuccinimide

→

title compound

수율 71.3%

5-Iodo-3-(naphthalen-2-yl)-1H-thieno[2,3-c]pyrazole

수율 71.3%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate
2. 2
   세척The organic layer was washed successively with saturated aqueous ammonium chloride and saturated brine
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   기타the solvent was evaporated
5. 5
   기타The crude product was purified
6. 6
   기타separated by silica gel column chromatography (ethyl acetate:n-hexane=1:3)

실험 절차

To a solution of 70 mg of 3-naphthalene-2-yl-1H-thieno[2,3-c]pyrazole obtained by Example 78 in 3.0 mL of N,N-dimethylformamide was added 63 mg of N-iodosuccinimide at room temperature, and stirred at 40° C. for a day. Then the solution was added with 1.0 mL of 10% sodium thiosulfate aqueous solution, and extracted with ethyl acetate. The organic layer was washed successively with saturated aqueous ammonium chloride and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated. The crude product was purified and separated by silica gel column chromatography (ethyl acetate:n-hexane=1:3), to afford 75 mg of the title compound as colorless crystals.

출처