反应详情

A 100 mL three-necked round-bottomed flask equipped with reflux condenser, gas dispersion tube and provisions for magnetic stirring was charged with 4-[5-(4-chlorophenyl)-1H-pyrazol-1-yl]benzenesulfonamide (500 mg, 1.2 mmol) and 50 mL of glacial acetic acid. The solution was stirred at room temperature and treated with a stream of chlorine gas for a period of 15 minutes. The solution was then stirred at room temperature for 1.25 hours and then diluted with 100 mL of water. The solution was then extracted three times with ether and the combined ethereal phase washed with brine, dried over anhyd. MgSO4, filtered, and concentrated in vacuo to give a white solid that was recrystallized from ether/petroleum ether to provide 400 mg, 75% of 4-[5-(4-chlorophenyl)-4-chloro-1H-pyrazol-1-yl]benzenesulfonamide, 1H nmr (CDCl3 /300 MHz) 8.06 (s, 1H), 7.81(d, J=8.4 Hz, 2H), 7.53(d, j=8.4 Hz, 2H), 7.43(brs, 2H), 7.42(d, J=8.4 Hz, 2H), 7.32(d, J=8.4 Hz, 2H).

1. customA 100 mL three-necked round-bottomed flask equipped
2. temperaturewith reflux condenser, gas dispersion tube
3. stirringThe solution was stirred at room temperature
4. stirringThe solution was then stirred at room temperature for 1.25 hours
5. extractionThe solution was then extracted three times with ether
6. washthe combined ethereal phase washed with brine
7. customdried over anhyd
8. filtrationMgSO4, filtered
9. concentrationconcentrated in vacuo
10. customto give a white solid
11. customthat was recrystallized from ether/petroleum ether