反応 #2028890

反応方程式

4-[5-(4-chlorophenyl)-3-trifluoromethyl-1H-pyrazol-1-yl]benzenesulfonamide

acetic acid

chlorine

→

4-[5-(4-chlorophenyl)-4-chloro-3-trifluoromethyl-1H-pyrazol-1-yl]benzenesulfonamide

収率 75.0%

溶媒

water

反応条件

後処理

1. 1
   その他A 100 mL three-necked round-bottomed flask equipped
2. 2
   温度with reflux condenser, gas dispersion tube
3. 3
   workup.STIRRINGThe solution was stirred at room temperature
4. 4
   workup.STIRRINGThe solution was then stirred at room temperature for 1.25 hours
5. 5
   抽出The solution was then extracted three times with ether
6. 6
   洗浄the combined ethereal phase washed with brine
7. 7
   乾燥dried over MgSO4
8. 8
   ろ過filtered
9. 9
   濃縮concentrated in vacuo
10. 10
    その他to give a white solid
11. 11
    その他that was recrystallized from ether/petroleum ether

実験手順

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)-3-trifluoromethyl-1H-pyrazol-1-yl]benzenesulfonamide (Example 1) (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 MgSO4, filtered, and concentrated in vacuo to give a white solid that was recrystallized from ether/petroleum ether to provide 390 mg (75%) of 4-[5-(4-chlorophenyl)-4-chloro-3-trifluoromethyl-1H-pyrazol-1-yl]benzenesulfonamide: mp 180°-182° C.; 1H NMR (CDCl3/300 MHz) 7.97 (d, J=6.6Hz, 2H, 7.49 (d, 2H), 7.45 (d, J=6.3Hz, 2H), 7.25 (d, J=6.6Hz, 2H), 5.78 (brs, 2H).

出典