반응 #1379498

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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

수율 75.0%

용매

water

반응 조건

후처리

1. 1
   기타A 100 mL three-necked round-bottomed flask equipped
2. 2
   온도with 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
   추출The solution was then extracted three times with ether
6. 6
   세척the combined ethereal phase washed with brine
7. 7
   건조dried over MgSO4
8. 8
   여과filtered
9. 9
   농축concentrated in vacuo
10. 10
    기타to give a white solid
11. 11
    기타that was recrystallized from ether/petroleum ether

실험 절차

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=6.6 Hz, 2H), 7.49 (d, J=6.3 Hz, 2H), 7.45 (d, J=6.3 Hz, 2H), 7.25 (d, J=6.6 Hz, 2H), 5.78 (brs, 2H).

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