Реакция #2028888

Уравнение реакции

3-[4-(Chloro)phenyl]-propane-1,3-dione

3-[4-(chloro)phenyl]-propane-1,3-dione

4-sulfonamidophenylhydrazine hydrochloride

pyrazole

→

white solid

Выход 25.2%

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

Выход 25.2%

Растворители

ethanol

water

Условия реакции

Обработка

1. 1
   Температураheated
2. 2
   Температураto reflux for 16 hours
3. 3
   Другоеformed
4. 4
   Другоеthat were isolated by filtration

Методика

3-[4-(Chloro)phenyl]-propane-1,3-dione from Step 1 (18.3 g, 0.1 mol) and 4-sulfonamidophenylhydrazine hydrochloride (22.4 g, 0.1 mol) were dissolved in 150 mL of absolute ethanol and heated to reflux for 16 hours. The solution was cooled to room temperature, diluted with 100 mL of water and let stand, whereupon crystals of pyrazole formed that were isolated by filtration to provide 8.4 g (25%) of a white solid: mp 185°-187° C.; 1H NMR (CDCl3/300 MHz) 7.89 (d, J=8.7Hz, 2H), 7.76 (d, J=1.8Hz, 1H), 7.43 (d,J=8.7Hz, 2H), 7.34 (d, J=8.7Hz, 2H), 7.17 (d, J=8.7Hz, 2H), 6.53 (d, J=1.8Hz, 1H), 4.93 (brs 2H). Anal. Calc'd for C15H12N3SO2Cl: C, 53.97; H, 3.62; N, 12.59. Found: C, 54.08; H, 3.57; N, 12.64.

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