反応 #2028885

反応方程式

4-Sulfonamidophenylhydrazine hydrochloride

diketone

6-methyl-2-(trifluoroacetyl)tetralone

→

pyrazole

収率 64.0%

4-[4,5-dihydro-7-methyl-3-(trifluoromethyl)-1H-benz[g]indazol-1-yl]benzenesulfonamide

収率 64.0%

溶媒

ethanol

反応条件

後処理

1. 1
   温度The reaction was heated
2. 2
   温度to reflux
3. 3
   温度The reaction mixture was cooled
4. 4
   ろ過filtered
5. 5
   濃縮The filtrate was concentrated in vacuo
6. 6
   workup.DISSOLUTIONdissolved in ethyl acetate
7. 7
   洗浄washed with water and with brine
8. 8
   乾燥dried over MgSO4

実験手順

4-Sulfonamidophenylhydrazine hydrochloride (1.80 g, 8.0 mmol) was added to a stirred solution of the diketone from Step 1 (1.86 g, 7.3 mmol) in ethanol (10 mL). The reaction was heated to reflux and stirred for 14.8 hours. The reaction mixture was cooled and filtered. The filtrate was concentrated in vacuo, dissolved in ethyl acetate, washed with water and with brine, dried over MgSO4 and reconcentrated in vacuo to give the pyrazole as a brown solid (1.90 g, 64%): mp 215°-218° C. 1H NMR (acetone-d6) 300 MHz 8.10 (d, 2H), 7.80 (d, 2H), 7.24 (s, 1H), 6.92 (d, 1H), 6.79 (br s, 2H), 6.88 (d,1H), 3.02 (m, 2H), 2.85 (m, 2H), 2.30 (s, 3H). 19F NMR (acetone-d6) 282 MHz −62.46 (s). High resolution mass spectrum Calc'd. for C19H17F3O2S: 408.0994. Found: 408.0989.

出典