반응 #2028885

반응 방정식

4-Sulfonamidophenylhydrazine hydrochloride

diketone

6-methyl-2-(trifluoroacetyl)tetralone

→

pyrazole

수율 64.0%

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

수율 64.0%

용매

ethanol

반응 조건

후처리

1. 1
   온도The reaction was heated
2. 2
   온도to reflux
3. 3
   온도The reaction mixture was cooled
4. 4
   여과filtered
5. 5
   농축The filtrate was concentrated in vacuo
6. 6
   workup.DISSOLUTIONdissolved in ethyl acetate
7. 7
   세척washed with water and with brine
8. 8
   건조dried over MgSO4

실험 절차

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.

출처