تفاعل #2028885

معادلة التفاعل

4-Sulfonamidophenylhydrazine hydrochloride

diketone

6-methyl-2-(trifluoroacetyl)tetralone

→

pyrazole

المردود 64.0%

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

المردود 64.0%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction was heated
2. 2
   درجة الحرارةto reflux
3. 3
   درجة الحرارةThe reaction mixture was cooled
4. 4
   ترشيحfiltered
5. 5
   تركيزThe filtrate was concentrated in vacuo
6. 6
   workup.DISSOLUTIONdissolved in ethyl acetate
7. 7
   غسيلwashed with water and with brine
8. 8
   تجفيفdried over MgSO4

الإجراء التجريبي

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.

المصدر