反応 #684983

反応方程式

5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4,5-dihydro-pyrazole-3-carboxylic acid chloride

N-Aminopiperidine

triethylamine

→

title compound

5-(4Chloro-phenyl)-1-(2,4-dichloro-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide

溶媒

methylene chloride

methylene chloride

反応条件

後処理

1. 1
   その他The resulting reaction mixture
2. 2
   洗浄The reaction mixture was washed with water
3. 3
   乾燥dried over sodium sulfate
4. 4
   ろ過filtered
5. 5
   その他evaporated to dryness in a rotavapor
6. 6
   その他The resulting crude solid was crystallised from ethanol
7. 7
   その他The crystallised solid was removed via filtration
8. 8
   濃縮the mother liquors were concentrated
9. 9
   その他to yield a second fraction of crystallised product
10. 10
    その他to give

実験手順

N-Aminopiperidine (0.6 mL, 5.6 mmol) and triethylamine (4 mL) were dissolved in methylene chloride (25 mL) under nitrogen atmosphere. The resulting mixture was cooled to 0° C. and a solution of 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4,5-dihydro-pyrazole-3-carboxylic acid chloride in methylene chloride (15 mL) was added drop wise. The resulting reaction mixture was stirred at room temperature (approximately 25° C.) overnight. The reaction mixture was washed with water, followed by a saturated aqueous solution of sodium bicarbonate, again with water, dried over sodium sulfate, filtered and evaporated to dryness in a rotavapor. The resulting crude solid was crystallised from ethanol. The crystallised solid was removed via filtration and the mother liquors were concentrated to yield a second fraction of crystallised product. The two fractions were combined to give a total amount of 1.7 g (57% of theoretical yield) of the title compound having a melting point of 183-186° C.

出典