反応 #607902

反応方程式

1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid

HOAT

EDCI

Et3N

4-aminophenol

→

title compound

収率 85.0%

N-(4-hydroxyphenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

収率 85.0%

溶媒

DMF

DMF

反応条件

後処理

1. 1
   温度The reaction was heated at 70° C. for 5 hours
2. 2
   濃縮concentrated to 2 mL in vacuo
3. 3
   workup.ADDITIONdiluted with water (50 mL)
4. 4
   ろ過The precipitate was collected by filtration
5. 5
   洗浄washed with water (5 mL)
6. 6
   その他dried
7. 7
   洗浄The crude product was washed with DCM (20 mL)

実験手順

To a solution of 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (1.70 g, 7.35 mmol), HOAT (1.2 g, 8.82 mmol), and EDCI (1.68 g, 8.82 mmol) in DMF (40 mL) was added Et3N (2.6 mL, 18.38 mmol) drop wise. The solution was stirred at rt for 20 minutes, then a solution of 4-aminophenol (994 mg, 9.11 mmol) in DMF (6 mL) was added drop wise to the reaction system. The reaction was heated at 70° C. for 5 hours, then concentrated to 2 mL in vacuo, and diluted with water (50 mL). The precipitate was collected by filtration, washed with water (5 mL) and dried. The crude product was washed with DCM (20 mL) to give the title compound as a brown solid (2.02 g, 85%).

出典