反応 #86074

反応方程式

5-nitro-1H-pyrazole-3-carboxylic acid [2-(4-chloro-phenyl)-ethyl]amide

ammonium chloride

→

5-amino-1H-pyrazole-3-carboxylic acid [2-(4-chloro-phenyl)-ethyl]-amide

収率 70.0%

溶媒

tetrahydrofuran

ethanol

反応条件

後処理

1. 1
   温度After cooling
2. 2
   ろ過the mixture was filtrated on a short pad of celite
3. 3
   洗浄washed with ethanol (10 mL), tetrahydrofuran (10 mL) and water (10 mL)
4. 4
   その他The filtrate was evaporated
5. 5
   workup.ADDITIONwater (10 mL) was added
6. 6
   抽出the aqueous phase was extracted with dichloromethane (2×15 mL)
7. 7
   乾燥The organic layers were dried over magnesium sulfate
8. 8
   ろ過filtered
9. 9
   その他evaporated in vacuo

実験手順

To a solution of 5-nitro-1H-pyrazole-3-carboxylic acid [2-(4-chloro-phenyl)-ethyl]amide (160 mg, 5.42 mmol, 1 eq) in tetrahydrofuran and ethanol (1 mL/3 mL) was added a saturated solution of ammonium chloride (1 mL) and iron (97 mg, 1.73 mmol, 3.2 eq). The mixture was stirred at 105° C. for 16 h. After cooling, the mixture was filtrated on a short pad of celite and washed with ethanol (10 mL), tetrahydrofuran (10 mL) and water (10 mL). The filtrate was evaporated, water (10 mL) was added and the aqueous phase was extracted with dichloromethane (2×15 mL). The organic layers were dried over magnesium sulfate, filtered and evaporated in vacuo to afford 5-amino-1H-pyrazole-3-carboxylic acid [2-(4-chloro-phenyl)-ethyl]-amide as beige powder (100 mg, 70% yield).

出典