N-cyclohexyl-3-nitrobenzamide synthesis
- Product Name:N-cyclohexyl-3-nitrobenzamide
- CAS Number:2702-32-1
- Molecular formula:C13H16N2O3
- Molecular Weight:248.28
Yield:-
Reaction Conditions:
with triethylamine in dichloromethane at 20;Cooling with ice;
Steps:
4.6.17 N-(3-nitrophenyl)cyclopentanecarboxamide (18a)
General procedure: Cyclopentanecarbonyl chloride (430mg, 3.26mmol) was slowly added in 3-nitroaniline (7) (300mg, 2.17mmol) in 5mL dichloromethane (CH2Cl2) dropwise under the ice bath. Then the triethylmine (Et3N) (630μL, 4.34mmol) was added into the mixture stirred under the ice bath and reacted at room temperature for 3h. The reaction mixture was quenched with saturated NaHCO3 (20mL) until finished, the organic phase was separated and the aqueous phase was extracted with CH2Cl2 (15mL×3). The combined organic phases were washed with brine, dried over anhydrous Na2SO4, filtered, and evaporated to obtain a crude product, which was purified by flash column chromatography (petroleum PE/EtOAc 3/1, v/v) to give a key intermediate 18a as faint yellow solid (460mg, 90.6% yield).
References:
Zhang, Jifa;Tan, Lun;Wu, Chengyong;Li, Yuyan;Chen, Hao;Liu, Yinghuan;Wang, Yuxi [European Journal of Medicinal Chemistry,2023,vol. 248,art. no. 115085]
