4-ACETAMIDO-3-NITROACETOPHENONE synthesis
- Product Name:4-ACETAMIDO-3-NITROACETOPHENONE
- CAS Number:7418-44-2
- Molecular formula:C10H10N2O4
- Molecular Weight:222.2
Yield: 74%
Reaction Conditions:
with bismuth (III) nitrate pentahydrate in dichloromethane at 23;regioselective reaction;
Steps:
12 General Procedure for ortho-nitration of N-Phenyl Carboxamides or Primary Anilines with Bi(NO3)3•5H2O and Ac2O
General procedure: A flame-dried reaction vessel with a magnetic stirring bar was charged with substrate (0.2mmol), Bi(NO3)3•5H2O (97 mg, 0.2 mmol), dichloromethane (1 mL), and Ac2O (114 μL,1.2 mmol) in sequence. The mixture was stirred at room temperature under airfor 2.5-5 h and cooled to room temperature. After completion of the reaction, the mixture wasquenched with solution of saturated NaHCO3.The resulting mixture was extracted with ethyl acetate (3×20 mL). The combined organic layer wasdried with Na2SO4 and then concentrated under vacuum. Afterevaporation, the residue was purified by column chromatography using silica gel(300-400 mesh size) and petroleum ether / EtOAc as the eluent.
References:
Lu, Yang;Li, Yaming;Zhang, Rong;Jin, Kun;Duan, Chunying [Tetrahedron,2013,vol. 69,# 45,p. 9422 - 9427] Location in patent:supporting information
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