N-(4-Nitrophenyl)propionamide

CHCH3CH2CONH(4-C6H4NO2) To a solution of 4-nitroaniline (7.5 mmol, 1.04 mg) in CH2Cl2 (30 mL) was added propionyl chloride (7.5 mmol, 0.70 mL) and the reaction mixture was stirred overnight at ambient temperature. The mixture was then filtered and the solvent of filtrate was removed in vacuum. The product was washed with hexane (10 mL). Compound N-(4-nitrophenyl)propionamide was obtained as a white powder after removal of hexane in vacuum. Yield 0.38 g (26%).Step 1: Synthesis of N-(4-nitrophenyl)propionamide Propionyl chloride was added to the solution of 4-nitroaniline (1.Og, 7.25 mmol), DMAP (40 mg), and pyridine (0.70 mL) in CH2Cl2 (30ml) at O0C. The reaction was stirred for 4 hours. The solution was washed with an aqueous 0.1N HCl, H2O, dried with Na2SO4, concentrated to afford yellow solid 1.37g. 1H NMR 600 MHz (DMSO-d6) delta 10.21 (s, IH), 8.10 (d, J=9.0 Hz, 2H), 7.90 (d, J=9.0 Hz, 2H), 2.38 (t, J=7.2 Hz, 2H), 1.04 (q, J=7.8 Hz, 7.2 Hz, 3H).

Molecular Weight:194.19
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:194.06914219
Monoisotopic Mass:194.06914219
Topological Polar Surface Area:74.9
Heavy Atom Count:14
Complexity:217
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes