1-(5-Bromo-2-nitrophenyl)ethanone

100 g of bromoacetophenone was slowly added dropwise to 500 ml of sulfuric acid nitric acid mixture (volume ratio 1: 7, minus 20 degrees), and the temperature was stirred overnight. The reaction mixture was filtered through ice water to give 107 g of 2-nitro-5-bromoacetophenone as a yellow solid in 87percent yield.To nitric acid (fuming, 2 mL, 25.1 mmol) was slowly added sulfuricacid (2.5 mL, 25.1 mmol) at 0 C and the mixture was stirredat same temperature for 15 min. To the solution was slowly added27 (3.34 mL, 25.1 mmol) at 0 C with vigorous stirring and the mixturewas stirred at same temperature for 1 h. The mixture waspoured into ice-water and extracted with EtOAc. The organic layerwas washed with satd NaHCO3 solution and brine, dried overMgSO4, concentrated, and purified by column chromatography (silicagel, hexane/EtOAc = 100/0 to 90/10) to give the title compound(2.04 g, 33percent) as pale yellow crystals. 1H NMR (400 MHz, DMSO-d6)d 2.58 (3H, s), 7.92–8.00 (H, m), 8.02–8.08 (2H, m).In the ice bath, the starting material, about 10 mmol of 3-acetyl-4-nitro-aminobenzene was added into HBr/H(c) Synthesis of 3-acetyl-4-nitro-bromobenzene; 10 mmol of 3-acetyl-4-nitro-aminobenzene as a starting material was added to 100 mL of HBr/H34b) (c)

Molecular Weight:244.04
XLogP3:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:242.95311
Monoisotopic Mass:242.95311
Topological Polar Surface Area:62.9
Heavy Atom Count:13
Complexity:226
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes