2-Hydroxy-3-nitrobenzaldehyde

yellow to brown crystalline powder

General procedure: Phenol (10 mmol) and urea nitrate (10 mmol)were mixed together in acetonitrile–water (95:5, 5 ml) in a 25 ml round bottomed flask and placed in a Milestone’s Start SYNTH microwave reactor. The reaction mixture was heated at 80°C for 40–50 min. At the end of the reaction, the reaction mixture was allowed to cool at room temperature, treated with water, and extracted with dichloromethane. After removing the solvent under reduced pressure, the residue was purified by column chromatography on silica gel to give the corresponding nitrophenol. In allcases ortho-nitrophenols were obtained selectively without any evidence forthe formation of the para-substituted nitrophenols. All the compoundsobtained were characterized by 1H NMR, 13C NMR, mp (for solids), GC–MSand in comparison with authentic samples.Intermediate B7 -hydroxy-3-nitrobenzaidehyde To a solution of 2-hydroxybenzaldehyde (5.0 g, 41 mmol) in acetic acid (50 mL) at 0 °C was added nitric acid (65 percent, 4 g) dropwise. The reaction mixture was slowly warmed to room temperature for 2 hours and then heated at 40 °C for another 5 hours. The resulting mixture was poured into ice (75 g) and water (500 g). The precipitates were filtrated and purified by silica gel chromatography to afford the product 2~hydroxy~3~nitrobenzaidehyde (1 , 8 g, yield 26 percent).

Molecular Weight:167.12
XLogP3:1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:167.02185764
Monoisotopic Mass:167.02185764
Topological Polar Surface Area:83.1
Heavy Atom Count:12
Complexity:188
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes