Methyl 2-bromo-5-nitrobenzoate

yellow crystalline powder

2-Bromo-5-nitro benzoic acid methyl ester was prepared according to the Reaction Formula 4 shown below: (yield: 81percent): White Crystal2-bromo-5-nitrobenzoic acid (1.96 g, 7.96 mmol) was dissolved in methanol (20 mL) and cooled to 0 °C. Thionyl chloride (1.60 mL, 23.9 mmol) was added dropwise to the solution. The reaction mixture was then refluxed for 2 hrs. The mixture was evaporated under reduced pressure to a solid which was then taken up in 100 mL of ethyl acetate. The solution was washed with 2x 100 mL of water. The organic layer was dried with magnesium sulfate and filtered. The solution was evaporated under reduced pressure to yield a yellow solid (1.63 g, 79percent). mp = 78-80 °C. Example 21: preparation of intermediate 21: methyl 2-bromo-5-nitrobenzoate2-bromo-5-nitrobenzoic acid (4g, 0.Ol6mol) was dissolved in MeOH (20m1) and sulphuric acid (imI) was added. The reaction was refluxed for 3h then cooled at RT. Water (20m1) was added and the solid was filtered, dissolved in DCM andwashed with saturated aqueous solution of NaHCO3. The organic solvent wasdried (Na2504) and evaporated. Intermediate 21 was obtained as white solid(2.83g).2-bromo-5-nitrobenzoic acid (4 g, 0.016 mol) was dissolved in MeOH (20 ml) and sulphuric acid (1 ml) was added. The reaction was refluxed for 3 h then cooled at RT. Water (20 ml) was added and the solid was filtered, dissolved in DCM and washed with saturated aqueous solution of NaHCO3. The organic solvent was dried (Na2SO4) and evaporated. Intermediate 21 was obtained as white solid (2.83 g). [0256] MS (ESI) m/z: 231 [M+H]+. [0257] 1HNMR (CDCl3) δ ppm=8.67 (d, 1H), 8.18 (dd, 1H), 7.90 (d, 1H), 4.02 (s, 3H)

Molecular Weight:260.04
XLogP3:3.3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:258.94802
Monoisotopic Mass:258.94802
Topological Polar Surface Area:72.1
Heavy Atom Count:14
Complexity:240
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes