2-AMINO-4-BROMOBENZALDEHYDE

General procedure: The mixture of nitrocompound (0.5 mmol) and vasicine (0.5 mmol) in ethylene glycol (2 mL) was stirred at 80°C for 24-48 h. Time was not optimized separately for all substrates. After completion of reaction as monitored by TLC, the reaction mixture was cooled to ambient temperature and extracted with ethyl acetate. The ethyl acetate layer was dried under reduced pressure using rotatory evaporator. The crude was chromatographed over silica gel to afford the desired product.To a solution of 4-bromo-2-nitrobenzaldehyde (10 g, 43.47 mmol) in EtOH (50 mL) andacetic acid (50 mL) was added Fe powder (7.28 g, 130.42 mmol). The mixture was stirred at0 °C for 40 mm under a nitrogen atmosphere. Insoluble solid was filtered off and the filtratewas adjusted to pH= 8 by progressively adding solid NaI-1C03. The resulting solution wasextracted with EtOAc (300 mL x 2), washed with saturated NaHCO3 (100 mL) and brine(100 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The cruderesidue was purified by silica gel chromatography (petroleum ether EtOAc = 10: 1) to givethe title compound (6 g, 64 percent) as a yellow solid. ‘1-1 NMR (400 Mhz, DMSO-d6) 6 9.79 (s, IH), 7.48 (d, J= 8.4 Hz, IH), 7.27 (s, 2H), 6.99 (s, 1H), 6.78 (d, J 8.0 Hz, IH).Step 3. 2-Amino-4-bromobenzaldehyde To a 0.2M solution of 4-bromo-2-nitrobenzaldehyde in acetic acid and ethanol (v/v 1:1) solvent system was added iron powder. The reaction mixture was stirred at ambient temperature under A mixture of To a stirred mixture of Into a 1 L three-necked flask, 10 g (50 mmol) of

Molecular Weight:200.03
XLogP3:1.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:198.96328
Monoisotopic Mass:198.96328
Topological Polar Surface Area:43.1
Heavy Atom Count:10
Complexity:129
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes