2-Bromo-4-methyl-6-nitrobenzenamine

4-Methyl-2-nitroaniline (131.2 g, 862 mmol) was suspended in glacial acetic acid (1.25 L) and bromine (54 mL, 1.05 mol) added over 1 h at ambient temperature. The reaction mixture was stirred for 1 h, poured into water (7.5 L) and the suspension stirred for 30 min. The solid was filtered, washed with water (5 .x. 1 L) and dried to give 21 (187.2 g, 94percent) as an orange solid: General procedure: To a stirring solution of 2-chloro-4-methylaniline or 4-methyl-2-nitroaniline (0.1 mol) in acetic acid (70 mL) cooled to 5 °C, 48percent aqueous HBr (0.3 mol, 33.6 mL) was added in one portion. A solution of sodium chlorate (33 mmol, 3.51 g) in water (18 mL) was added dropwise (the temperature of the mixture was kept below 45 °C), and the mixture was stirred at r.t. for 1 h. The precipitated product was filtered, washed with water (50 mL) and dried.

Molecular Weight:231.05
XLogP3:2.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:229.96909
Monoisotopic Mass:229.96909
Topological Polar Surface Area:71.8
Heavy Atom Count:12
Complexity:183
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes