1-chloro-3-methyl-5-nitro-benzene

2-Chloro-4-nitro-6-methylaniline (55.0 g, 0.295 mol) and ethanol (500 ml) were mixed in a 2 litter four-neck flask. A conc. Sulfuric acid (120 ml) was added dropwise to the reaction mixture at a temperature being lower than room temperature. The reaction mixture was maintained at a temperature of 5 to 10 deg C. and an aqueous solution of sodium nitrite (26.44 g, 0.381 mol/40 ml) was added dropwise thereto over a period of 40 minutes. The reaction mixture was then stirred at room temperature. It was observed that the temperature elevated up to 45 deg C. by way of the reaction heat and then decreases down to lower than 40 deg C. and then the reaction mixture was stirred at a temperature of 40 to 45 deg C. until no foaming. The product mixture was cooled to room temperature and poured into 2500 ml of iced water to obtain precipitates. They were filtered and dried at a reduced pressure to obtain 45.95 g of a yellow solid (production yield 90percent). 1H-NMR, 500 MHz, in CDCl3 (delta) 8.03 (bs, 1H), 7.94 (bs, 1H), 7.50 (bs, 1H), 2.46 (s, 3H)

Molecular Weight:171.58
XLogP3:2.7
Hydrogen Bond Acceptor Count:2
Exact Mass:171.0087061
Monoisotopic Mass:171.0087061
Topological Polar Surface Area:45.8
Heavy Atom Count:11
Complexity:157
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes