2-Methyl-5-nitrobenzenesulfonamide

Step B: 2-Methyl-5-nitrA solution of 2-methyl-5-nitrobenzenesulfonyl chloride (10.0 g, 43.7 mmol) and EtTo a solution of 2-methyl-5-nitrobenzenesulfonylchloride (10 g, 0.43 mol) in diethyl ether (200 mL) was added aqueous ammonia solution (35percent solution, 40 mL) dropwise over 20 min keeping the temperature below 10 °C, then the mixture was stirred at 40 °C for 2 h and diethyl ether was evaporated. After the precipitated product was filtered and washed with abundant cold water, it was dried in the vacuum-oven at 40 °C. The product was provided a fawn-colored solid in 88percent yield. To a mixtureof p-nitrotoluene (27.4 g, 0.20 mol) in 1, 2-dichloroethane (120 mL) was heated to 50 °C, chlorosulfonic acid (35.4 g, 0.3mol) was added drop-wise with stirring for over 30 min. The mixture was heated to 60 °C for 6 h. Ice water (500 mL) was added at the end of the reaction with stirring. The aqueous mixture was extracted three times with 1, 2-dichloromethane (75 mL), 25 percent ammonium hydroxide (25 mL, 0.33 mol) was added drop-wise combined the organic layers at 10 °C, the mixture was heated to 40 °C for 2 h. The reaction mixture was concentrated under reduced pressure in the end of the reaction. The crude residue was taken up in water (80 mL) and filtered, washed with water to afford off-white solid 3 (35.1 g, 81.2 percent yield), m.p.: 183.2-184.8 °C (lit. [10] m.p.: 183-185 °C) 1HNMR (CDCl3, 300 MHz) δ, ppm: 2.78 (3H, s), 7.24 (2H, s, NH2), 7.55 (1H, d, J = 8.4 Hz), 8.26 (1H, d, J = 8.4 Hz), 8.82(1H, s).

Molecular Weight:216.22
XLogP3:0.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:216.02047791
Monoisotopic Mass:216.02047791
Topological Polar Surface Area:114
Heavy Atom Count:14
Complexity:316
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes