3-Nitrobenzenesulfonamide

light brown powder

Reference example 53 (not according to the present invention): Synthesis of 3-[6-(2- benzyloxy-phenyl)-pyrimidin-4-ylamino1-benzenesulfonannidea.; Synthesis of 3-Nitro-benzenesulfonamide.; 3-Nitro-benzenesulfonyl chloride (2.0 g, 9.0 mmol) was dissolved in acetonitrile (20 ml_). To this solution was added concentrated aqueous ammonia (20 ml_) saturated with ammonium carbonate and the reaction mixture was vigorously stirred for 1 h at room temperature. Then acetonitrile was removed under reduced pressure and the residue diluted with cold water (30 ml_) leading to a precipitate formation. The precipitate was filtered out and washed with water (2*15 ml_), ether and dried. Yield of 3-nitro- benzenesulfonamide 1.46 g (80percent). Beige powder.Cl MS m/z 203 (MH+)Take the compound m-nitroaniline 7a (1.00 g, 6.58 mmol), Was dissolved in dry dichloromethane (15.0 mL) Methanesulfonyl chloride (7.0 mL, 91.6 mmol) was slowly added dropwise under ice-cooling, A solution of pyridine (3.0 mL) in dichloromethane was added dropwise to the above system, Nitrogen protection, the control system temperature is not higher than 20 °C, Stirring reaction 2hrs after the resumption of room temperature overnight reaction, The system has a small amount of white solid precipitation, TLC monitors the raw material almost completely. Filter out the solid in the system, The solid was washed with dichloromethane (50.0 mL) to give an organic layer. Water (100 mL x 3) was added to the organic layer, transferred to a separatory funnel, The organic layer of the lower layer was extracted, the organic phase was combined, Most of the dichloromethane was distilled off under reduced pressure, Ethyl acetate/petroleum ether was recrystallized to give white crystals 8a (0.620 g, 46.5percent).

Molecular Weight:202.19
XLogP3:0.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:202.00482785
Monoisotopic Mass:202.00482785
Topological Polar Surface Area:114
Heavy Atom Count:13
Complexity:289
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes