1-AMINO-2-(ISOPROPYLSULPHONYL)BENZENE

Step 3: Preparation of 2- isopropylsulfonyl)aniline (4); l -(isopropylsulfonyl)-2 -nitrobenzene (3, 2 g, 8.73 mmol) was taken up in CHTo the hydrogenation vessel were added 10.3 g of 1- (isopropylsulfonyl) -2-nitrobenzene, 125 mL of methanol and 1 g of 10percent palladiumcarbon. The autoclave was replaced with vacuum and 0.5MPa hydrogen three times to maintain the reaction pressure 0.5MPa, the temperature 30 , the reaction 6 hours. The reaction mixture was filtered through celite and concentrated to give the resulting 2- (isopropylsulfonyl) aniline. (9.0 g, molar yield 100percent)Compound 2-3 (20 g, 87.3 mmol) and 10percent palladium on charcoal (2. Og) were added to dry methanol (250 mL), replaced with hydrogen, and reacted at 60 ° C for 2 hours. After cooling, the diatomaceous earth was separated by filtration and dried and concentrated by anhydrous sodium sulfateCompound 2-4 (17.3 g), yield: 95percentCompound 2-3 (20.0 g, 87.3 mmol)And 10percent palladium on carbon (2.0 g)Was added to dry methanol (250 mL)Nitrogen replacement, hydrogen, Reaction at 60 ° C for 2 hours;After completion of the reaction, Filtration with diatomaceous earth, Dried over anhydrous sodium sulfate, concentrated, To give compound 2-4 (17.3 g), Yield: 95.0percent.2-(Isopropylsulfonyl)aniline (J) 115.0 g (0.50 mol) of intermediate III was added to 500 mL of ethanol, 0.6 g (0.05 mol)Activated charcoal and 8.1 g (0.05 mol)Anhydrous ferric chloride, Heating up to 50 , 417.2 g (5.00 mol) of 60percent hydrazine hydrate was slowly added dropwise, the temperature was raised to 80 ° C, Reaction for 15 h. Hot filter, steaming most of the solvent, the residue into the water, Stirring at room temperature for 30min, suction filtration, filter cake after drying light yellow solid 81.62g, yield 82percent.115.0 g (0.50 mol) of intermediate III was added to 500 mL of ethanol, 0.6 g (0.05 mol) of activated carbon and 8.1 g (0.05 mol) of anhydrous ferric chloride were added, and the temperature was raised to 50 ° C, and 417.2 g (417.2 g) was slowly dropped. 5. OOmol) 60percent hydrazine hydrate, heated to 80 ° C, reacted for 15 h. The mixture was filtered while hot, and most of the solvent was evaporated. The residue was poured into water, stirred at room temperature for 30 min, filtered, and filtered to give a pale yellow solid 81.62 g.The yield was 82percent.A solution of 1-(isopropylsulfonyl)-2-nitrobenzene (35 g) in methanol (350 mL) was charged into a Parr hydrogenator vessel. Palladium-charcoal (3.5 g, 10percent) was added to the reaction mass and the vessel was filled with hydrogen (60 psi). The vessel was shaken for 6 hours maintaining the hydrogen pressure constant. The reaction mass was filtered through a Cilite pad which was washed with methanol (200 mL). The organic solvent was distilled completely to afford the title product.Yield: 30.2 g, Purity (by HPLC): 98.3percentTo a mixture of 1 (23.0 g, 0.1 mol), activated carbon (0.12 g, 0.01 mol) and FeCl

Molecular Weight:199.27
XLogP3:1.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:199.06669983
Monoisotopic Mass:199.06669983
Topological Polar Surface Area:68.5
Heavy Atom Count:13
Complexity:253
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes