4-[(4-Chlorophenyl)sulfonyl]benzenamine

Step 2. A mixture of Compound 6-C (5.5 g, 0.0 14 mol) in concentrated HC1 (70 mL) and ethanol (70 mL) was refluxed overnight. Monitoring by thin layer chromatography (petrol ether: ethyl acetate=2: 1 and Rf at 0.3) showed the reaction was complete. The mixture was concentrated. The residue was neutralized with saturated NaHCO3 to pH > 7 and extracted with ethyl acetate (80 mL x 3). The combined organic50 layers were dried and concentrated to give Compound 6-D (4.1 g, 87percent) as a light brown solid.[0191] Step 2. A mixture of Compound 6-C (5.5 g, 0.0 14 mol) in concentrated HC1 (70 mL) and ethanol (70 mL) was refluxed overnight. Monitoring by thin layer chromatography (petrol ether: ethyl acetate=2: 1 and Rf at 0.3) showed the reaction was complete. The mixture was concentrated. The residue was neutralized with saturated NaHCO3 to pH > 7 and extracted with ethyl acetate (80 mL x 3). The combined organic50 layers were dried and concentrated to give Compound 6-D (4.1 g, 87%) as a light brown solid.[0192] Step 3. A mixture of Compound 6-D (4.1 g, 0.015 mol), Compound 6-E (2.33 g, 0.0 13 mol) and p-toluenesulfonic acid (2.85 g, 0.0 15 mol) in ethanol (70 mL) was refluxed overnight. Monitoring by thin layer chromatography (petrol ether: ethyl acetate=2: 1 and Rf at 0.5) showed the reaction was complete. The mixture was partitioned between saturated aqueous NaHCO3 (100 mL) and ethyl acetate (100 mL) and extracted with ethyl acetate (100 mL x 2). The combined organic layers were dried and concentrated. The residue was recrystallized with ethyl acetate to give Compound 6-F (2.8 g, 44%) as light brown solid.?H NMR (400 MHz, MeOH) oe 1.37-1.41 (m, 3H), 4.40-4.48 (m, 2H), 7.42-7.47 (m, 2H), 7.78-7.87 (m, 4H).

4-Amino-4'-chlorodiphenyl sulfone is a substituted 4-aminodiphenylsulfone as Escherichia coli dihydropteroate synthase inhibitor.

Molecular Weight:267.73
XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:267.0120774
Monoisotopic Mass:267.0120774
Topological Polar Surface Area:68.5
Heavy Atom Count:17
Complexity:336
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes