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7146-68-1

7146-68-1 Structure

7146-68-1 Structure
IdentificationBack Directory
[Name]

4-(4-chlorophenyl)sulfonylaniline
[CAS]

7146-68-1
[Synonyms]

NSC 23812
NSC 51990
Dapsone Impurity 5
Dapsone Impurity 2
4-(4-chlorophenyl)sulfonylaniline
p-[(p-Chlorophenyl)sulfonyl]aniline
4-Amino-4''-Chlorodiphenyl Sulphone
4-AMinophenyl 4-chlorophenyl Sulfone
Dapsone Aniline Chlorophenyl Impurity
4-[(4-Chlorophenyl)sulfonyl]benzenamine
Benzenamine, 4-[(4-chlorophenyl)sulfonyl]-
[EINECS(EC#)]

205-525-8
[Molecular Formula]

C12H10ClNO2S
[MDL Number]

MFCD00025350
[MOL File]

7146-68-1.mol
[Molecular Weight]

267.73
Chemical PropertiesBack Directory
[Melting point ]

184-185 °C
[Boiling point ]

466.4±30.0 °C(Predicted)
[density ]

1.394±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

0.84±0.10(Predicted)
[color ]

Off-White to Light Yellow
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
Hazard InformationBack Directory
[Uses]

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

N-[4-(4-CHLORO-BENZENESULFONYL)-PHENYL]-ACETAMIDE

6630-10-0

4-(4-chlorophenyl)sulfonylaniline

7146-68-1

Step 2. N-[4-(4-Chlorophenyl)sulfonylphenyl]acetamide (5.5 g, 0.014 mol) was dissolved in a mixture of concentrated hydrochloric acid (70 mL) and ethanol (70 mL), and the reaction was refluxed overnight. The progress of the reaction was monitored by thin layer chromatography (unfolding reagent: petroleum ether/ethyl acetate = 2:1, Rf = 0.3) to confirm the completion of the reaction. The reaction mixture was concentrated under reduced pressure and the residue was neutralized with saturated sodium bicarbonate solution to pH>7 and subsequently extracted with ethyl acetate (80 mL x 3). The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 4-((4-chlorophenyl)sulfonyl)aniline (4.1 g, 87% yield) as a light brown solid.

[References]

[1] Patent: WO2014/26039, 2014, A2. Location in patent: Paragraph 0191
[2] Gazzetta Chimica Italiana, 1949, vol. 79, p. 621,625
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