2-(Phenylsulfonyl)aniline
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2-(Phenylsulfonyl)aniline
structure -
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CAS No:
4273-98-7
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Formula:
C12H11NO2S
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Chemical Name:
2-(Phenylsulfonyl)aniline
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Synonyms:
Benzenamine,2-(phenylsulfonyl)-;Aniline,o-(phenylsulfonyl)-;2-(Phenylsulfonyl)benzenamine;C.I. 37060;C.I. Azoic Diazo Component 18;Diazo Fast Orange LG;Fast Orange LG Salt;Fast Orange Salt LG;2-Aminodiphenyl sulfone;o-Aminophenyl phenyl sulfone;2-Aminophenyl phenyl sulfone;2-(Phenylsulfonyl)aniline;Fast Red R Base;Fast Red RC Base;Fast Red RC Salt;2-(Benzenesulfonyl)aniline
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CAS No:
2-(Phenylsulfonyl)aniline Basic Attributes
233.29
233.29
224-271-1
6VU39ID7LU
DTXSID0044941
2921420090
Characteristics
68.5
2.2
off-white to tan Crystalline powder
1.3±0.1 g/cm3
118-120 °C
439.6°C at 760 mmHg
219.7±24.0 °C
1.628
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Safety Information
NONH for all modes of transport
3
36/37/38-22
36/37/39-26
Xn,Xi
Irritant
Stable under normal temperatures and pressures.
2-(Phenylsulfonyl)aniline Use and Manufacturing
2-(Phenylsulfonyl)aniline 10f. A 5.22 g (0.09315 mol) aliquot of iron (powder) was added gradually to a suspension of 4.9 g (0.01863 mol) of 2-nitrodiphenylsulfone 11, obtained according to previous results, 0.5 mmol of aniline (1a) was added to 4 mL of water, To this was added 0.125 mmol of copper acetate, 1.0 mmol of sodium benzenesulfinate, 1.0 mmol of hydrogen peroxide, Reaction was carried out at room temperature for 2 hours. After completion of the reaction, a saturated aqueous solution of NaCl was added to the reaction solution, Extracted with ethyl acetate, the organic layer was dried over anhydrous magnesium sulfate, filtered, dried at 60 °C under reduced pressure, The crude compound represented by the formula (2a) is obtained.The crude compound represented by the formula (2a) was subjected to silica gel column chromatography, and the volume ratio of ethyl acetate to petroleum etherThe solution was a 1: 2 solution as the mobile phase, and the TLC was followed to collect eluate with an Rf value of 0.3-0.5. The resulting eluate was collected by solvent removal, To obtain 55 mg of the compound represented by the formula (2a) in a yield of 47percent.In a 100 ml reaction flask, 1.87 g (8 mmol)3, 5-di-tert-butyl salicylaldehyde, 1.87 g (8 mmol)2-benzothioyl aniline, 0.5 ml of glacial acetic acid, 30 mL of absolute ethanol, heated to reflux for 6 h, the reaction was stopped, allowed to cool and the reaction solution was concentratedThe product was obtained, washed several times with cold ethanol, and recrystallized to give yellow crystals L6, 2.5 g (69percent).0.5 mmol of aniline (1a) was added to 4 mL of water, To this was added 0.125 mmol of copper acetate, 1.0 mmol of sodium benzenesulfinate, 1.0 mmol of hydrogen peroxide, Reaction was carried out at room temperature for 2 hours. After completion of the reaction, a saturated aqueous solution of NaCl was added to the reaction solution, Extracted with ethyl acetate, the organic layer was dried over anhydrous magnesium sulfate, filtered, dried at 60 °C under reduced pressure, The crude compound represented by the formula (2a) is obtained.The crude compound represented by the formula (2a) was subjected to silica gel column chromatography, and the volume ratio of ethyl acetate to petroleum etherThe solution was a 1: 2 solution as the mobile phase, and the TLC was followed to collect eluate with an Rf value of 0.3-0.5. The resulting eluate was collected by solvent removal, To obtain 55 mg of the compound represented by the formula (2a) in a yield of 47percent.
Used in the synthesis of acid dye 42# red and medicine, pesticide intermediates
Benzenamine, 2-(phenylsulfonyl)-: ACTIVE|PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Computed Properties
Molecular Weight:233.29
XLogP3:2.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:233.05104977
Monoisotopic Mass:233.05104977
Topological Polar Surface Area:68.5
Heavy Atom Count:16
Complexity:314
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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