ChemicalBook--->CAS DataBase List--->5317-89-5

5317-89-5

5317-89-5 Structure

5317-89-5 Structure
IdentificationBack Directory
[Name]

N-(4-ACETYL-PHENYL)-METHANESULFON-AMIDE
[CAS]

5317-89-5
[Synonyms]

AURORA 2940
N-(4-Acetylphenyl)
N-(4-ethanoylphenyl)methanesulfonamide
Methanesulfonamide, N-(4-acetylphenyl)-
N-(4-ACETYL-PHENYL)-METHANESULFON-AMIDE
[Molecular Formula]

C9H11NO3S
[MDL Number]

MFCD00159342
[MOL File]

5317-89-5.mol
[Molecular Weight]

213.25
Chemical PropertiesBack Directory
[Melting point ]

150-152 °C
[Boiling point ]

369.4±44.0 °C(Predicted)
[density ]

1.320±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

7.16±0.10(Predicted)
[Appearance]

White to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[HazardClass ]

IRRITANT
Spectrum DetailBack Directory
[Spectrum Detail]

N-(4-ACETYL-PHENYL)-METHANESULFON-AMIDE(5317-89-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

4-Aminoacetophenone

99-92-3

Methanesulfonyl chloride

124-63-0

N-(4-ACETYL-PHENYL)-METHANESULFON-AMIDE

5317-89-5

Cooled 4-aminoacetophenone (10 mmol) was dissolved in pyridine (10 mL) at 0 °C and methanesulfonyl chloride (15 mmol) was added slowly. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the reaction mixture was diluted with H2O and extracted with ethyl acetate (EtOAc) several times. The organic layers were combined, washed sequentially with H2O and saturated brine and dried over anhydrous magnesium sulfate (MgSO4). After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by rapid column chromatography on silica gel, the eluent being a mixed solvent of ethyl acetate:hexane to afford N-(4-acetylphenyl)methanesulfonamide (Compound 13-5, LJO-298). The yield was 95% and the melting point was 161 °C. 1H NMR (CDCl3) δ: 7.97 (dd, 2H, J = 2.0, 6.8 Hz), 7.26 (dd, 2H, J = 2.0, 6.8 Hz), 6.87 (bs, 1H), 3.10 (s, 3H), 2.59 (s, 3H).

[References]

[1] Journal of Enzyme Inhibition and Medicinal Chemistry, 2014, vol. 29, # 6, p. 846 - 867
[2] Organic Process Research and Development, 1998, vol. 2, # 2, p. 71 - 77
[3] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 18, p. 6043 - 6053
[4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 12, p. 2685 - 2688
[5] Patent: WO2005/3084, 2005, A1. Location in patent: Page 79
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