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

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

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

Hazard Codes 

Xi

HazardClass 

IRRITANT

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

N-(4-ACETYL-PHENYL)-METHANESULFON-AMIDE Chemical Properties,Usage,Production

Synthesis

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