m-toluenesulphonamide

m-toluenesulphonamide Property

Melting point:

106-110°C

Boiling point:

337.1±35.0 °C(Predicted)

Density 

1.2495 (rough estimate)

refractive index 

1.6100 (estimate)

storage temp. 

Store at room temperature

solubility 

DMSO (Sparingly), Methanol (Slightly)

form 

Solid

pka

10.17±0.60(Predicted)

color 

Off-White

Water Solubility 

7.812g/L(25 ºC)

Safety

HS Code 

2935909099

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

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.

m-toluenesulphonamide Chemical Properties,Usage,Production

Synthesis

Under nitrogen protection, 3'-methylbenzenesulfonyl chloride (380 mg, 2.0 mmol) was slowly added to an excess of methanol (3.5 mL, 24.5 mmol), and the reaction mixture was cooled under ice-bath conditions and then gradually brought up to room temperature for the reaction. After 0.5 h of reaction, the solvent was removed by rotary evaporator, 10 mL of ice water was added and extracted four times with dichloromethane (DCM). The organic phases were combined and purified by recrystallization to give the white solid product m-toluenesulfonamide (275 mg, 79.0% yield).

References

[1] Journal of Medicinal Chemistry, 2004, vol. 47, # 22, p. 5367 - 5380
[2] Patent: CN107098846, 2017, A. Location in patent: Paragraph 2483; 2485; 2486
[3] American Chemical Journal, 1897, vol. 19, p. 173,175,189
[4] Justus Liebigs Annalen der Chemie, 1873, vol. 169, p. 47
[5] Journal of Organometallic Chemistry, 1965, vol. 3, p. 442 - 447