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
