24243-71-8

Propylsulfonamide is used in the preparation of different electron donors in luminogenic luciferins and fluorescent dyes.

The general procedure for the synthesis of propylsulfonamide from propylsulfonyl chloride is as follows: 20 mL of diethyl ether was saturated with ammonia and the solution was cooled to 0 °C. Subsequently, 0.8 mL (7 mmol, 1 eq.) of propylsulfonyl chloride was slowly added dropwise to the above solution at 0 °C, and the reaction was bubbled with ammonia for 10 min. Upon completion of the reaction, the solvent was removed by evaporation and the residue was suspended in dichloromethane. After sonication to promote dissolution, the insoluble solids were removed by filtration. Evaporation of the filtrate resulted in 878 mg (about 100% yield) of propylsulfonamide as a colorless liquid. The structure of the product was confirmed by 1H NMR (DMSO-d6).

[1] Patent: WO2008/101979, 2008, A1. Location in patent: Page/Page column 87
[2] Journal of Fluorine Chemistry, 1996, vol. 79, # 1, p. 71 - 75
[3] Patent: US2006/25477, 2006, A1. Location in patent: Page/Page column 7
[4] Patent: US2016/70167, 2016, A1
[5] Patent: US2017/253569, 2017, A1. Location in patent: Paragraph 0054; 0383-0384