Chemical Properties
Cyclopropanesulfonamide is a white solid. It is special antidote for the corn herbicide nicosulfuron, which increases the speed of corn herbicide degradation.
Uses
Cyclopropanesulfonamide is used as fine chemicals to the pharmaceutical, agrochemical, aroma, polymer and electronic industries.
Synthesis
Cyclopropanesulfonamide was synthesized as follows: Standard method D (0054) was used, with cyclopropanesulfonyl chloride as the starting material. The procedure was as follows: cyclopropanesulfonyl chloride (0.400 mL, 3.95 mmol) was dissolved in methanol (3.0 mL) and ammonium hydroxide solution (15 mL) at 0 °C or room temperature and the reaction mixture was stirred. After the reaction lasted for 16 hours, methanol was removed by distillation under reduced pressure. Subsequently, the reaction mixture was extracted with ethyl acetate. After combining the organic layers, the reaction was dried using anhydrous magnesium sulfate (MgSO4), filtered and concentrated to give the target product cyclopropanesulfonamide directly without further purification. The final cyclopropanesulfonamide was obtained as a white solid (0.249 g, 52% yield). The structure of the product was confirmed by 1H NMR (DMSO-d6, 300 MHz), and the characteristic peaks were: δ 6.78 (br s, 2H), 2.50-2.46 (m, 1H), 0.89-0.86 (m, 4H).
References
[1] Patent: US2006/183694, 2006, A1. Location in patent: Page/Page column 25
[2] Patent: US2007/10455, 2007, A1. Location in patent: Page/Page column 26
[3] Patent: US2008/14173, 2008, A1. Location in patent: Page/Page column 26
[4] Patent: US2008/107625, 2008, A1. Location in patent: Page/Page column 24
[5] Patent: WO2003/99274, 2003, A1. Location in patent: Page 65
