Synthetic Route of 133228-21-4,Some common heterocyclic compound, 133228-21-4, name is N,N-Dimethyl-1H-pyrazole-1-sulfonamide, molecular formula is C5H9N3O2S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Step A: Preparation of 3-Chloro-N,N-dimethyl-1H-pyrazole-1-sulfonamideTo a solution of N-dimethylsulfamoylpyrazole (188.0 g, 1.07 mol) in dry tetrahydrofuran (1500 mL) at -78 C. was added dropwise a solution of 2.5 M n-butyllithium (472 mL, 1.18 mol) in hexane while maintaining the temperature below -65 C. Upon completion of the addition the reaction mixture was maintained at -78 C. for an additional 45 minutes, after which time a solution of hexachloroethane (279 g, 1.18 mol) in tetrahydrofuran (120 mL) was added dropwise. The reaction mixture was maintained for an hour at -78 C., warmed to -20 C. and then quenched with water (1 L). The reaction mixture was extracted with methylene chloride (4×500 mL); the organic extracts were dried over magnesium sulfate and concentrated. The crude product was further purified by chromatography on silica gel using methylene chloride as eluent to afford the title product compound as a yellow oil (160 g). 1H NMR (CDCl3) delta 3.07 (d, 6H), 6.33 (s, 1H), 7.61 (s, 1H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N,N-Dimethyl-1H-pyrazole-1-sulfonamide, its application will become more common.