Sodium hydride → HCID 66223428, compound

Participants

Reaction Steps

To a cold (0° C.) suspension of sodium hydride (267 mg, 60% in oil, 6.67 mmol) in N,N-dimethylformamide (30 mL) was added N-[2,2-bis(methyloxy)ethyl]-3-chloro-1-propanesulfonamide (1.49 g, 6.06 mmol) in N,N-dimethylformamide (10 mL) dropwise. The reaction mixture was warmed to room temperature and stirred one hour. The reaction mixture was poured onto ice and extracted with toluene. The organic layer was washed with water and brine, then dried over sodium sulfate. Filtration and concentration provided 2-[2,2-bis(methyloxy)ethyl]isothiazolidine 1,1-dioxide as a clear oil. 1H NMR (400 MHz, CDCl3) δ 4.51 (t, J=5.3 Hz, 1 H), 3.41-3.37 (m, 8 H), 3.17-3.11 (m, 4 H), 2.35 (m, 2 H).

Provenance & Evidence