Sodium Iodide → HCID 61342515, compound

Participants

Reaction Conditions

Reaction Steps

Into a 100 mL flask was placed 2-chloroethylamine hydrochloride (5.0 g, 43.1 mmol) and dichloromethane (50 mL). To the suspension was added N-methylmorpholine (10 mL, 91 mmol) while maintaining the temperature between −3 and 5° C. Methane-sulfonyl chloride (4.0 mL, 51.7 mmol) was added slowly to the reaction mixture. After 2 h the reaction mixture was washed with water, 4 N HCl, and water. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The crude solfonamide (3.1 g) was redissolved in DMF (8.0 mL). NaI (327 mg, 1.97 mmol) and NaN3 (1.92 g, 29.5 mmol) was added to the solution. The reaction mixture was stirred for 48 h at 50° C. and then poured into a mixture of EtOAc/water. The organic phase was washed with water, brine and then dried (MgSO4), filtered and concentrated in vacuo to give the crude product. The crude product was used without any further purification.

Provenance & Evidence