Water → HCID 21701856, compound

Participants

Reaction Steps

To a stirred solution of cyclopropylmethylamine (1.28 ml, 15 mmol) in dioxane (37 ml) was added at room temperature 3-nitrobenzenesulfonyl chloride (3.0 g, 14 mmol) and triethylamine (2.06 ml, 15 mmol). The light yellow suspension was stirred at room temperature for 4 h, poured into water (100 ml) and extracted with dichloromethane (3×75 ml). The combined organic layers were washed with water (100 ml) and brine (70 ml), dried (MgSO4) and evaporated. The crude product was further purified by column chromatography on silica gel (heptane/ethyl acetate 1:1) to yield 3-nitro-N-cyclopropylmethyl-benzenesulfonamide (3.08 g, 89%) as an off-white solid. MS (ISP) 254.9 [(M−H)−]; m.p. 91° C.

Provenance & Evidence