Imidazole → HCID 68840725, compound

Participants

Reaction Steps

To a solution of triphenylphosphine (4.4 g, 16.6 mmol) and imidazole (1.2 g, 16.7 mmol) in CH2Cl2 (40 mL) at RT, is added iodine (4.3 g, 17 mmol) portionwise. To this solution is added N-(3-hydroxypropyl)-N-isopropylbenzenesulfonamide (4.2 g, 16.5 mmol) in CH2Cl2 (8 mL) dropwise and the mixture allowed to stir at RT for 18 h. The mixture is then filtered and the filtrate concentrated to an oil, which is partitioned between ether and saturated sodium thiosulfate. The aqueous phase is extracted with ether. The combined organic layers are reduced to 10 mL and then filtered through a plug of silica, eluting with hexane. Evaporation of solvent affords the title compound.

Provenance & Evidence