Ethanethiol → 2-Mercaptoethyl-5-nitrophenyl hydroxyethyl sulfone

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Reaction Steps

132.85 g of 2-chloro-5-nitrophenyl hydroxyethyl sulfone are suspended together with 69.1 g of potassium carbonate in 500 ml of ethylmercaptan, and the reaction is allowed to proceed at 30° C. for 2 hours. The ethylmercaptan excess is distilled off under a high vacuum, the residue is taken up in ethanol, and the product is crystallized by pouring into ice-water. After filtration this gives 140.5 g of 2-mercaptoethyl-5-nitrophenyl hydroxyethyl sulfone having a melting of 112°-114° C. (purity >95%), which corresponds to a yield of 91.5% of theory, relative to starting 2-chloro-5-nitrophenyl hydroxyethyl sulfone.

Provenance & Evidence