Development of a Process for the Preparation of Chloromethyl Chlorosulfate

B Zheng, M Sugiyama, MD Eastgate…

Index: Zheng, Bin; Sugiyama, Masano; Eastgate, Martin D.; Fritz, Alan; Murugesan, Saravanababu; Conlon, David A. Organic Process Research and Development, 2012 , vol. 16, # 11 p. 1827 - 1831

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Citation Number: 3

Abstract

A new and efficient synthesis of chloromethyl chlorosulfate (CMCS) from chloroiodomethane and chlorosulfonic acid is described. This process leverages a chlorosulfonic acid-mediated iodide oxidation to drive the equilibrating displacement process to full conversion. The resulting iodine byproduct is further oxidized and removed as iodate, to prevent iodide- induced decomposition of CMCS. This new process provides an efficient and scalable ...