Industrially applicable process for the sulfamoylation of alcohols and phenols

US7067683B2 · kind B2 · utility

Assignee

• SCHERING CORPORATION · US

Inventors

• Jens Geisler · Berlin, DE
• Frank Schneider · Neuss, DE
• Fernando Lopez Holguin · Schmachtenhagen, DE
• Kai Lovis · Düsseldorf, DE

Key dates

• Filing date: Dec 23, 2002
• Grant date: Jun 27, 2006
• Expiry date: Sep 13, 2023

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07J41/0072
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

This invention describes a safe method for the production of sulfamoyl chloride from chlorosulfonyl isocyanate and formic acid in the presence of a amide catalyst, taming the hazardous nature of this reaction by circumventing heat accumulation processes, as well as the sulfamoylation of alcohols and phenols with the resulting sulfamoyl chloride in N,N-dimethyl acetamide or N-methyl pyrrolidone thereby avoiding the formation of side-products which were inevitable with the methods of the prior art using dimethyl formamide or dichloromethane as a solvent. The current invention allows industrial scale applications and describes as an example the process of manufacture of the biologically active compound 17β-Hydroxyestra-1,3,5(10)-triene-3-yl sulfamate.