US 2024/0368075 A1 · Synthesis of N,N-Dialkyl, -Dialkenyl, -Dialkynyl, and Related Cyclics, Sulfamoyl Fluoride Compounds Using Hydrogen Fluoride

Abstract

Methods of producing N,N-dimethyl sulfamoyl fluoride and related derivatives of the formula F—S(O)2—NR2 (I) by contacting a sulfamoyl nonfluorohalide compound of the formula X—S(O)2—NR2 (II) with anhydrous hydrogen fluoride under conditions sufficient to produce the N,N-dimethyl sulfamoyl fluoride or derivative thereof of Formula I, wherein R in each of Formulas I and II is, independently, a linear or branched alkyl, alkenyl, or alkynyl group containing 1 to 12 carbon atoms, the Rs can be joined to form a cyclic amine with the N, and X is any one of chlorine, bromine, and iodine.

Claims30

Dependent claims

A method of producing a sulfamoyl fluoride compound of the formula F—SO2—NR2, wherein either 1) each R is, independently, a linear or branched alkyl, alkenyl, or alkynyl group containing 1 to 12 carbon atoms or 2) R2 forms a cyclic amine with the N, the method comprising:

adding a sulfamoyl nonfluorohalide of the formula X—SO2—NR2 and hydrogen fluoride (HF) to a reaction chamber of a reaction apparatus, wherein X is selected from the group consisting of chlorine (Cl), bromine (Br), and iodine (I);
providing conditions sufficient to support a reaction between the sulfamoyl nonfluorohalide and the HF that forms the sulfamoyl fluoride compound and an HX byproduct;
and
selectively removing at least some of the HX byproduct so as to yield the sulfamoyl fluoride compound.

1 more element

Dependencies are inferred from the claim text.

Synthesis of N,N-Dialkyl, -Dialkenyl, -Dialkynyl, and Related Cyclics, Sulfamoyl Fluoride Compounds Using Hydrogen Fluoride

Life of this patent

Synthesis of N,N-Dialkyl, -Dialkenyl, -Dialkynyl, and Related Cyclics, Sulfamoyl Fluoride Compounds Using Hydrogen Fluoride

Life of this patent

Abstract

Claims30