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Updated: Sep 22, 2025

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
Synthesis of N-Sulfenylimines from Disulfides and Primary Methanamines
1Faculty of Sciences, Siedlce University, 3 Maja Street No. 54, Siedlce 08-110, Poland.
Abstract:
N-Sulfenylimines (sulfenimines, thiooximes, N-alkylidenesulfenamides) were efficiently synthesized through the reaction of primary amines and disulfides with NBS or bromine. This reaction can be carried out in an open flask at room temperature without the need for any transition-metal-containing additives. The use of thiols instead of disulfides gave similar results. A wide range of amines were reacted with aryl and alkyldisulfides, resulting in the formation of sulfenimines in a yield of 44-99%.
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