Toluenesulfonylmethyl Isocyanide (TosMIC)

HPA is a powerful reducing agent with a wide variety of uses including:

Pharmaceutical: as a stimulant in API production

Industrial: as a wetting, dispersing, or emulsifying agent in electroplating, as a reducing agent, an antioxidant, as a decolorizing and color stabilization agent, ...

As a solvent, and a catalyst of alkylation, esterification and polymerization. MSA is also used to generate mesylate salts of APIs.

Used as a reagent for various purposes, including to generate mesylates (methanesulfonyl esters) in aromatic alkylation reactions. It can be reacted with DMSO to obtain sulfoxonium complexes, which are useful oxidizing agents.

Used as a building block for agricultural and pharmaceutical chemicals. MSC dissolves in polar organic solvents but is reactive toward water, alcohols, and many amines. The simplest organic sulfonyl chloride, it is used to make methanesulfonates and to synthesize sulfene.

As a catalyst of alkylation, esterification and polymerization.

Used as a reagent for converting hydroxy groups to excellent triflate leaving groups, and ketones into enol triflates.

With three important chemical groups—specifically, an isocyanide, a tosyl and an acidic α-carbon in-between—contained within its structure, TosMIC (CAS# 36635-61-7) is a versatile synthetic reagent and building block in organic synthesis. This technical whitepaper highlights three mission-critical industrial applications, namely TosMIC’s roles in converting carbonyl groups to nitriles as a cyanating reagent; synthesizing heterocyclic compounds such as oxazoles, imidazoles and pyrroles; and preparing Knoevenagel-type condensation products.