TosMIC

• P- toluenesulphonylmethyl
• TosMIC

Fixed

111-113 ° C ( decomposes )

Insoluble in water

Risk

Template: Infobox chemical / molecular formula search available

Tosylmethylisocyanide is a chemical compound. It is used for the synthesis of nitriles, oxazoles and imidazoles of the van Leusen reaction.

Properties

TosMIC owns the carbon atom between the isonitrile and the sulfonyl group one acidic hydrogen atom. Deprotonation TosMIC get there a nucleophilic center. The Isocyanidkohlenstoff is an electrophilic center.

Synthesis

TosMIC is obtained in a two step reaction. First reacting sodium p- toluenesulfinate, formaldehyde and formamide in a Mannich reaction to give N- ( Tosylmethyl ) formamide which is then dehydrated with phosphorous oxychloride to TosMIC.

Further use

TosMIC is also suitable for the synthesis of pyrroles, indoles, 1,2,4- triazoles and thiazoles.