Synthesis of β-imino-sulphones. Reaction of the β-imino-sulphones with carbon disulphide

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Abstract
A series of β-imino-sulphones were synthesised by the reaction of alkyl- and aryl-sulphonyl carbanions with nitriles. The β-imino-sulphones, on treatment with carbon disulphide and sodium t-pentyl oxide at room temperature, gave three types of compounds, 1,3-thiazine-2,6-dithiones, 1,2-dithiole-3-thiones, and 1,3-thiazole-2-thiones. In some cases, the formation of 1,3-thiazine-2,6-dithiones were accompanied by the formation of 2-thioxo-1,3-thiazine-6-ones. Ethyl 2-imino-1-methyl-2-phenylethyl sulphone, in this reaction, gave bis-(1,3-dithiol-4-yl) disulphide.

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