Chlorosuccinimide → N-(Methylsulfonyl)-2-(chloronitromethylene)-tetrahydro-2H-1,3-thiazine

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Reaction Steps

A stirred solution of 0.238 g of (1A), 0.15 g of N-chlorosuccinimide and about 1 mg of azoisobutyronitrile in 10 ml of dichloroethane was refluxed overnight. The resulting mixture was cooled, washed with water, dried (MgSO4) and stripped of solvent, giving a yellow oil. The oil was flash-chromatographed over silica gel, using methylene chloride as eluent, to give (2).

Provenance & Evidence