how to convert amine into alkyl halide
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Abstract
Treatment of 1-substituted-1-tosylhydrazines with 2 equivalents of NCS or NBS in dry THF in presence of light affords the corresponding alkyl halides in good yields. This reaction presumably involves the initial formation of a stabilized hydrazyl radical which is halogenated in a radical chain process. Elimination of p-toluenesulfinic acid and extrusion of nitrogen leads to the corresponding alkyl halide. This route provides an improved method for halodeamination under neutral reaction conditions.
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Abstract
Treatment of 1-substituted-1-tosylhydrazines with 2 equivalents of NCS or NBS in dry THF in presence of light affords the corresponding alkyl halides in good yields. This reaction presumably involves the initial formation of a stabilized hydrazyl radical which is halogenated in a radical chain process. Elimination of p-toluenesulfinic acid and extrusion of nitrogen leads to the corresponding alkyl halide. This route provides an improved method for halodeamination under neutral reaction conditions.
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