New Route Towards the Synthesis of Multi-Tritiomethyl Iodide.

摘要

A new procedure for the synthesis of multi-tritiated methyl iodide is reported. In this procedure trichloromethylphenyl sulfide was prepared and the trichloromethyl group was hydrogenolyzed in the presence of 10% Pd/C and an organic base with deuterium gas to give the corresponding deuterated sulfide as the precursor. Upon heating a mixture of the latter with excess of benzyl iodide in a special apparatus benzylphenyl sulfide remained as a solid by-product and liberated deuteriated methyl iodide was directly reacted with several simple amines to be N-deuteriomethylated. This new synthetic method can be extended to the tritiomethyl labeling of a variety of organic compounds having a methyl group attached to a heteroatom such as N, O and S. 12 refs.