1,3-Diiodo-5,5-Dimethylhydantoin, DIH

DIH has a comparable reactivity to molecular iodine, but DIH is more convenient to handle, because the solid reagent does not sublimate. DIH is also an alternative to NIS (N-iodosuccinimide) for the iodination of arenes or enols.

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Recent Literature

Various primary alcohols, and primary, secondary, and tertiary amines were efficiently converted into the corresponding nitriles in good yields by oxidation with 1,3-diiodo-5,5-dimethylhydantoin (DIH) in aqueous ammonia at 60 °C.
S. Iida, H. Togo, Synlett, 2007, 407-410.

S. Iida, H. Togo, Synlett, 2007, 407-410.

Various aromatic and aliphatic aldehydes were converted into the corresponding 2-aryl and 2-alkyl-2-oxazolines, respectively, in good yields by reaction with 2-aminoethanol and 1,3-diiodo-5,5-dimethylhydantoin.
S. Takahashi, H. Togo, Synthesis, 2009, 2329-2332.