Journal of Organic Chemistry p. 3858 - 3861 (1986)
Update date:2022-07-29
Topics:
Gibson, Harry H.
Weissinger, Keith
Abashawl, Aida
Hall, Greg
Lawshae, Tom
et al.
Dimethylcarbamoyl azide has been photolyzed in the presence of methyl isocyanate to produce the cyclic aminimide 1,1,4-trimethyl-1,2,4-triazolidine-3,5-dione 1,2-ylide (6) and the azo compound N-(dimethylcarbamoyl)-N,N'N'-trimethylazodicarboxamide (7).The azo compound 7 arises a photolytic reaction between dimethylcarbamoyl azide and aminimide 6.Mechanistic studies support a reaction path involving intermolecular-assisted loss of nitrogen from the azide as a result of interaction with aminimide 6.
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