TY - JOUR
T1 - Photolysis of dimethylcarbamoyl azide in the presence of a cyclic aminimide
AU - Gibson, Harry H.
AU - Weissinger, Keith
AU - Abashawl, Aida
AU - Hall, Greg
AU - Lawshae, Tom
AU - LeBlanc, Kirk
AU - Moody, Jay
AU - Lwowski, Walter
PY - 1986
Y1 - 1986
N2 - 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 from 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.
AB - 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 from 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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M3 - Article
AN - SCOPUS:2842563964
SN - 0022-3263
VL - 51
SP - 3858
EP - 3861
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 20
ER -