Cycloadditionen von Heterocumulenen an CN‐Bindungssysteme. 2. Mitteilung. Perhydro‐s‐triazindione und cyclische Aminimide aus N,N‐Dimethyl‐N′‐dimethylamino‐formamidin und Isocyanaten

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Abstract
The addition of the arylisocyanates 12a–12p to N,N‐dimethyl‐N′‐dimethylaminoformamidine (7) leads to the cyclic aminimides 14a–14p. Methyl isocyanate and phenyl isotiocyanate react with 7 in an analogous manner and yield the compounds 24 resp. 30. The arylisocyanates 12q–12v, however, which contain electron‐withdrawing groups in the ortho‐ and/or meta‐position, undergo 1,4‐dipolar cycloadditions and react with the amidine 7 to furnish the perhydro‐s‐triazine‐diones 22a–22ff. The mechanism of these reactions is discussed.