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Die Reaktion der Titelverbindungen (I) und (II) führt unter Halogenabspaltung zu dem Produkt (III), das in der syn‐ und in der anti‐Form vorliegt, wie aus 1H‐NMR‐Daten zu schließen ist.

The reaction between the sulfonamides (I) and cis‐ or trans‐1,2‐dichloroethene (II) (molar ratios (I):(II) ranging from 1:1 to 1:10) is carried out under the conditions of free‐radical initiation to yield the 2,2‐dichloroethylidenarylsulfonylimines (III), the 1,1‐di(N‐arylsulfonamido)‐2,2‐dichloroethanes (IV), the trichloroethylidenarylsulfonylimines (V), the arylsulfonamides (VI), and the products (VII)‐(IX) which are formed by chlorination of 1,2‐dichloroethene (II).

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ChemInform Abstract The reactivity of the title compounds, i.e. the highly electrophilic sulfonamides (I) and (VI) and carboxamides (VIII), is investigated. (I), on reaction with the primary amines (II), affords the unstable adducts (III), whereas the more basic secondary amines (IV) cause cleavage of CHCl3 from (I) or (VI) and formation of the formamidines (V) or (VII), respectively. The carboxamide (VIII), on reaction with secondary amines such as e.g. diethylamine (IVa) or on reaction with ethanol-N,N-dimethylamine (X), affords the stable adducts (IX) or (XI), respectively.