Reactivity of Cyanogen towards N ‐Substituted Sulfamides: Synthesis of 1,2,5‐Thiadiazole 1,1‐Dioxide Derivatives
1989; Wiley; Volume: 1989; Issue: 11 Linguagem: Inglês
10.1002/jlac.198919890282
ISSN0170-2041
AutoresIbón Alkorta, Vicente J. Arán, E. DAVILA, José Rafael Ruiz, M. Stud,
Tópico(s)Synthesis and Biological Evaluation
ResumoAbstract The acid‐catalyzed cycloaddition of N ‐substituted sulfamides 1a–f with cyanogen affords 2‐substituted 4‐amino‐2,3‐dihydro‐3‐imino‐1,2,5‐thiadiazole 1,1‐dioxides 5a–f which, in turn, could be easily hydrolyzed to give the corresponding 3‐oxo derivatives 2a–f by acid treatment. Direct spectral evidence of amino – imino tautomerism in aminothiadiazole 1,1‐dioxide derivatives has been observed for the first time in compounds 5 .
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