34520-13-3Relevant academic research and scientific papers
Synthesis and Reactivity of N',N'-Disubstituted N-arenesulfonamides
Himbert, Gerhard,Schwickerath, Willi
, p. 2105 - 2118 (2007/10/02)
The synthesis of the amidino azides 3a-k mentioned in the title can be performed by direct chloride/azide exchange of the correspondingly substituted chlorides 1 or by nitrosation of the corresponding hydrazine derivatives 2.The azides 3 show no tendency, to isomerize to the valence tautomeric 5-amino-1-(arylsulfonyl)tetrazoles 4. - The azides 3 react with triphenylphosphane under nitrogen evolution to give the iminophosphoranes 5, while with methylene-active compounds the corresponding diazo compounds and the guanidines 6 are formed.The amidino azides add smoothly to the ynamines 7 to furnish the triazoles 8 which, depending on the substituents, isomerize partly or completely to yield the diazoamidines 9.
