v-triazolines. XI . Rearrangement of 1-aryl-4,5-diamino-4,5-dihydro-v-triazoles

The reaction of arylazides with 1,2-diaminoethylenes ( 1a-b ) or α,β-diaminostyrenes ( 1c-f ) gave N-(1,2-diaminoethylideneanilines ( 2a-e ) and N-(1,2-diamino-2-phenylethylidene)anilines ( 2g-i ), respectively. These amidine derivatives are formed through the rearrangement of unstable 1-aryl-4,5-diamino-v-triazolines. The regiospecificity of the cycloaddition reaction has been elucidated on the basis of the products obtained.