It is shown that disubstituted chloroformiminium chlorides 2 (R3= H) react with tetrabutylammonium azide (as well as other azide ion sources) to give the corresponding disubstituted cyanamides 5 presumably via the" Curtius like" rearrangement of an intermediate azidoformiminium salt 3. Certain trisubstituted chloroiminium chlorides 9 undergo a related reaction with azide ion to give 1-substituted 5-disubstituted ...
