How to form Schiff's Base at both the ends of the thiosemicarbazide? $\ce{NH2}$ of hydrazine part reacts easily to form Schiff's base i.e. imine. But $\ce{NH2}$ attached to $\ce{C=S}$ does not. How to do that?
One approach is by using NCS but that forms imine at $\ce{NH2}$ attached to $\ce{C=S}$ only and not at the other end.


  • $\begingroup$ (thio)amides have extremely low nucleofility, I think it is impractical to try for the shiff base you want directly, it better to try inderect approach $\endgroup$ – permeakra Jun 10 '14 at 5:12
  • $\begingroup$ I have read papers which say thioamide is more reactive than amides. Could you suggest any indirect methods? $\endgroup$ – user 24 Jun 11 '14 at 2:23

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