Sciencemadness Discussion Board

Interesting primary amide to nitrile conversion

Eddygp - 31-3-2018 at 05:38

These authors have shown a facile and extremely quick (1 min) conversion from nitriles to primary amides and viceversa, using ZnCl2 and microwaves.

I'm not entirely sure what the scope of this reaction is likely to be, but I doubt there would be many side reactions for most common functional groups (maybe apart from ester hydrolysis).

It is unlikely that something like this gets any better for a home chemist: ZnCl2, water, tetrahydrofuran and acetamide is all that is needed.

While I don't have any projects myself regarding this, I was wondering if someone has been thinking of this lately.

Chemi Pharma - 31-3-2018 at 06:12

Nowadays, different methods were discovered to dehydrate an amide to nitrile, not only ZnCl2 and aquous THF.

Here's the paper I have, attached below, that tells what everybody want to know about the recent discovered methods to do this, including what about @Eddygp said:

Attachment: amides to nitriles - various methods.pdf (106kB)
This file has been downloaded 331 times

zed - 31-3-2018 at 15:23

Well, yes. I have been thinking about dehydration of Amides to Nitriles recently.

Were Indole-Acetonitrile easily synthesized form Indole Acetamide, interesting possibilities might emerge.

Indoles are so fussy though.