Sciencemadness Discussion Board

Preparation of amides from the ammonium salt of a carboxylic acid. Would that work for other acids as well?

Parlui - 24-9-2016 at 05:43

Example: Formamide from ammonium formate.

HCOONH4 → HCONH2 + H2O

Question is, would that work for something like dicarboxylic acids, or to prepare sulfonamides?

For instance, could Oxamide, or a simple sulfonamide from methanesulfonic acid be prepared via pyrolysis of an ammonium salt?

zed - 26-9-2016 at 13:16

Perhaps. The devil is in the details.

Pick one, and research it.

Some of the guys seem to prefer making oxamide via the ester.

http://www.sciencemadness.org/talk/viewthread.php?tid=37

[Edited on 26-9-2016 by zed]

CRUSTY - 28-9-2016 at 06:32

I can't imagine it would be too different for the synthesis of diamides, other than potential issues with resonance structures interfering in some way in the shorter dicarboxyllic acids such as oxalic acid. Not to say that that is what I think would happen, it just seems like the most plausible issue. It is certainly worth a try though. I'm not too sure about the sulfonamides though. I have to agree with zed, the ester route seems like the best bet here. Nothing wrong with experimentation though! :)