Bedlasky - 10-1-2021 at 11:25
I successfully prepared N,N'-dicyclohexyloxamide, N,N'-dicyclopentyloxamide and N,N'-dibenzyloxamide from corresponding amines and diethyl oxalate.
Synthesis is quite easy and you can do it just with basic lab equipment in high yields. Reaction doesn't proceed with sterically hindered amines, such
as tert-butylamine. Aromatic amines like aniline also doesn't give a reaction. I tried both these amines without result.
Write up is on my website in czech/english
vano - 10-1-2021 at 13:01
Good work Bedlasky. Are you going to store these compounds if you use them in a future project?
Bedlasky - 10-1-2021 at 15:58
Thanks. I don't have use for them, I just wanted to try this reaction.
njl - 11-1-2021 at 09:40
Relevant paper: https://doi.org/10.1016/j.cclet.2018.01.003
And abstract: https://www.sciencedirect.com/science/article/abs/pii/S10018...
Pumukli - 12-1-2021 at 05:16
Congrats for the preparations!
Actually they are the first reported successful "ester aminolysis" reactions on SM as far as I know. :-)