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Author Topic: Converting ester to amide in one pot  (Read 5069 times)

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wildfyr

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Re: Converting ester to amide in one pot
« Reply #30 on: December 10, 2018, 10:42:48 AM »

You gotta keep that thing pretty cold or else it will undergo spontaneous Curtius rearrangement
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kriggy

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Re: Converting ester to amide in one pot
« Reply #31 on: December 10, 2018, 09:57:50 PM »

That looks pretty cool.
So, the acid azide is just heated with amine to get the amide?

ah I see, with heating I get the courtious rearangement, not that this wouldnt be interesting as well, to get some urea derivatives there

rolnor

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Re: Converting ester to amide in one pot
« Reply #32 on: December 10, 2018, 11:59:30 PM »

If you have some DMAP as catalyst you probably dont need heating.
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kriggy

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Re: Converting ester to amide in one pot
« Reply #33 on: January 06, 2019, 08:45:24 PM »

Do you have some literature examples of the azide :rarrow: amide tranformation?

rolnor

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Re: Converting ester to amide in one pot
« Reply #34 on: January 06, 2019, 11:19:46 PM »

No, sorry. But this is an old reaction, also used i peptide synthesis, if you search on Scifinder etc. you will get hits.
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