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Author: Subject: Oxidation of amine to nitro in HMTD
Hunterman2244
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[*] posted on 24-7-2018 at 19:00
Oxidation of amine to nitro in HMTD


Is it possible to oxidize the amines in HMTD to nitro groups? Maybe via NaOCl?
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Sigmatropic
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[*] posted on 24-7-2018 at 21:09


They are tertiary amines, only primary amines can be oxidized to nitro groups. Perhaps the N-oxide can be made. But given that it is a hemiaminal ether I doubt it will be stable enough to isolate.

[Edited on 25-7-2018 by Sigmatropic]
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Hunterman2244
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[*] posted on 26-7-2018 at 13:13


Quote: Originally posted by Sigmatropic  
They are tertiary amines, only primary amines can be oxidized to nitro groups. Perhaps the N-oxide can be made. But given that it is a hemiaminal ether I doubt it will be stable enough to isolate.

[Edited on 25-7-2018 by Sigmatropic]

Thanks, I saw something on primary amines, but wasn't sure.
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