vannylaholic
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Di-alkylation of urea with aromatic aldehydes in dmso
I have started a series of small scale reactions to form the di imines from pure anhydrous urea and aromatic aldehydes in dmso . just before I start I
was trying to find a proper reducing agent , and I really want to stay away from mercury salts and hydrides . Anybody with any suggestions for a
reduction method for imines would be greatly appreciated thank you.
[Edited on 6-12-2020 by vannylaholic]
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Antigua
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Could you elaborate? I know that Zn/HCl system is okay for reducing imines, although quite dirty too. Thiourea dioxide seems to lead to a mixture of
the ketone and primary amine, so that's not many option that I can think of for you. Borohydride systems really are the best ones we know, if I'm not
mistaken.
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vannylaholic
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Funny you mention zinc/ hydrochloric acid also koh/zinc dust method I just attempted that and got miniscule yields. I think I'm just going to have to
buy some borohydride. And the reaction I'm doing is 2 phenylpropanal and urea in dimethyl sulfoxide , I have formed the imine and good yields. I was
experimenting with different methods of reduction but and not having any luck. My original basis for this reaction was to see if urea can be utilized
in the formation of 2 phenyl propyl Amine.
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