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Author: Subject: Reduction of Azines
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[*] posted on 23-5-2010 at 12:55
Reduction of Azines


I looking for method(without hydrides like NaBH4, LiAlH4) to reduce ketazin to N,N'-dialkylhydrazine. For example acetone azine...

Thanks in advance.
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[*] posted on 23-5-2010 at 19:16


It looks as if you require a reduction that is also an hydrogenation. It could be done with some method of generating nascent (monatomic) hydrogen, to react with the ketazine. Probably the most accessible method of doing this would be reaction of Mg or Zn metal with a strong mineral acid, in the presence of the ketazine. Electrolytic generation of it at a cathode in the presence of ketazine is also possibility. Alternatively, using bottled H2, it may be possible by catalytic hydrogenation, under moderate pressure using Pd or Pt as the catalyst, or with greater pressure using finely divided Ni (Raney nickel) as the catalyst.

[Edited on 24-5-10 by JohnWW]
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[*] posted on 24-5-2010 at 12:21


I rather suspect that strong acid would tend to hydrolyse the azine. I'd try the hydrogenation with a Pt catalyst. (actually, I'd use borohydride, but if you can't get it...)
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[*] posted on 25-5-2010 at 03:22


P.S. Regarding Raney nickel for hydrogenations, see recent posts in this thread:
http://www.sciencemadness.org/talk/viewthread.php?tid=12505&...
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