Dr. Beaker
Hazard to Others
Posts: 132
Registered: 9-9-2005
Location: between the med red and dead
Member Is Offline
Mood: Shaken, not stirred
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Diazotization of amino pyridines
I'm interested in making 1,3 dipyridyl triazines via diazonium salt derived from 2 or 4 amino pyridines:
i.e: 2 eq. (2-amino py) + 1 eq. HNO2 ---> ---->(2-py)-NH-N=N-(2-py)
I would use the pyridinium salt offcours to prevent protonation of the ring N
however, there's no references that diazotization works on amino pyridines... the electronegative N of the ring may make the formation of the
diazonium salt more difficult, but once formed, this diazonium ion may be more stable then it's phenyl counterpart, because its main decomposition
rout (arene carbocation) is more unfavourable (C5H4N)+ is less stable then (C6H5)+
has anyone has any suggestion or insight he'd like to share?
(not optimistic though, in light of the replys, or lack of, which I got for other posts I placed)
[Edited on 20-6-2006 by Dr. Beaker]
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