Hunterman2244
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Nitroguanidine from agmatine sulfate.
I have a source for agmatine sulfate, and was looking for a route to nitroguanadine. I have wanted to make some nitroguanidine for a while, and
agmatine sulfate seems it should be a simple starting material. Any literature or obvious path?
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Boffis
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I had never heard of agmatine before but looking up the structure I think you are in for a hard time. There is no readily hydrolysable bridge between
the aminobutane group and the guanidine. Any attempt to break up this molecule will most likely yield 1,4-diaminobutane (a very smelly compound), the
guanidine moiety being totalled distroyed.
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Hunterman2244
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Quote: Originally posted by Boffis  | | I had never heard of agmatine before but looking up the structure I think you are in for a hard time. There is no readily hydrolysable bridge between
the aminobutane group and the guanidine. Any attempt to break up this molecule will most likely yield 1,4-diaminobutane (a very smelly compound), the
guanidine moiety being totalled distroyed. |
Oh, alright. I thought it would be a bit of an issue, but wanted
to be sure.
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Boffis
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The best source of guanidine nitrate for nitroguanidine production is the low temperature fusion of ammonium nitrate and dicyandiamide. The latter can
be prepared from garden-grade calcium cyanamide such as "Perlka" cyanamide. The yield is not great but if you can get it ground to a fine powder you
need only water and a little sulphuric acid so its a cheap reaction.
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Alkoholvergiftung
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I find the Methode saver of heating Dicyandiamid with sulfuric Acid. You get Guanidinsulfate. Or you trate Dicyandiamid with HCL and HNO3 You get
Guanidinnitrate.
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TGSpecialist1
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We also made guanidine from urea and sulfamic acid on this forum: http://www.sciencemadness.org/talk/viewthread.php?tid=8911
The links to images still work.
And also from urea, ammonium nitrate and silica cat litter: https://www.youtube.com/watch?v=QK_zsRBlkt0
[Edited on 2-5-2019 by TGSpecialist1]
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Boffis
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@Alkoholvergiftung. The advantage of the dicyanamide-ammonium nitrate fusion is that the yield is high (80-85%) and theoretically you get 2 moles of
guanidine per mole of dicyandiamide while with the hydrolysis reaction you can only get 1:1 yield at best and the availability of dicyandiamide is
usually the limiting commodity. The main disadvantage of this method it that it needs to be carried out in small batches as, alledgedly, scale up
sometimes leads to deflagration though I haven't had this problem.
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