Chisholm
Hazard to Self
Posts: 62
Registered: 2-4-2017
Member Is Offline
Mood: No Mood
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NQ to diazoaminotetrazole in one pot?
I have a substantial quantity of nitroguanidine (~300g), as well as sodium nitrite, zinc dust, and glacial acetic acid, and would like to perform some
experiments with derivatives of aminoguanidine.
Principally, I'm interested in salts of diazoaminotetrazole, like in this patent:
Attachment: US2064817.pdf (156kB)
This file has been downloaded 421 times
Procedures for aminoguanidine are in a couple of places; CoPaE has one, as does Org Syn, but I'd like a one-pot synthesis that obviates the need for
an intermediate filtering step.
The key concepts I'm seeing in all of the procedures are "keep the temperature below 40ºC" and "the reduction is complete when the yellow color
disappears."
The patent for sodium diazoaminotetrazolate involves adding aqueous nitrite to an aminoguanidine salt in acetate buffer solution.
The procedures I've seen for aminoguanidine involve acetic acid and zinc, and usually separate the aminoguanidine from the solution as the
nearly-insoluble bicarbonate.
Could a one-pot procedure be developed here that prevents precipitation of the zinc?
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PHILOU Zrealone
International Hazard
Posts: 2893
Registered: 20-5-2002
Location: Brussel
Member Is Offline
Mood: Bis-diazo-dinitro-hydroquinonic
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Maybe the fact that Zn(2+) is complexated by NH3, N2H4 related molecules....will cause troubles
Zn(OH)2 + 4 NH3 <--==> Zn(NH3)4(OH)2 (soluble)
Zn(OH)2 + 2 H2N-NH2 <--==> Zn(N2H4)2(OH)2 (unsoluble IIRC)
PH Z (PHILOU Zrealone)
"Physic is all what never works; Chemistry is all what stinks and explodes!"-"Life that deadly disease, sexually transmitted."(W.Allen)
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