Great job PHILOU!
I've tried the diazotation with of the guanazole solution with the same conditions (sulfuric acid, sodium nitrite and 10º C) and again a orange
precipitate is obtained, it should be the corresponding triazene.
This is also described in this paper in the preparation of 3,5-dinitro-1H-1,2,4-triazole, although they use higher temperatures for this synthesis. They describe lots if
impurities (but not triazenes), specially if DAT is prepared from cyanoguanidine and hydrazine, as I did. One thing that caught my atention is the
presence of azidotriazoles, which makes the HDNT obtained this way more sensitive to shock.
Anyway, isolation of HDNT seem too difficult to me, so I'm not going to try it. In fact, I have no plans for the obtained precipitate.
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