6- Hydrazino-l,2.4,5-tetrazines

Interaction of the mesoionic thiadiazolium salt (299 Ar = Ph) with hydrazine led to the formation of l,4-dihydro-6-hydrazino-l,2,4,5-tetrazine (300) (76KGS713). The reaction of salts (299) with azodicarboxylate esters was at one time thought to provide the mesomeric... 

Treatment of the bis(pyrazoyl)tetrazine (197) with an excess of hydrazine hydrate generates 3,6-bis(hydrazino)-l,2,4,5-tetrazine (208), a compound which might find use as an energetic additive in high performance propellants. Several salts of (208) have been reported, including the dinitrate and diperchlorate. 3,6-Dichloro-l,2,4,5-tetrazine (209), the product from treating (208) with chlorine in acetonitrile, reacts with the sodium salt of 5-aminotetrazole (210) to yield (211) (C4H4N14 - 79 % N). ... 

Treatment of 3-hydrazino-l,2,4,5-tetrazine (47), obtained following the pathway shown below, with diethoxy methyl acetate yields the unknown parent ting system 1,2,4-triazolo [4,3-b][l,2,4,5]tetrazine (48), some 3,6-disubstituted derivatives being also described <98JHC1329>. 

Dickinson and Jacobsen [74AC298 75JCS(P1)975] prepared 1,2,4-triazolo[4,3-6]1.2,4,5-tetrazine 520 by reacting 6-phenyl-3-hydrazino-1,2,4,5-tetrazine (519) with carbon disulfide or by reacting 4-amino-5-hydrazino-l,2,4-triazol-3-thione (522) with benzaldehyde in alkaline medium. The reaction involved the air oxidation of tetrahydrotriazolo-... 

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