Aminotetrazoles, nitrated

When 5-ATZ was treated with freshly redistilled benzaldehyde(instead of acetaldehyde), the resulting mixt consisted of crysts explg at 183°, which proved to be guanyl-aminotetrazGle together with some guanyl-aminotetrazole nitrate and some unreacted 5-aminotetrazole... 

R.AH. Strecker H.S. Haiss, Solid 5-Aminotetrazole Nitrate Gas Generating Propellant with Block Copolymer Binder , USP 3898112 (1975) ... 

Nitrotetrazole is readily prepared from the diazotization of 5-aminotetrazole in the presence of excess sodium nitrite and is best isolated as the copper salt complex with ethylenediamine. The salts of 5-nitrotetrazole have attracted interest for their initiating properties. The mercury salt is a detonating primary explosive. The amine salts of 5-nitrotetrazole are reported to form useful eutectics with ammonium nitrate. ... 

Ammonium nitrate, Aluminum powder, Polyester resin, Ammonium bichromate, Charcoal powder Silver perchlorate, 5-Aminotetrazole, Perchloric acid Glycerin, Potassium permanganate Potassium permanganate, Glycerin Silver nitrate, Nitric acid, Ethanol Silver nitrate, Nitric acid, Ethanol... 

Mercuric-5-nitrotetrazole [Structure (2.13)] was prepared according to the methods reported by Gilligan et al. [14] and Redman and Spear [15]. Thus, 5-aminotetrazole was treated with sodium nitrite and copper sulfate to obtain Cu(NT)2HNT-4H20 (where NT nitrotetrazole). The copper salt was subsequently converted to the ethylene diamine complex MNT was then obtained by treating the complex with mercuric nitrate in HN03 medium. The precursors and final product were air dried. The synthesis of these compounds is carried out in a fume hood behind a protective polycarbonate shield in a stainless steel reaction vessel. 

This substance forms salts with acids, and was first isolated in the form of its nitrate. The nitrate is not detonated by shock but undergoes a rapid decomposition with the production of light when it is heated. The picrate and the perchlorate explode violently from heat and from shock. Guanyl azide is not decomposed by boiling water. On hydrolysis with strong alkali, it yields the alkali metal salt of hydrazoic acid. It is hydrolyzed by am-moniacal silver nitrate in the cold with the formation of silver azide which remains in solution and of silver cyanamide which appears as a yellow precipitate. By treatment with acids or weak bases it is converted into 5-aminotetrazole. 

CA 46, 4350 (1952) [The AHC of 5-Nitro-aminotetrazole is reported as 222.6Kcal/mole] 3a) W.F. Sager D.V. Sickman, Research and Development in New Chemical High Explosives , NAVORD 483 (1952) [Addnl properties of 5-ATZ Nitrate reported are a cryst d of 1.82 g/cc and an impact sensy approaching that of Pentolite] 3b) J.H. Bryden, The Unit-Cell Dimensions and Space Groups of Some Tetrazole Compounds , ActaCryst 6, 669—70 (1953) CA 47, 10947 (1953) [Table 1, below, delineates these properties ... 

The fuels are, for example, 5-aminotetrazole, azodicarbonamide, -> Guanidine nitrate, -> Nitroguanidine, dicyandiamide, -> Triamino-guanidine nitrate and similar compounds, as well as salts of, for example, 5-nitrobarbituric acid, urea derivatives and also nitra-mines and similar compounds. The oxidisers are, for example, alkali or alkaline earth nitrates, -> Ammonium, alkali or alkaline earth perchlorates and metal oxides. 

In the above mentioned red and green formulations it is possible to replace the high-N metal tetrazolate salt with more metal nitrate and free aminotetrazole. This causes longer burn times but lower intensities. 

A good example of an N-nitration which can be undertaken using mixed acid or 100% HN03, is the nitration of aminotetrazole to nitriminotetrazole (Fig. 10.2) [59b] ... 

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