Tetrazolyl azide

Cachou de Laval, 1, 322 Cadmium tetrazolyl azide as propellants, 5, 837 Cafieidine... 

Azido Tetrazole (Tetrazolyl azide, 5-Triazo-tetrazole, Diazotetrazolimide, Tetrazylazoimide or [Tetrazolyl-(5)] -azoimid (Ger)). 

Tetrazyl Azide (Tetrazolyl Azide, 5-Azido-Tetrazole, Tetraazyl Azide). 

The crystalline diazonium salt will detonate at the touch of a spatula. An ethereal solution exploded violently after 1 h at —78°C, presumably owing to separation of the solid salt [1]. Many explosions were experienced in researches that showed that tetrazolylpenta-zoles were transient intermediates in reaction of the diazonium salt with lithium azide. There was then decomposition to tetrazolyl azides, themselves very explosive [2],... 

CPB1457), whilst with azide ion the chloro compound (107) underwent ring opening and reclosure to give the 2-tetrazolyl-3-aminopyridine (108) (74CR(C)(278)l42l). 

Performance tests consisted of loading DBX-1 as a transfer charge in U.S. Army M55 stab detonators. Standard M55 detonators consist of three separate explosive layers, pressed sequentially into a metal detonator cup as shown in Figure 6. The first layer is 15 mg of the stab initiation mix (NOL-130) it is a combination of lead azide, lead styphnate, barium nitrate, antimony sulfide, and tetrazene [l-(5-tetrazolyl)-3-guanyltetra-zene hydrate], pressed at 70,000 psi. The second layer is 51 mg of transfer charge, lead azide, pressed at 10,000 psi. Lastly, the third layer is 19 mg of output charge, RDX, pressed at 15,000 psi. 

Copper(II) l,3-di(5-tetrazolyl)triazenide, 1429 5-Cyano-4-diazo-4//-l,2,3-triazole, 1345 Cyanoguanidine, 0813 Cyanohydrazonoacetyl azide, 1083 2,3-Diazido-l,3-butadiene, 1437 1,2-Diazidocarbonylhydrazine, 0720 Diazidomethy leneazine, 1021... 

The 3-carboxamides were dehydrated to the 3-nitriles.711,255,284 The 3-nitrile group of 4-oxo-4//-pyrido[l,2-a]pyrimidines was transformed with sodium azide to a tetrazolyl group.155 The 3-carbazoyl group was acylated at N-2,138 and in the 6,7,8,9-tetrahydro series, it was transformed to a —CONHN=CH—NMe2 group284 or condensed with aldehydes.266... 

Urea-Carbamyl A zido Tetrazoles N- 5-Tetrazolyl) Carbamyl Azide. 

OB to C02 —41.53% white ndles mp 207° (decompn). V sol in coned HC1 and aq solns of alkalies (with decompn) v si sol in dil HC1 v difficultly sol in w. Prepn is by adding slowly, with stirring, an aq soln of Na nitrite to a soln of 4-(5-tetrazolyl)-semicarbazide in coned HC1 at 0°. The yield is 61%. The compd burns vigorously when ignited and is more sensitive to impact than Pb Azide... 

Photolysis of the azide 54 in benzene gave the tctrahydro-l,3-oxazepine 55 in moderate yield. The rearrangement proceeded by migration of the endocyclic carbon atom attached to the anomeric center, independent of the anomeric configuration (Equation 10). Unfortunately, when the nitrile group was replaced either by a carboxamido or a tetrazolyl group, complex mixtures of products resulted <2000TA533>. 

Later, it was also claimed that 3-(tetrazolyl)-4//-pyrido[ 1,2-u]pyrimidin-4-ones 159 were obtained in an one-step procedure by heating the appropriate 2-aminopyridine, ethyl (l//-tetrazol-5-yl)acetate, and triethyl orthoformate in dimethylformamide at 90°C for 1 hour, or in boiling tetra-hydrofuran for 6 hours followed by treatment with 1N potassium hydroxide at 50°C for 1 hour, or with anhydrous aluminum chloride under reflux for 6 hours (91EUP462834). 9-Methyl-3-( 1 //-tetrazolyl)-4//-pyrido[ 1,2-a]-pyrimidin-4-one 159 (R = 9-Me) could be prepared when 2-amino-3-meth-ylpyridine hydrochloride and sodium azide were suspended and stirred in dimethylformamide for 1 hour at room temperature, followed by the addition of ethyl ethoxymethylenecyanoacetate, ethoxymethylenemalo-nonitrile, ethyl cyanoacetate and triethyl orthoformate, or malononitrile and triethyl orthoformate and stirring at 90°C for 6-12 hours. Then the reaction mixture was treated with 1 N potassium hydroxide at 50°C for 1 hour, phosphoryl chloride at 90°C for 5 hours, or with concentrated hydrochloric acid at 110°C for 4 hours to give 26-62% yields. 

The cyano group of 3-cyano-, 3-cyanomethyl-, and 3-(cu-cyanoalkyl)-4//-pyrido[ 1,2-a]pyrimidinones 439 was converted to a 5-tetrazolyl group by treatment with sodium azide in boiling tetrahydrofuran for 2-23 hours in the presence of aluminum chloride or in dimethylformamide at 100-110°C for 8 hours in the presence of ammonium chloride to yield 5-tetrazolyl derivatives 440 [87EUP217673 88JAP(K)88/246375]. 3-(l H-... 

It was claimed that tetrazolyl derivative 455 was prepared from the appropriate nitrile on treatment with tributyltin azide in boiling o-xylene... 

EUP435827). Tetrazolyl derivatives 456 were obtained from the corresponding nitrile on treatment with sodium azide and tributyltin chloride in refluxing xylene (94MI2). 

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