Reacción #431803

ord-501fb714cc924c2fb5fb0d9fc22033e4

Ecuación de reacción

CCCCCCCCCCCC(=O)[O-].CCCCCCCCCCCC(=O)[O-].CCC[CH2][Sn+2][CH2]CCC
dibutyltin dilaurate
O=[N+]([O-])Nc1nnn[nH]1.[NH4+]
ammonium 5-nitraminotetrazole
N[NH+]=C(N)N(N)N.O=[N+]([O-])Nc1nnn[nH]1
triaminoguanidinium 5-nitraminotetrazole
N1=NC(=C2N=NN=N2)N=N1
5,5'-bitetrazole
NNC(N)=[NH2+].O=C([O-])O
aminoguanidinium bicarbonate
N1=NC(=C2N=NN=N2)N=N1.NNC(N)=[NH2+]
aminoguanidinium 5,5'-bitetrazole

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONThe high nitrogen content solid is then added
  2. 2
    Otroto form a uniform suspension
  3. 3
    OtroAminoguanidinium 5,5'-bitetrazole is synthesized
  4. 4
    FiltraciónThe solution is filtered while hot and the filtrate
  5. 5
    Temperaturarapidly chilled in an ice bath
  6. 6
    FiltraciónThe product is filtered off
  7. 7
    Lavadowashed twice with cold water and vacuum
  8. 8
    Otrodried at 70° C.

Procedimiento

The high nitrogen content solid is then added to form a uniform suspension. A catalyst such as dibutyltin dilaurate is also used. The solids ammonium 5-nitraminotetrazole and triaminoguanidinium 5-nitraminotetrazole, are synthesized by known methods. Aminoguanidinium 5,5'-bitetrazole is synthesized by dissolving 5,5'-bitetrazole (12.7g) and aminoguanidinium bicarbonate (12.5g) in boiling water (160 ml). The solution is filtered while hot and the filtrate rapidly chilled in an ice bath. The product is filtered off, washed twice with cold water and vacuum dried at 70° C., 25 mm to give a 91% (17.8g) yield of aminoguanidinium 5,5'-bitetrazole. The solid guanidinium 5,5'-bitetrazole is synthesized by adding a filtered solution of guanidinium bicarbonate (9.0g, 0.05 mole) in boiling water (75 ml) to a filtered boiling solution of 5,5'-bitetrazole (13.8g, 0.1 mole) in water (200 ml). The resulting solution is cooled rapidly in an ice-water bath. The white, crystalline product is removed by filtration, washed once with cold water and vacuum dried at 70° C., 25 mm to give a 95.6% (18.8g) yield of guanidinium 5,5'-bitetrazole.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05053086uspto-grants-1991_10