Process for preparing 1,5-diazido-3-nitrazapentane

Details Process for preparing 1,5-diazido-3-nitrazapentane Process for preparing 1,5-diazido-3-nitrazapentane

1985-08-09

1988-08-02

Terapane, John F.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

558487, 149 92, C07C11700, C06B 2534

Patent

active

047612509

ABSTRACT:
A process for producing 1,5-diazido-3-nitrazapentane (DANPE) which comprises the steps of nitrating diethanolamine with nitric acid in a halogenated solvent such as methylene chloride to form 1,5-dinitrato-3-nitrazapentane (DINA) as intermediate, solvent transferring such intermediate from the halogenated solvent to dimethylsulfoxide, adding sodium azide to the resulting solution to form DANPE as product, and solvent transferring such product from the dimethylsulfoxide to another halogenated solvent, e.g. methylene chloride. Thus, both DINA intermediate and DANPE product are prepared in solution, and both can also be purified in solution, eliminating the necessity for isolating the neat, hazardous compounds. The DANPE product can be further solvent transferred from the halogenated solvent to ethyl acetate to form an ethyl acetate solution of DANPE, which can be used to furnish the DANPE as an energetic plasticizer, e.g. in the production of gun propellants.

REFERENCES:
patent: 4427466 (1984-01-01), Flanagan et al.
patent: 4440687 (1984-04-01), Witucki et al.
patent: 4450110 (1984-05-01), Simmons et al.
patent: 4472311 (1984-09-01), Frankel et al.

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