Reaction equation
[CH3:1][NH:2][N+:3]([O-:5])=[O:4].[N+:6]([N:9]([CH3:12])[CH2:10]O)([O-:8])=[O:7]>>[N+:3]([N:2]([CH2:10][N:9]([N+:6]([O-:8])=[O:7])[CH3:12])[CH3:1])([O-:5])=[O:4]Participants
Procedure
An additional mole of methylnitramine is reacted with the 2-nitro-2-aza-1-propanol to produce 2,4-dinitro-2,4-diazapentane. The reactants (in approximately a 1:1 molar ratio) are dissolved in a suitable organic solvent and the resulting solution is added to concentrated sulfuric acid at a controlled rate. The reaction temperature is maintained at a temperature above the freezing point of the concentrated sulfuric acid up to 5° C., but preferably from -5° C. to 0° C. The product 2,4-dinitro-2,4-diazapentane is then isolated by extraction using a suitable organic solvent, washing to remove traces of the acid, evaporating off the solvent, and then recrystallizing the resulting solid. A suitable organic solvent is one that (1) is capable of holding the methylnitramine and 2-nitro-2-aza-1-propanol starting materials and the 2,4-dinitro-2,4-diazapentane product in solution, (2) chemically inert to concentrated sulfuric acid, and (3) essentially immiscible with concentrated sulfuric acid. Suitable solvents include methylene chloride, chloroform, 1,2-dichloroethane, and 1,1,2-trichloroethane. Methylene chloride is the most preferred solvent.
Sources & evidence
- ORD record
- ord-bca30cf26d234774ae87aed118c198a5
- Source dataset
- uspto-grants-1983_11
- Patent number
- US04418212
Linked notes
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