New access to azido-substituted alkylnitramines

A new versatile access to azido-substituted N-alkylnitramines is based on ring opening in N-nitrooxazolidines and N-nitroperhydro-1,3-oxazines with thionyl chloride followed by treatment with sodium azide. Representative N,N-bis(azidoalkyl)- and N-azidoalkyl-N-methoxymethyl- containing nitramines were synthesized and characterized.