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Note | Regular issue | Vol 53, No. 2, 2000, pp.447-452
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8791
Improved Synthesis of an Energetic Material, 1,3,3-Trinitroazetidine Exploiting 1-Azabicyclo[1.1.0]butane

Kazuhiiko Hayashi, Toshio Kumagai, and Yoshimitsu Nagao*

*Faculty of Pharmaceutical Sciences, The University of Tokushima, Sho-machi, Tokushima 770-8505, Japan


Expeditious synthesis of 1-nitroso-3-nitroazetidine (6), a useful key intermediate for the synthesis of 1,3,3-trinitroazetidine (4), was investigated by using 1-azabicyclo[1.1.0]butane (3) and NaNO2 in the presence of some acids. The most efficient method was achieved in 26% yield by treatment of 3 with NaNO2 in the presence of H2SO4. Conversion of 6 into 4 was also carried out.