Microtek
December 3rd, 2002, 11:51 AM
Dinitro benzofuroxan is a dense, powerful HE that is generally regarded as being too sensitive for use as a high explosive, however amino derivatives are being investigated for use and salts such as potassium dinitro benzofuroxan can be used in primary compositions.
US patent number 4185018 details the preparation of DNBF by oxidation with NaOCl of o-nitroanilines which can optionally be substituted at the 4 and 5 positions. They mention some of the substituents that can be attached at those sites, but NO2 is not one of them.
o-nitroaniline is not so easy to prepare, as the nitration of aniline will give both o- and p-nitroaniline.
Now my idea was to dinitrate aniline to give primarily 2,4-dinitroaniline which is then oxidized to mononitrobenzofuroxan and nitrated to dinitro...
The full synthesis from Na-benzoate would then be something like this:
- Distillation of Na-benzoate and Ca(OH)2 to give benzene.
- Mononitration of benzene with mixed acids.
- Reduction of nitrobenzene with Fe/HCl to give aniline.
- Dinitration of aniline to give 2,4-dinitroailine ( does anyone know how much 2,6-nitroaniline woul be made ?)
- Oxidation with NaOCl to give nitrobenzofuroxan.
- Nitration to give DNBF.
Of course this assumes that a nitro substituent does not interfere with the oxidative ringclosure.
US patent number 4185018 details the preparation of DNBF by oxidation with NaOCl of o-nitroanilines which can optionally be substituted at the 4 and 5 positions. They mention some of the substituents that can be attached at those sites, but NO2 is not one of them.
o-nitroaniline is not so easy to prepare, as the nitration of aniline will give both o- and p-nitroaniline.
Now my idea was to dinitrate aniline to give primarily 2,4-dinitroaniline which is then oxidized to mononitrobenzofuroxan and nitrated to dinitro...
The full synthesis from Na-benzoate would then be something like this:
- Distillation of Na-benzoate and Ca(OH)2 to give benzene.
- Mononitration of benzene with mixed acids.
- Reduction of nitrobenzene with Fe/HCl to give aniline.
- Dinitration of aniline to give 2,4-dinitroailine ( does anyone know how much 2,6-nitroaniline woul be made ?)
- Oxidation with NaOCl to give nitrobenzofuroxan.
- Nitration to give DNBF.
Of course this assumes that a nitro substituent does not interfere with the oxidative ringclosure.