USA As Represented by Secretary of the Navy

Arnold T Nielsen

William P Norris

Ronald L Atkins

Richard A Hollins

Andrew P Chafin

William S Wilson

Ronald A Henry

Clifford D Bedford

John D Braun

Albert A De Fusco

M Frank Pickett

Albert A DeFusco, Jr

Stephen L Christian

An improved method of preparing 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane (2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.00]dodecane) (HNIW) is disclosed. The compound is useful as a high energy, high density explosive or propellant oxidizer.

Catalitic synthesis of caged polynitramine compounds

A new compound, 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane (2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo�5.5.0.0.sup.5,9.0 3,11 !dodecane) is disclosed and a method of preparation thereof. The new compound is useful as a high energy, high density explosive. ##STR1##

Caged polynitramine compound

Aminonitrobenzodifuroxan (CL-18) is prepared by directly converting pentanitroaniline to aminonitrobenzodifuroxan with heat in the presence of an excess of sodium azide. The pentanitroaniline is prepared in high yield from 3,5-dinitroaniline with a mixture of nitric acid and sulfuric acid in which the final sulfuric acid concentration is from 99.0 to 99.5%.

Synthesis of aminonitrobenzodifuroxan

This invention illustrates a new compound, octanitrobenzidine. It is utild as a new high energy explosive compound. Octanitrobenzidine is formed by dissolving a tetrqanitrobenzidine with sulfuric acid in the presence of a metal sulfate catalyst. This reaction mixture is further reacted with nitric and sulfuric acid at a temperature sufficient to complete the reaction, then rapidly cooled, and octanitrobenzidine is recovered.

Polynitrobiphenyl derivative

A new polynitro compound pentanitrophenyl azide is disclosed, and a method of preparation is disclosed wherein hexanitrobenzene is reacted with sodium azide. This new polynitro compound is useful as an explosive.

Explosive compound

A new compound 2,6-diamino-1,4,5,8-tetranitronaphthalene is disclosed and a method of preparation thereof. The new compound is useful as a high energy, high density explosive.

Preparation of a diaminotetranitronaphthalene

Pentanitrotoluene is prepared by a method which comprises preparing an amdinitrotoluene from a precursor of either TNT or 2,5-dinitro-3-methylbenzoic acid, nitrating the aminodinitrotoluene to produce a nitramine intermediate, converting the nitramine intermediate to an aminotetranitrotoluene and oxidizing the aminotetranitrotoluene with peroxydisulfuric acid to pentanitrotoluene. Pentanitrotoluene is an explosive.

Methods of preparing pentanitrotoluene

A one pot process for the preparation of trinitrophloroglucinol by the addition of a nitric acid and sulfuric acid mixture to phloroglucinol in sulfuric acid where the nitric acid and phloroglucinol are present in stoichiometric amounts.

Synthesis of trinitrophloroglucinol

Aminopolynitrotoluenes, having energetic properties, including 4-amino-2,,6-tetranitrotoluene 3-amino-2,4,5,6-tetranitrotoluene and 2-amino-3,4,5,6-tetranitrotoluene, and methods for their preparation. Also, 4-amino-N,2,3,6-tetranitrotoluene and 4-amino-N-2,3,5,6-pentanitrotoluene, each having energetic properties. Further, a process for preparing 2,3,4,5,6-pentanitrotoluene.

Synthesis of the isomeric aminotetranitrotoluenes

Hexanitrobenzene is prepared by oxidizing the amine group of pentanitroaniline with H.sub.2 O.sub.2 in H.sub.2 SO.sub.4. The compound is a high density explosive.

Synthesis of hexanitrobenzene

Trinitrotoluene is selectively reduced by reaction with H.sub.2 S in p-dine to produce 4-amino-2,6-dinitrotoluene. This latter compound is then nitrated with HNO.sub.3 in H.sub.2 SO.sub.4 to produce pentanitroaniline which is, in turn, reacted with NH.sub.3 in benzene, methylene chloride or another suitable solvent to produce triaminotrinitrobenzene (TATB). TATB is useful as an explosive.

New method for preparing pentanitroaniline and triaminotrinitrobenzenes

Substituted gem-dinitroalkanes are prepared by reacting a nitro olefin, tetranitromethane and an alcohol or organolithium derivative. The substituted gem-dinitroalkanes are useful as explosives, plasticizers and binders.

Synthesis of gem-dinitroalkanes

Synthetic routes to 2,3,7,8-tetraazaspiro[4.4]nonane, its bispicrate salt, ,3,7,8-tetraazaspiro[4.4]nona-2,7-diene, and 3,8-dicarbomethoxy-2,3,7,8-tetraazaspiro[4.4]nona-1,6-diene. The compounds are useful as high density fuels.

Method for preparing

Method for preparing the bispicrate salt of

Synthetic routes to 2,3,7,8-tetraazaspiro[4,4]nonane, its bispicrate salt, 2,3,7,8-tetraazaspiro [4,4]nona-2,7-diene, and 3,8-dicarbomethoxy:2,3,7,8-tetraazaspiro[4,4]nona-1,6-diene. Thecompounds are useful as high density fuels.

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China Lake, CA, United States of America

Arnold T Nielsen