USA As Represented by Secretary of the Navy

The United States of America As Represented by the United States

Ronald L Atkins

Arnold T Nielsen

William P Norris

Richard A Hollins

Andrew P Chafin

Aaron N Fletcher

Ronald A Henry

Peter R Hammond

William S Wilson

Rodney L Willer

John W Fischer

Albert A DeFusco, Jr

Stephen L Christian

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 method of preparing 4,6-dinitro-5,7-diaminobenzofuroxan from 4,6-dichloenzofuroxan.

Method of preparing an explosive compound

A process of preparing 1,3,5-trinitro-1,3,5-triazacyclohexane of high teccal purity by a one-step direct liquid nitrolysis of hexamethylenetetramine with dinitrogen pentoxide in 100% nitric acid under a separate chlorinated hydrocarbon phase.

Synthesis of 1,3,5-trinitro-1,3,5-triazacyclohexane

A new one-step synthesis of cyclic 1,3 dinitramines is disclosed. This syesis utilizes a solution of N.sub.2 O.sub.5 in 100% nitric acid as the nitrolyzing media. The polynitramines thus produced find utility as explosive and propellant ingredients, gas generants and in other ordnance applications.

Synthesis of cyclic dinitramines useful as explosive and propellant

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

A laser dye, 2-keto-4,6,8,8-tetramethyl-8,9-dihydro-2H-pyrano(3,2-g) quinoline, is prepared by mixing m-aminophenol and ethyl acetoacetate and heating the mixture.

Method of preparing

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

A dye laser comprising a laser dye solution of a compound having the general structure: ##STR1## wherein at least one of the 5, 6 and 8 ring positions is occupied by a nitrogen atom in lieu of the corresponding CR group and X is OH, alkoxy, or amino including amino substituted by at least one of the following: alkyl, aryl, acyl, aracyl, a group which taken together with the nitrogen atom of the amino group forms a heterocyclic ring, or part of one or two 5 or 6 membered aliphatic heterocyclic rings attached to ring A at positions 6 or 8 or both depending on where the N in ring A is located. R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.8 are hydrogen or other groups as defined below. The compounds lase in the blue-green to near ultraviolet region.

Azacoumarin dye lasers

A dye laser comprising a laser dye solution of a compound having the general structure: ##STR1## wherein at least one of the 5, 6 and 8 ring positions is occupied by a nitrogen atom in lieu of the corresponding CR group and X is OH, alkoxy, or amino including amino substituted by at least one of the following: alkyl, aryl, acyl, aracyl, a group which taken together with the nitrogen atom of the amino group forms a heterocyclic ring, or part of one or two 5 or 6 membered aliphatic heterocyclic rings attached to ring A at positions 6 or 8 or both depending on where the N in ring A is located. R.sub.1, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.8 are hydrogen or other groups as defined below. The compounds lase in the blue to near ultraviolet region.

Growing community of inventors

Ridgecrest, CA, United States of America

Ronald L Atkins