FIELD: chemistry.
SUBSTANCE: invention relates to substituted [(3-nitro-1H-1,2,4-triazol-1-yl)-NNO-azoxy]furazanes of general formula I, which can be used as oxidizing agents and energy-intensive fillers of mixed solid rocket fuels. In the formula I R=NH2 (Ia), NO2 (Ib), 
The invention also relates to a method of the production of these compounds, which consists in the fact that 1-amino-3-nitro-1H-1,2,4-triazole (IV) is subjected to interaction with 2,2,2-trifluoro-N-(4-nitrosofurazan-3-yl)acetamide (V) and dibromisocyanurate (DBI) in an aprotic organic solvent at a reduced temperature. The resulting 2,2,2-trifluoro-N-{4-[(3-nitro-1H-1,2,4-triazol-1-yl)-NNO-azoxy]-furazan-3-yl}acetamide (VI) is treated with acid in a polar proton organic solvent in the presence of water. The resulting 3-amino-4-[(3-nitro-1H-1,2,4-triazol-1-yl)-NNO-azoxy]furazan (Ia) is isolated. In the case of producing 3-nitro-4-[(3-nitro-1H-1,2,4-triazol-1-yl)-NNO-azoxy]furazan (Ib), the compound Ia is subjected to reaction with an excess of nitric anhydride in an aprotic organic solvent at a reduced temperature. In the case of producing 3,3-(E)-diazene-1,2-diylbis{4-[(3-nitro-1H-1,2,4-triazol-1-yl)-NNO-azoxy]furazan} (Ic), the compound Ia is treated with potassium permanganate in an aqueous solution of hydrochloric acid. In the case of producing N,N´-dinitro-N,N´-bis{4-[(3-nitro-1H-1,2,4-triazol-1-yl)-NNO-azoxy]-furazan-3-yl}methanediamine (Id), the compound Ia is subjected to reaction with formaldehyde in an aprotic organic solvent in the presence of acid. The resulting N,N´-bis{4-[(3-nitro-1H-1,2,4-triazol-1-yl)-NNO-azoxy]-furazan-3-yl}methandiamine (VII) is treated with nitrogen anhydride in an aprotic organic solvent at a reduced temperature, followed by the release of the resulting compound Id.
EFFECT: higher enthalpy of formation and improved oxygen balance of compounds.
3 cl, 1 tbl, 4 ex
| Title | Year | Author | Number |
|---|---|---|---|
| SUBSTITUTED [(3,4-DINITRO-1H-PYRAZOLE-1-YL)-NNO-AZOXY]FURAZANS AND METHOD FOR SYNTHESIS THEREOF | 2020 |
|
RU2756321C1 |
| SALTS OF 3-AMINO-4-(1H-TETRAZOL-5-YL-NNO-AZOXY)FURAZAN AND METHODS FOR THEIR PRODUCTION | 2023 |
|
RU2804394C1 |
| 1,1'-(E)-DIAZEN-1,2-DIYLBIS[3-(NITRO-NNO-AZOXY)-1H-1,2,4-TRIAZOLE] AND METHOD FOR ITS PRODUCTION | 2022 |
|
RU2782118C1 |
| SUBSTITUTED (CYANO-NNO-AZOXY)FURAZANS AND METHOD FOR THEIR PREPARATION | 2021 |
|
RU2775006C1 |
| 7-NITRO-3-(NITRO-NNO-AZOXY)[1,2,4]TRIAZOLO[5,1-C][1,2,4]TRIAZIN-4-AMINE AND A METHOD FOR PRODUCTION THEREOF | 2019 |
|
RU2697843C1 |
| 3-AMINO-4-{ [4-(NITRO-NNO-AZOXY)FURAZAN-3-YL]-NNO-AZOXY} FURAZAN AND METHOD FOR ITS PREPARATION | 2021 |
|
RU2768870C1 |
| 8,10-DINITRO-DEHYDRO-1,5-5H,11H-[1,2,3,4]TETRAZINO[5',6':4,5][1,2,3]TRIAZOLO[2,1-a][1,2,3]BENZOTRIASEOL-1,3-DIOXIDE AND METHOD OF ITS PRODUCTION | 2017 |
|
RU2643363C1 |
| 3-(TRINITROMETHYL-ONN-AZOXY)-4-NITRAMINOFURAZANS AND METHODS FOR PRODUCTION THEREOF | 2012 |
|
RU2485108C1 |
| METHOD FOR PRODUCING [1,2,3,4]-TETRAZINO-[5,6-e]-[1,2,3,4]-TETRAZINO-1,3,6,8-TETRAOXIDE | 2015 |
|
RU2593993C1 |
| 3-(5-NITRATOMETHYL-1H-1,2,3-TRIAZOL-1-YL)-4-NITRO-1,2,5-OXADIAZOLE DERIVATIVES AND METHOD FOR PRODUCTION THEREOF | 2023 |
|
RU2817968C1 |
