- 4-Aminofurazan-3-hydroximic Halides
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The nitrile-N-oxide formed by dehydrohalogenation of 4-aminofurazan-3-hydroximic halides cyclizes to form 1,4,2,5-dioxadiazines, isoxazoles, isoxazolines, 1,2,4-oxadiazolines, tetrazoles, and 1,3,4-thiaoxazoles.
- Andrianov, V. G.,Semenikhina, V. G.,Eremeev, A. V.
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- Synthesis and crystal structure of 4,4′-(methylenediimino)bis-1,2,5- oxadiazole-3-carboxylic acid and carboxamide
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4,4′-(Methylenediimino)bis-1,2,5-oxadiazole-3-carboxylic acid and 4,4′-(methylenediimino)bis-1,2,5-oxadiazole-3-carboxamide have been synthesized by the acid-catalyzed condensation of 4-amino-1,2,5-oxadiazole-3- carboxylic acid and 4-amino-1,2,5-oxadiazol
- Willer,Storey,Deschamps,Frisch
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- SYNTHESIS AND PROPERTIES OF 4-AMINO-3-CYANOFURAZAN
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Deoximation of the amidoxime of aminofurazan-3-carboxylic acid and dehydration of 4-aminofurazan-3-carboxamide gave 4-amino-3-cyanofurazan.Reactions of the cyano and amino groups were studied.
- Andrianov, V. G.,Eremeev, A. V.
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- Reduction of the furoxan ring to the furazan ring in some carbonyl-substituted furoxans
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It was shown that the furoxan ring is efficiently reduced to the furazan ring in carboxyl-substituted furoxans with other functional groups by the action of the SnCl2-HCl-AcOH system. - Key words: furazans, furoxans, reduction.
- Kulikov, A. S.,Makhova, N. N.,Godovikova, T. I.,Golova, S. P.,Khmel'nitskii, L. I.
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- Preparation method of 3-aminofurazan-4-methanamide
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The invention discloses a preparation method of 3-aminofurazan-4-methanamide. The method comprises the following steps: cyanoacetamide is subjected to nitrosation and isomerization to prepare 2-oximido cyanoacetamide, 2-oximido cyanoacetamide and hydroxylamine hydrochloride and organic base are subjected to a reaction to prepare an amidoxime intermediate which is 2-oximido-3-amidoxime acetamide, and the 2-oximido-3-amidoxime acetamide is subjected to a closed loop reaction under effect of thionyl chloride to generate a target product 3-aminofurazan-4-methanamide. The method has the advantagesof simple process flow, easily available raw material, and high product yield, and is suitable for industrial product, and is the novel synthetic method for 3-aminofurazan-4-methanamide.
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Paragraph 0036; 0037; 0038; 0043; 0048; 0053; 0058
(2018/10/11)
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- Synthesis and characterization of multicyclic oxadiazoles and 1-hydroxytetrazoles as energetic materials
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[Figure not available: see fulltext.] Synthesis and characterization of several multicyclic oxadiazoles, 3,5-bis(4-nitrofurazan-3-yl)-1,2,4-oxadiazole, 3,3'-bis(4-nitrofurazan-3-yl)-5,5'-bi(1,2,4-oxadiazole), 3-(4-nitrofurazan-3-yl)-1,2,4-oxadiazol-5-amine, and salts of 1-hydroxytetrazoles, ammonium 5,5'-(1,2,4-oxadiazole-3,5-diyl)bis(1H-tetrazol-1-olate) and hydroxylammonium 5,5'-{[3,3'-bi(1,2,4-oxadiazole)]-5,5'-diyl}bis(1H-tetrazol-1-olate), as energetic materials are reported. Two of the compounds, 3,5-bis(4-nitrofurazan-3-yl)-1,2,4-oxadiazole and 3,3'-bis(4-nitrofurazan-3-yl)-5,5'-bi(1,2,4-oxadiazole), have attractive single crystal densities of 1.91 and 1.94 g·cm–3 (at 20°C), respectively. The design of these materials has been based on the idea that these multicyclic compounds with a 1,2,4-oxadiazole core will have good thermal stability and high density because of their 3,5-substitution pattern and the possibility of achieving a planar conformation. The various synthetic approaches and interesting chemistry observed during the construction of these new heterocycles has been described.
- Pagoria, Philip F.,Zhang, Mao-Xi,Zuckerman, Nathaniel B.,DeHope, Alan J.,Parrish, Damon A.
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p. 760 - 778
(2017/09/11)
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- A new preparative method and some chemical properties of 4-R-furazan-3-carboxylic acid amidrazones
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[Figure not available: see fulltext.] An alternative method has been developed for the preparation of 4-R-furazan-3-carboxylic acid amidrazones (R = OMe, NH2, substituted amino group) by reductive opening of 1,2,4-oxadiazole ring in 4-R derivatives of (1,2,4-oxadiazol-3-yl)furazans by the action of hydrazine. The starting 1,2,4-oxadiazoles were synthesized from 4-aminofurazan-3-carboxylic acid amidoxime. Some chemical properties of the obtained compounds were studied.
- Stepanov, Andrei I.,Sannikov, Vladimir S.,Dashko, Dmitry V.,Roslyakov, Alexey G.,Astrat'Ev, Alexander A.,Stepanova, Elena V.
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p. 350 - 360
(2016/01/12)
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- Structure of the molecular complexes of 18-crown-6 with 1,2,5-oxadiazole derivatives
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This paper reports on an X-ray diffraction analysis of host-guest type molecular complexes of 18-crown-6 with 1,2,5-oxadiazole derivatives: ethyl 4-amino-1,2,5-oxadiazole-3-carboxylic ether (1:1) (complex I), 4-(2-chloroethylamino)-1,2,5-oxadiazole-3-carboxylic acid hydrazide (1:2) (complex II), and 4-amino-1,2,5-oxadiazole-3-carboxylic acid amide monohydrate (1:1:1) (complex III). Crystals I are monoclinic with cell parameters a = 8.960(2), b = 18.118(4), c = 14.405(3) A, β = 106.9(3)°, space group P21/n, R = 0.054 for 4082 reflections. The 18-crown-6 and guest molecules are linked by hydrogen bonds of NH...O(crown) and CH...O(crown) types based on the "head-to-tail" principle, alternating in infinite chains along the y axis in the crystal. Crystals II are triclinic with cell parameters a = 8.615(2), b = 9.249(2), c = 10.987(2) A, α = 106.86(3), β = 95.25(3), γ = 97.74(3)°, space group P1, R = 0.046 for 3006 reflections. The guest molecules are united into dimers by N-H...O=C hydrogen bonds. The 18-crown-6 molecules and the dimer associates of the guest form chains along [110] in the crystal. Crystals III are monoclinic with cell dimensions a = 13.238(3), b = 19.004(4), c = 8.485(2) A, β = 100.75(3)°, space group Cc, R = 0.051 for 2032 reflections. The crown ether molecule is disordered over two positions. The NH...O=C and NH...N type hydrogen bonds link the guest molecules into chains. The water molecules serve to bridge the chains with crown ether molecules, forming ribbons whose axis lies along the z direction in the crystal.
- Fonar,Simonov,Kravtsov,Lipkowski,Javolowski,Ganin
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p. 459 - 469
(2007/10/03)
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- Synthesis and properties of iminoester of 3-aminofurazan-4-carboxylic acid
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Iminoester of 3-aminofurazan-4-carboxylic acid was synthesized for the first time. Starting with the iminoester were prepared amidrazone of 3-aminofurazan-4-carboxylic acid, 1,4-diamino-1,4-bis(3-aminofurazan-4-yl)-2,3-diaza-1,3-butadiene, 1-amino-1,4-bis(3-aminofurazan-4-yl)-4-oxo-2,3-diaza-1-butene, and 3,5-bis(3-aminofurazan-4-yl)-1H-1,2,4-triazole. The alkylation of the latter with methyl iodide gave rise to a mixture of 1- and 4-methyl-3,5-bis(3-aminofurazan-4-yl)-1,2,4-triazole containing predominantly 1-isomer.
- Tselinskii,Mel'nikova,Pirogov,Sergievskii
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p. 296 - 300
(2007/10/03)
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