- Synthesis and structure of new ditopic ligands containing tetrazole and 3-nitro-1,2,4-triazole fragments
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Alkylation of 3-nitro-1,2,4-triazole with haloalkyltetrazoles has afforded in high yields previously unknown 1-[2-(3-nitro-1H-1,2,4-triazol-1-yl)ethyl]-1H- tetrazole and 2-tert-butyl-5-(3-nitro-1H-1,2,4-triazol-1-ylmethyl)-2H-tetrazole. The molecular and crystal structure of these compounds has been established by X-ray diffraction analysis (XRD).
- Grigor'Ev, Yu. V.,Voitekhovich,Lyakhov,Ivashkevich,Buglak,Ivashkevich
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- A green and facile approach for synthesis of nitro heteroaromatics in water
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A convenient and green method for the oxidation of nitrogen-rich heterocyclic amines to nitro-substituted heteroaromatics using potassium peroxymonosulfate (2KHSO5·KHSO4·K 2SO4, Oxone) in water was developed. This method has several advantages over previous methods: operational simplicity, safety, inexpensive reagents, the use of H2O as the sole solvent, and mild conditions. The utility of the present oxidative system was demonstrated by the synthesis of the important energetic compounds 3,4,5-trinitro-1H-pyrazole (TNP) and 5-amino-3-nitro-1H-1,2,4-triazole (ANTA).
- Zhao, Xiu X.,Zhang, Ji C.,Li, Sheng H.,Yang, Qing P.,Li, Yu C.,Pang, Si P.
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p. 886 - 890
(2014/08/05)
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- Oxidation of Amino Derivatives of 1,2,4-Triazole
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Derivatives of 3-nitro-5-R-1,2,4-triazoles are prepared by oxidation of the corresponding amino-compounds in the system 30% hydrogen peroxide - sodium tungstate. The activity of aminotriazoles decreases with increasing electronacceptor ability. For substrates unsubstituted at the heteroatom the process is promoted by bases. 3,5-Diamino-1,2,4-triazole is oxidized in two steps, and substantial difference in the rates of of the first and second stages of oxidation yielding respectively (5-amino-3-nitro- and 3,5-dinitro-1,2,4-triazole allows isolation of the former in up to 60% yield. N,N′-Azoxy-3,3′-bis(5-amino-1,2,4-triazole) is formed as a by-product. In 1-substituted 3,5-diaminotriazoles only one, peripheral, amino group is oxidized to afford derivatives of 5-amino-3-nitro-1,2,4-triazole.
- Kofman,Paketina
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p. 1125 - 1132
(2007/10/03)
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- OXIDATIVE ALKYLATION OF AZOLES. I. REACTION OF N-CHLORO-3-NITRO-TRIAZOLES WITH METHYL IODIDE
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The reaction of methyl iodide with N-chloro-3-nitro-, and N-chloro-5-methyl-3-nitro-1,2,4-triazoles leads to the release of iodine and the formation of a mixture of compounds containing 3-nitro-1,2,4-triazoles unsubstituted at the nitrogen, the N-mono- and N,N-dimethylated derivatives (triazolium salts), and the products from their further transformations (1,4-dimethyl-5-triazolones).
- Pevzner, M. S.,Kurenkov, A. A.,Trubitsin, A. E.
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p. 1470 - 1475
(2007/10/02)
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- 5-nitro-2-(3,5-diamino-2,4,6-trinitrophenyl)-1,2,4-triazole, its preparation process and explosive material containing it
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The invention relates to 5-nitro-2(3,5-diamino-2,4,6-trinitrophenyl)-1,2,4-triazole of formula: STR1 It is prepared by reacting a 1-halogeno-3,5-diamino-2,4,6-trinitrobenzene with 3-nitro-1,2,4-triazole or one of its alkali metal salts. This triazole derivative can be used as a secondary explosive. It has a lower shock sensitivity than octogen, while still being able to supply a high energy.
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- 4,6-di-2-(5-nitro-1,2,4-triazole)-5-nitropyrimidine
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The invention relates to a novel pyrimidine derivative. This derivative is 4,6-di-2-(5-nitro-1,2,4-triazole)-5-nitropyrimidine of formula: STR1 in the form of the pure isomer or mixtures of isomers. It can be prepared by reacting a dihalogeno nitropyrimidine with 5-nitro-1,2,4-triazole. It can be used as a secondary explosive.
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- HETEROCYCLIC NITRO COMPOUNDS. 25. 1-HYDROXYMETHYL-3-NITRO-1,2,4-TRIAZOLES AND THEIR DERIVATIVES
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1-Hydroxymethyl derivatives of tetrazoles were obtained by the reaction of 1,2,4-triazole and 3-nitro-5-substituted triazoles with formaldehyde in water.The hydroxy groups were replaced by chlorine, and the hydroxymethyltriazoles were acetylated and tosylated.The chloro and tosyl groups are readily replaced by iodine by the action of potassium and ammonium iodide in acetone.
- Pevzner, M. S.,Ivanov, P. A.,Gladkova, N. V.,Sushchenko, O.N.,Tverdokhlebov, V. P.,Myasnikova, Z. S.
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p. 189 - 194
(2007/10/02)
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- Synthesis of the 3'-terminal decaribonucleoside nonaphosphate of yeast alanine transfer ribonucleic acid
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The preparation, by the phosphotriester approach, of UpCpGpUpCpCpApCpCpA (23) from three protected trinucleotide blocks (19a-c) is described. The use of the o-dibromomethylbenzoyl (DBMB) protecting group in oligoribonucleotide synthesis is described for the first time. Internucleotide linkages are protected by o-chlorophenyl groups which are finally removed by treatment sith the N1, N1, N3, N3-tetramethylguanidinium salt of syn-4-nitrobenzaldoxime. The first phosphorylation step (leading to phosphodiester intermediates) is carried out by treatment with o-chlorophenyl phosphorodi-(1,2,4-triazolide) (13a; Ar = 2-C1C6H4) and then with water and triethylamine. 1-Mesitylenesulphonyl-3-nitro-1,2,4-triazole (MSNT, 14) is used as the activating agent in the second phosphorylation step.
- Jones,Rayner,Reese,Ubasawa,Ubasawa
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p. 3075 - 3085
(2007/10/02)
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