- A simple and efficient route for preparing 2,3,5,6-tetraaminopyridine hydrochloride salt
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A simple and efficient route for preparing 2,3,5,6-tetraaminopyridine hydrochloride salt (TAP-3HCl.H2O) was introduced in this paper. The title compound was synthesized, as usual, in two steps (nitration and hydrogenation) with a total yield of
- Wang, Yanhong,Hu, Zhen,Meng, Xiangli,Jing, Jiehui,Song, Yuanjun,Zhang, Chunhua,Huang, Yudong
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- Diimidazo[4,5-b:4′,5′-e]pyridine: synthesis and nucleophilic aromatic substitution reaction
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1,7-Dihydrodiimidazo[4,5-b:4′,5′-e]pyridine obtained by reductive heterocyclization was N-arylated with 4-fluoronitrobenzene to form two regioisomers in 7: 3 ratio. This N-arylation is considered as a model reaction for the polymer synthesis.
- Razorenov, Dmitriy Yu.,Makulova, Sophia A.,Fedyanin, Ivan V.,Lyssenko, Konstantin A.,Skupov, Kirill M.,Volkova, Yulia A.,Ponomarev, Ivan I.,Ponomarev, Igor I.
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- Nitration method for preparing 2, 6-diamido-3, 5-binitro pyridine by ultrafine zeolite-based micro-channel reaction
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The invention provides a nitration method for preparing 2, 6-diamido-3, 5-binitro pyridine by ultrafine zeolite-based micro-channel reaction. The nitration method includes the steps: heating and uniformly mixing crushed sodium amide, decahydronaphthalene and p-toluidine, performing microwave heating reaction on mixture and pyridine by a Y-shaped micro-channel reactor, and filtering and recrystallizing the mixture and the pyridine to obtain 2, 6-diamido pyridine; blowing ultrafine HZSM-5 catalysts into an outlet channel of the Y-shaped micro-channel reactor, placing the modified Y-shaped micro-channel reactor into an ice-water bath, leading the 2, 6-diamido pyridine and dichloromethane solution containing nitrogen pentoxide into the Y-shaped micro-channel reactor, accelerating flow and rapidly increasing temperature to reach reaction temperature to obtain a 2, 6-diamido-3, 5-binitro pyridine crude product; secondarily recrystallizing, filtering and drying the 2, 6-diamido-3, 5-binitro pyridine crude product, adding the crude product into distilled water, boiling the distilled water and performing dimethyl sulfoxide secondary crystallization to obtain the 2, 6-diamido-3, 5-binitro pyridine with high yield and purity.
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Page/Page column 6-9
(2019/03/08)
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- Synthesis of diaminodinitropyridine
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A process for the preparation of diaminodinitropyridine or diaminodinitrobenzene by contacting an aminopyridine or aminobenzene with oleum and nitric acid, wherein the improvement comprises adding at least about 1% molar excess of nitric acid, based upon
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Page/Page column 5-6; 8-9
(2009/06/27)
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- Aminonitropyridines and their N-oxides
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2,6-Diamino-3,5-dinitropyridine 1-oxide has been prepared by mixed acid nitration of 2,6-diaminopyridine, followed by oxidation using hydrogen peroxide in acetic acid. 3,5-Dinitro-2,4,6-triaminopyridine has been prepared by oxidative amination of 2-chloro-3,5-dinitropyridine or 2,6-diamino-3,5-dinitropyridine using potassium permanganate in liquid ammonia, or by "vicarious nucleophilic amination" of 2,6-diamino-3,5-dinitropyridine using hydroxylamine in aqueous potassium hydroxide. 3,5-Dinitro-2,4,6-triaminopyridine 1-oxide has been prepared by oxidation of 3,5-dinitro-2,4,6-triaminopyridine using hydrogen peroxide in acetic acid, and by "vicarious nucleophilic amination" of 2,6-diamino-3,5-dinitropyridine 1-oxide. Nmr spectroscopy and single crystal X-ray diffraction studies have shown that these compounds have the planar structures and intra- and inter-molecular hydrogen bonding necessary to confer on the materials the high density, the thermal and chemical stability, and the explosive insensitivity required for new insensitive energetic materials.
- Hollins, Richard A.,Merwin, Lawrence H.,Nissan, Robin A.,Wilson, William S.,Gilardi, Richard
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p. 895 - 904
(2007/10/03)
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- Synthesis and Reactions of Dinitrated Amino and Diaminopyridines
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Nitration of amino- and diaminopyridines and -picolines led, in unexpected one-step reactions, to dinitrated derivatives.Dinitropicolines gave styrylpiridines, and 2-amino-6-hydroxy-3,5-dinitropyridine was transformed by the thermolysis of its azido deriv
- Ritter, H.,Licht, H. H.
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p. 585 - 590
(2007/10/02)
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- Amination of 3,5-Dinitropyridines with Liquid Ammonia/Potassium Permanganate
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3,5-Dinitropyridine and some of its derivatives are aminated with a liquid ammonia solution of potassium permanganate to the corresponding 2-, 4- and 6- mono- and (or) di- and (or) triamino-substituted compounds.The intermediate amino ?-adducts of 3,5-dinitropyridines are detected by 1H-NMR spectroscopy.Quantum-mechanical calculations for a few 3,5-dinitropyridines suggest that the experimentally observed regioselectivity of the amination is a charge-controlled process. Key Words: Amination / Amino ?-adducts / Reactivity indices / Calculations, MNDO / Pyridines
- Wozniak, Marian,Baranski, Andrzej,Szpakiewicz, Barbara
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- On the Amination of Halogenonitropyridines
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Evidence is presented, based on 15N-labeling experiments and 1H NMR spectroscopy, that the conversion of 2-chloro-5-nitropyridine (1) into 2-amino-5-nitropyridine by treatment with potassium amide/liquid ammonia proceeds to about 75percent according to a sequence of reactions involving addition of the amide ion to C-6, ring-opening, and ring-closure N(ANRORC) mechanism>.On the contrary, 2-chloro-3,5-dinitropyridine (11) is nearly quantitatively aminated by liquid ammonia (containing no potassium amide) into 2-amino-3,5-dinitropyridine according to an SN(AE) process, thus no ring-opening being involved.As shown by NMR spectroscopy, the position of addition of liquid ammonia to 11 is temperature dependent.At -60 deg C the addition takes place at C-4, while at -40 deg C the addition at C-6 is strongly favored.Apparently the addition at C-4 is kinetically controlled; the addition at C-6 leads to the thermodynamically more stable adduct.Amination of 11 with liquid ammonia in the presence of potassium permanganate yields mainly 2,6-diamino-3,5-dinitropyridine.
- Bie, Dick A. de,Geursten, Bart,Plas, Henk C. van der
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p. 484 - 487
(2007/10/02)
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