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1-甲基-4-苯基-1H-1,2,3-三唑-5-甲酸是一类重要的三唑类衍生物,是多种药物合成的重要中间体.以苯乙炔为原料,设计出了一条定向合成1-甲基-4-苯基-1H-1,2,3-三唑-5-甲酸的新方法.首先苯乙炔与叠氮化钠、碘甲烷在碘化亚铜催化下反应生成1-甲基-4-苯基-1H-1,2,3-三唑,再依次与正丁基锂、甲酸乙酯反应生成中间体1-甲基-4-苯基-1H-1,2,3-三唑-5-甲醛后直接氧化生成目标化合物.该合成途径原料易得、总产率较高、后处理操作简便,具有较高的应用价值. 相似文献
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以乙二醛、甲基肼和盐酸羟胺为起始原料,经缩合、肟化得到中间体肟基甲腙;该中间体不经分离直接加入到硫酸铜-吡啶-水体系中,经缩合环化得到2-甲基三唑-1-氧化物(MTO);随后用混酸(硝酸+硫酸)硝化得到目标产物2-甲基-4,5-二硝基三唑-1-氧化物(DNMTO);初步探讨了环化反应的机理,研究了反应温度与时间等因素对硝化反应的影响,确定了最佳硝化反应条件.与此同时,利用红外光谱、核磁共振、质谱及元素分析等分析了中间产物和DNMTO的组成和结构.结果表明,目标产物的总收率为16%,纯度为99%;最佳硝化反应温度为100℃,最佳硝化反应时间为0.5h. 相似文献
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1,2,3-三唑类含能化合物具有密度高、生成焓高及热稳定性好等特点,近年来受到科研人员的广泛研究和报道.较全面地综述了单环1,2,3-三唑、多环1,2,3-三唑和稠环1,2,3-三唑类含能化合物的研究成果,对其合成方法、感度和爆轰性能进行了总结.结果表明,1,2,3-三唑含能化合物具有良好的爆轰性能和热稳定性,在含能材料领域具有重要的研究价值和应用潜力.最后,对1,2,3-三唑含能化合物的发展现状进行总结与展望,提出了各类1,2,3-三唑含能化合物未来可能的应用方向,以期为从事含能化合物研究的科研人员提供一定的参考. 相似文献
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详细研究了2-叠氮基-1,1-二硝基乙基取代苯衍生物的合成方法。由苯基二硝基甲烷钾盐经羟甲基化,磺酰酯化和叠氮化得到目标化合物:3-硝基-(2-叠氮基-1,1-二硝基乙基)苯(4b),4-硝基-(2-叠氮基-1,1-二硝基乙基)苯(4c),m-二(2-叠氮基-1,1-二硝基乙基)苯(10)和p-二(2-叠氮基-1,1-二硝基乙基)苯(15)。 相似文献
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以乙二醛、苯肼和盐酸羟胺为起始原料,经缩合和肟化反应制得肟基苯腙(1)。在硫酸铜-吡啶-水体系中,1经缩合环化得2-苯基-1,2,3-三唑-1-氧化物(2);2被混酸硝化合成了新化合物2-(3’,5’-二硝基苯)-4-硝基-1,2,3-三唑-1-氧化物(3),纯度99%,总收率45%,其结构经1H NMR,IR,MS和元素分析表征。在B3LYP/aug-cc-pVDZ基组水平上对3的结构进行了优化,获得稳定的几何构型。 相似文献
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1 引 言硝基三唑类化合物 (NTR)是一种新型的放射增敏剂 ,在体内外均能特异的增强乏氧细胞对射线的敏感。此类化合物的增敏作用与硝基的氧化还原有关。因此 ,研究这类化合物的氧化还原机理有助于阐明其体内过程。本文应用直流极谱、循环伏安和库仑分析等方法研究了 4种具有放射增敏效果的NTR1 、NTR2 、NTR3、NTR4 (X、Y分别为H ,CH2 COOCH2 CH3;CH3,CH2 COOCH2 CH3;H ,CH2 CONCH2 (CH2 ) 3CH2 ;CH3,CH2 CONCH2 (CH2 ) 3CH2 )的电化学还原机理 ,并观察到质子化的硝基自… 相似文献
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Yu. A. Strelenko T. I. Godovikova E. L. Ignat'eva 《Chemistry of Heterocyclic Compounds》2002,38(5):547-552
Analysis of the 14N and 15N NMR spectroscopic data of 2-methyl-4,5-dinitro-1,2,3-triazole and of substituted 2-methyl-4(5)-nitro-1,2,3-triazole 1-oxides has shown the possibility of applying them for confirmation of the structures of the studied compounds. 相似文献
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Synthesis,Characterization and Thermal Behaviors of 4-Amino-5-nitro-1,2,3-triazole(ANTZ)and Its Derivatives 总被引:1,自引:0,他引:1
4‐Amino‐5‐nitro‐1,2,3‐triazole (ANTZ) and its derivatives, such as 2‐(4‐amino‐5‐nitro‐1,2,3‐trazole‐1‐yl)‐1,3,5‐trinitrobenzene (T‐ANTZ) and 4‐amino‐5‐nitro‐1,2,3‐triazole (M‐ANTZ), were synthesized and characterized, whose structures were confirmed by IR, NMR and elemental analysis. The thermal behaviors of ANTZ, T‐ANTZ and M‐ANTZ were studied by the methods of DSC and TG‐DTG, and the results showed that there is an obvious melting process of ANTZ with melting point of 278.38°C, while there is no melting process in the thermal behavior of T‐ANTZ and M‐ANTZ (the derivatives of ATNZ). 相似文献
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Sheremet E. A. Tomanov R. I. Trukhin E. V. Berestovitskaya V. M. 《Russian Journal of Organic Chemistry》2004,40(4):594-595
Russian Journal of Organic Chemistry - 相似文献
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Sergei V. Voitekhovich Pavel N. Gaponik Juliya V. Filipova Gennady T. Sukhanov 《Tetrahedron letters》2009,50(21):2577-971
The products of the alkylation of sodium 4-nitro-1,2,3-triazolate with ethyl bromide were investigated using 1H, 13C, and 15N NMR spectroscopy. It was found that alkylation proceeds on the triazole nitrogen atoms giving a mixture of three isomeric N-ethyl-4-nitro-1,2,3-triazoles. The molar ratio of N1, N2, and N3-alkylation products was 4:8:1. The formation of a minor N3-isomer, namely 1-ethyl-5-nitro-1,2,3-triazole was confirmed by X-ray structural analysis of single crystals of its tetranuclear copper(II) complex obtained by reaction of copper(II) chloride dihydrate with a mixture of the N2 and N3-isomers. 相似文献
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LU Ya-Lin GONG Xue-Dong JU Xue-Hai MA Xiu-Fang XIAO He-Ming ② 《结构化学》2006,25(8):1004-1010
1 INTRODUCTION Triazole, a five-membered heterocyclic compound with three nitrogen atoms, is an important interme- diate product of medicine and chemical industry as well as insecticide [1]. Due to its small volume and high nitrogenous density, triazole holds more and more attraction for the material researchers, espe- cially the researchers of high-energy insensitive explosive. It is reported that its nitro and amino deri- vatives are a sort of important high-energy mate- rials[2]. Previ… 相似文献
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T. I. Godovikova S. A. Vozchikova E. L. Ignat'eva L. I. Khmel'nitskii B. L. Korsunskii 《Chemistry of Heterocyclic Compounds》1999,35(10):1176-1182
The oxidation of substituted aminonitrotriazole oxides to the corresponding dinitro derivatives of triazole and azotriazole
oxides has been studied.
Communication 1, see ref. [1].
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow, Russia; e-mail: cheminst@mail.psu.ru.
Institute of Chemical Physics at Chernogolovka, Russian Academy of Sciences, 124432 Chernogolovka, Russia. Translated from
Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1356–1362, October, 1999. 相似文献
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G. V. Sakovich G. T. Sukhanov Yu. V. Filippova A. G. Sukhanova K. K. Bosov 《Russian Chemical Bulletin》2013,62(1):111-116
Alkylation of 4(5)-nitro-1,2,3-triazole with alcohols in concentrated H2SO4 occurs at all three endocyclic N atoms, giving a mixture of isomeric N(1)-, N(2)-, and N(3)-alkyl-4-nitro-1,2,3-triazoles (alkyl is isopropyl, sec-butyl, and cyclohexyl). The selectivity of the alkylation depends on the alcohol used. The most selective alkylation is provided at the N(2) atom when isopropyl (81%) and sec-butyl alcohols are used (67%). With an increase in the reaction time, also in the order isopropyl-, sec-butyl-, and cyclohexyl-4-nitro-1,2,3-triazoles, the N(2)-isomers undergo isomerization into N(1)-alkyl-4-nitro-1,2,3-triazoles. In all the cases, the fraction of the N(3)-substitution products in the mixtures is 6–30%. 相似文献
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以依达拉奉,丙酮酸和亚磺酸钠为原料,合成了依达拉奉衍生物2-(1-苯基-3-甲基-5-氧代-4-吡唑基)-2-磺基丙酸,总收率54%,纯度>99.9%,其结构经1H NMR,13C NMR和HR-MS确证。 相似文献
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O. A. Ivashkevich Vadim E. Matulis P. N. Gaponik G. T. Sukhanov J. V. Filippova A. G. Sukhanova 《Chemistry of Heterocyclic Compounds》2008,44(12):1472-1482
Quantum-chemical calculations have been carried out on molecular electrostatic potentials, proton affinity in the gas phase,
gas phase basicity, and pK
BH+ values in aqueous solution for C-nitro- and N-alkyl-4(5)-nitro-1,2,3-triazoles, and the relative stability of the isomeric
N-alkyl-4(5)-nitrotriazoles (alkyl = Me, Et, i-Pr, t-Bu) in the gas phase and in aqueous solution. For all the studied substances in the gas phase the 2H-tautomer and the N(2)-isomers
were considerably more stable than the corresponding N(1) compounds, and the 3H-tautomer and N(3)-isomer were the least stable.
In aqueous solution 1- and 3-isomers had close values of energies, but in the case of C-nitro-1,2,3-triazole the 1H form became
even more stable than the 2H-form. It was established which ring nitrogen atoms of 1,2,3-triazoles are protonated in the gas
phase and in solution. The obtained data correlate well with the results of experimental investigations on the alkylation
of 1,2,3-triazoles in acidic and basic media and of the experimental investigation on the alkylation of C-nitro-1,2,3-triazoles
with diethyl sulfate carried out in the present work.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1816–1828, December, 2008. 相似文献