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Journal articles on the topic '5-aminotetrazole'

Author: Grafiati

Published: 4 June 2021

Last updated: 9 February 2022

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1

Levchik, S. V., A. I. Balabanovich, O. A. Ivashkevich, A. I. Lesnikovich, P. N. Gaponik, and L. Costa. "The thermal decomposition of aminotetrazoles. Part 2. 1-methyl-5-aminotetrazole and 1,5-diaminotetrazole." Thermochimica Acta 225, no. 1 (1993): 53–65. http://dx.doi.org/10.1016/0040-6031(93)85082-k.

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2

Goryaeva, Marina V., Yanina V. Burgart, Marina A. Ezhikova, Mikhail I. Kodess, and Viktor I. Saloutin. "The reactions of 2-ethoxymethylidene-3-oxo esters and their analogues with 5-aminotetrazole as a way to novel azaheterocycles." Beilstein Journal of Organic Chemistry 11 (March 23, 2015): 385–91. http://dx.doi.org/10.3762/bjoc.11.44.

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The interaction of 2-ethoxymethylidene-3-oxo esters and their analogues with 5-aminotetrazole is an efficient synthetic approach to novel azaheterocycles. 2-Ethoxymethylidene-3-oxo esters bearing alkyl substituents react with 5-aminotetrazole to form ethyl 2-azido-4-alkylpyrimidine-5-carboxylates which are capable of subsequent nucleophilic substitution. The use of diethyl 2-ethoxymethylidenemalonate in this reaction resulted in ethyl 7-hydroxytetrazolo[1,5-a]pyrimidine-6-carboxylate, while ethyl 2-ethoxymethylidenecyanoacetate yielded 5-[2,6-diamino-3,5-bis(ethoxycarbonyl)pyridinium-1-yl]tetr

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3

Ajima, Ukpe, Johnson Ogoda Onah, Mary Tuga Kuje, Umar David Muhammed, Vuyisa Mzozoyana, and Stephen Olalekan Ojerinde. "Synthesis, characterization and cytotoxic activity of 5- aminotetrazole Schiff bases." Journal of Pharmacy & Bioresources 18, no. 1 (2021): 32–39. http://dx.doi.org/10.4314/jpb.v18i1.4.

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The incidence and prevalence of cancer has been on the rise in recent years and this has been linked to environmental factors, adoption of westernized lifestyle and aging populations. This situation is further complicated by the inadequacies of currently used anticancer agents such as toxicity and resistance which has prompted the search for new and more effective drugs. In this study, Schiff bases of 5-aminotetrazole were prepared by condensing 5- aminotetrazole with various aromatic aldehydes. Preliminary confirmation of compound formation was done using thin layer chromatography while FT-IR

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4

Budevich, Vladislav A., Sergei V. Voitekhovich, Alexander V. Zuraev, et al. "Mesoionic tetrazolium-5-aminides: Synthesis, molecular and crystal structures, UV–vis spectra, and DFT calculations." Beilstein Journal of Organic Chemistry 17 (February 8, 2021): 385–95. http://dx.doi.org/10.3762/bjoc.17.34.

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Tetrazolium-5-aminides have been prepared by the tert-butylation of 5-aminotetrazole and its N-methyl derivatives by the t-BuOH/HClO4 system followed by the treatment of the tetrazolium salts by alkali. The mesoionic compounds have been found to show a higher reactivity of the exocyclic N atom in comparison with 5-aminotetrazoles. The compounds reacted with 1,2-dibromoethane and 5-(methylsulfonyl)-1-phenyl-1H-tetrazole with substitution of bromine and methylsulfonyl groups giving the corresponding tetrazolium salts or conjugate aminides. The obtained mesoionic tetrazoles have been characterize

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5

Karaghiosoff, Konstantin, Thomas M Klapötke, and Carles Miró Sabaté. "Energetic Silver Salts with 5-Aminotetrazole Ligands." Chemistry - A European Journal 15, no. 5 (2008): 1164–76. http://dx.doi.org/10.1002/chem.200801666.

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6

Peet, Norton P., Shyam Sunder, Robert J. Barbuch, Edward W. Huber, and Ester M. Bargar. "Sulfonylcarbamimidic azides from sulfonyl chlorides and 5-aminotetrazole." Journal of Heterocyclic Chemistry 24, no. 6 (1987): 1531–35. http://dx.doi.org/10.1002/jhet.5570240607.

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7

Ernst, Veronika, Thomas M. Klapötke, and Jörg Stierstorfer. "Alkali Salts of 5-Aminotetrazole – Structures and Properties." Zeitschrift für anorganische und allgemeine Chemie 633, no. 5-6 (2007): 879–87. http://dx.doi.org/10.1002/zaac.200700013.

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8

Xu, Tai Wen, Zhi Ming Du, and Meng Meng Wang. "Performance Study of 5-Aminotetrazole Nitrate Gas Generant." Advanced Materials Research 1004-1005 (August 2014): 719–25. http://dx.doi.org/10.4028/www.scientific.net/amr.1004-1005.719.

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As a new azide-free gas generating pyrotechnic composition, the performance of four kinds of 5-aminotetrazole nitrate (5-ATN) gas generating compositions were investigated by hygroscopicity, compatibility, impact sensitivity, heat of combustion and burning temperature measurement. The advantages of the gas generant using KNO3 as an oxidizing agent include small hygroscopicity, better compatibility, lower impact sensitivity and proper burning temperature. The degree of water sorption in the mixed system with Sr (NO3)2 was much higher than that with KNO3. The participation of CuO can reduce the

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9

Kiselev, Vitaly G., and Nina P. Gritsan. "Theoretical Study of the 5-Aminotetrazole Thermal Decomposition." Journal of Physical Chemistry A 113, no. 15 (2009): 3677–84. http://dx.doi.org/10.1021/jp900285y.

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10

Li, Qiao-Yun, Gao-Wen Yang, Rong-Xin Yuan, Jia-Ping Wang та Peng-Fei Cui. "Bis(5-aminotetrazole-1-acetato-κO)tetraaquacobalt(II) andcatena-poly[[cadmium(II)]-bis(μ-5-aminotetrazole-1-acetato-κ3N4:O,O′)]". Acta Crystallographica Section C Crystal Structure Communications 64, № 1 (2007): m26—m29. http://dx.doi.org/10.1107/s0108270107051098.

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11

HU, X., T. ZHANG, X. QIAO, et al. "Crystal Structure and Thermal Decomposition of 5-Aminotetrazole Trinitrophloroglucinolate." Acta Physico-Chimica Sinica 24, no. 4 (2008): 576–80. http://dx.doi.org/10.1016/s1872-1508(08)60025-x.

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12

Tang, Yongxing, Hongwei Yang, Xuehai Ju, Chunxu Lu, and Guangbin Cheng. "Novel Energetic Compounds Based on 5-Methyl-1-Aminotetrazole." Journal of Energetic Materials 33, no. 2 (2014): 145–54. http://dx.doi.org/10.1080/07370652.2014.941517.

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13

Barmin, M. I., A. I. Shemyakin, I. B. Karaulova, and V. V. Mel'nikov. "Acylation of 5-aminotetrazole in N, N-dimethylacetamide medium." Chemistry of Heterocyclic Compounds 21, no. 12 (1985): 1394. http://dx.doi.org/10.1007/bf00842970.

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14

Zhang, Jian-Guo, Li-Na Feng, Shao-Wen Zhang, Tong-Lai Zhang, and Hui-Hui Zheng. "The mechanism and kinetics of decomposition of 5-aminotetrazole." Journal of Molecular Modeling 14, no. 5 (2008): 403–8. http://dx.doi.org/10.1007/s00894-008-0290-3.

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15

Gein, V. L., A. N. Prudnikova, A. A. Kurbatova, and M. V. Dmitriev. "Synthesis of (E)-5-Arylvinyl-7-methyltetrazolo[1,5-a]pyrimidines." Russian Journal of General Chemistry 91, no. 4 (2021): 621–25. http://dx.doi.org/10.1134/s1070363221040071.

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Abstract A three-component reaction of 5-aminotetrazole with aromatic aldehydes and acetylacetone under solvent- and catalyst-free conditions at a temperature of 150–160°С proceeds with the formation of (E)-5-arylvinyl-7-methyltetrazolo[1,5-a]pyrimidines. 5,7-Dimethyltetrazolo[1,5-a]pyrimidine is formed as a side-product of the reaction.

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16

Haq, Kautsar, Mareta Liawati, Abdulloh Abdulloh, and Hery Suwito. "5-(4-Bromophenyl)-7-(2,4-dimethoxyphenyl)-4,7-dihydrotetrazolo[1,5-a]pyrimidine." Molbank 2018, no. 4 (2018): M1037. http://dx.doi.org/10.3390/m1037.

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A derivative of dihydrotetrazolopyrimidine has been successfully synthesized through a cyclocondensation reaction between a chalcone derivative with 5-aminotetrazole. The molecular structure of the title compound was established based on Fourier transform infrared spectra (FTIR), high-resolution mass spectrometry (HRMS), 1D and 2D nuclear magnetic resonance (NMR) spectrum.

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17

V. Dolzhenko, Anton. "5-Aminotetrazole as a Building Block for Multicomponent Reactions (Review)." HETEROCYCLES 94, no. 10 (2017): 1819. http://dx.doi.org/10.3987/rev-17-867.

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18

Paletsky, A. A., N. V. Budachev, and O. P. Korobeinichev. "Mechanism and kinetics of the thermal decomposition of 5-aminotetrazole." Kinetics and Catalysis 50, no. 5 (2009): 627–35. http://dx.doi.org/10.1134/s0023158409050036.

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19

Stepanova, E. V., and A. I. Stepanov. "ONE-POT SYNTHESIS OF 5-(4-PYRAZOLE-1-YL)TETRAZOLEDERIVATIVES FROM 5-AMINOTETRAZOLE." PROCEEDINGS OF UNIVERSITIES APPLIED CHEMISTRY AND BIOTECHNOLOGY 7, no. 1 (2017): 9–18. http://dx.doi.org/10.21285/2227-2925-2017-7-1-9-18.

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20

Dorokhov, V. A., A. R. Amamchyan, V. S. Bogdanov, and T. A. Shchegoleva. "Synthesis of N-(5-tetrazolyl)amidines from 5-aminotetrazole and nitriles using organoboranes." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 36, no. 11 (1987): 2436–38. http://dx.doi.org/10.1007/bf00957344.

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21

Najafi Chermahini, Alireza, Hossein Farrokhpour, Mohammadbagher Eghbalsaeid, and Abbas Teimouri. "DFT and MP2 Study of Intermolecular Interaction of 5-Aminotetrazole and Hydrazine: Enthalpy of Formation of Hydrazinium 5-Aminotetrazolate in the Gas Phase." Propellants, Explosives, Pyrotechnics 39, no. 4 (2014): 496–503. http://dx.doi.org/10.1002/prep.201300182.

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22

He, Nianbei, Yiru Chen, Lizhi Wu, Wei Zhang, Yinghua Ye, and Ruiqi Shen. "COMBUSTION CHARACTERISTICS OF 5-AMINOTETRAZOLE-BASED PROPELLANT FOR LASER-AUGMENTED PROPULSION." International Journal of Energetic Materials and Chemical Propulsion 16, no. 3 (2017): 207–18. http://dx.doi.org/10.1615/intjenergeticmaterialschemprop.2018021796.

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23

Fujihisa, Hiroshi, Kazumasa Honda, Shigeaki Obata, et al. "Crystal structure of anhydrous 5-aminotetrazole and its high-pressure behavior." CrystEngComm 13, no. 1 (2011): 99–102. http://dx.doi.org/10.1039/c0ce00278j.

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24

KOVALENKO, A. L., V. I. KRUTIKOV, and I. V. TSELINSKII. "ChemInform Abstract: Electrophilic Amination of 5-Aminotetrazole Under Phase-Transfer Catalysis." ChemInform 22, no. 46 (2010): no. http://dx.doi.org/10.1002/chin.199146191.

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25

Gein, V. L., A. N. Prudnikova, A. A. Kurbatova, et al. "Three-Component Reaction of Dimedone with Aromatic Aldehydes and 5-Aminotetrazole." Russian Journal of General Chemistry 89, no. 5 (2019): 881–85. http://dx.doi.org/10.1134/s1070363219050049.

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26

Dorokhov, V. A., A. R. Amamchyan, Z. A. Starikova, and I. A. Teslya. "Cyclic compounds of four-coordinated boron from 5-aminotetrazole and nitriles." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 36, no. 9 (1987): 1900–1904. http://dx.doi.org/10.1007/bf00958341.

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27

Kwon, Oh Joong, Jae Han Bae, Bum Koo Cho, Yung Jun Kim, and Jae Jeong Kim. "Investigation of cleaning solution composed of citric acid and 5-aminotetrazole." Korean Journal of Chemical Engineering 28, no. 7 (2011): 1619–24. http://dx.doi.org/10.1007/s11814-011-0023-7.

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28

Birzan, Liviu, Mihaela Cristea, Victorita Tecuceanu, Anamaria Hanganu, Eleonora-Mihaela Ungureanu, and Alexandru C. Razus. "5-(Azulen-1-yldiazenyl)tetrazoles; Syntheses and Properties." Revista de Chimie 71, no. 5 (2020): 251–64. http://dx.doi.org/10.37358/rc.20.5.8133.

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The tetrazole-5-diazonium salt, obtained by diazotizing 5-aminotetrazole in strong acid solution, was coupled with azulenes in the presence of pyridine to produce 5-(azulen-1-yldiazenyl)tetrazoles in good yields. The tetrazole moiety was monoalkylated in 1- and in 2- position using dimethyl sulfate for methylation and benzyl bromide for benzylation. The excess of alkylating agent generated in small amount tetrazole dialkylated salts. The synthesized compounds were characterized and some of their properties have been investigated, such as optical, magnetical and electrical.

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29

Adams, Valerie H., Matthew A. Bazar, Emily N. Reinke, Angela R. Buckalew, and William S. Eck. "In vitro and in vivo effects of 5-aminotetrazole (5-AT), an energetic compound." Regulatory Toxicology and Pharmacology 111 (March 2020): 104573. http://dx.doi.org/10.1016/j.yrtph.2019.104573.

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30

Lyakhov, Alexander S., Andrey N. Vorobiov, Pavel N. Gaponik, Ludmila S. Ivashkevich, Vadim E. Matulis, and Oleg A. Ivashkevich. "Two derivatives of 5-aminotetrazole: 5-amino-1-phenyltetrazole and 5-amino-1-(1-naphthyl)tetrazole." Acta Crystallographica Section C Crystal Structure Communications 59, no. 12 (2003): o690—o693. http://dx.doi.org/10.1107/s0108270103024442.

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31

Tkachenko, Irina G., Sergey A. Komykhov, Vladimir I. Musatov, et al. "In water multicomponent synthesis of low-molecular-mass 4,7-dihydrotetrazolo[1,5-a]pyrimidines." Beilstein Journal of Organic Chemistry 15 (October 8, 2019): 2390–97. http://dx.doi.org/10.3762/bjoc.15.231.

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The three-component reaction of 5-aminotetrazole with aliphatic aldehydes (formaldehyde, acetaldehyde) and acetoacetic ester derivatives in water under microwave irradiation leads to the selective formation of 4,7-dihydrotetrazolo[1,5-a]pyrimidine derivatives. Under similar conditions using 4,4,4-trifluoroacetoacetic ester 5-hydroxy-4,5,6,7-tetrahydrotetrazolo[1,5-a]pyrimidines are obtained. The analogous reaction with acetylacetone requires scandium(III) triflate as catalyst. The antioxidant activity of selected compounds was assayed with 1,1-diphenyl-2-picrylhydrazyl.

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32

Paul, Kristian W., Margaret M. Hurley, and Karl K. Irikura. "Unimolecular Decomposition of 5-Aminotetrazole and its Tautomer 5-Iminotetrazole: New Insight from Isopotential Searching." Journal of Physical Chemistry A 113, no. 11 (2009): 2483–90. http://dx.doi.org/10.1021/jp810359t.

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33

Farrokhpour, H., A. Dehbozorgi, M. Manassir, and A. Najafi Chermahini. "The effect of deformation and intermolecular interaction on the absorption spectrum of 5-aminotetrazole and hydrazine: A computational molecular spectroscopy study on hydrazinium 5-aminotetrazolate." Journal of Molecular Structure 1107 (March 2016): 121–36. http://dx.doi.org/10.1016/j.molstruc.2015.11.027.

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34

Peet, Norton P. "Reactions of 2-isocyanatobenzoyl chloride and 2-carbomethoxyphenyl isocyanate with 5-aminotetrazole." Journal of Heterocyclic Chemistry 24, no. 1 (1987): 223–25. http://dx.doi.org/10.1002/jhet.5570240141.

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35

Bigotto, Adriano, and Rita Klingendrath. "A vibrational spectroscopic study of 1-methyl and 2-methyl-5-aminotetrazole." Spectrochimica Acta Part A: Molecular Spectroscopy 46, no. 12 (1990): 1683–92. http://dx.doi.org/10.1016/0584-8539(90)80238-t.

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36

Levchik, S. V., A. I. Balabanovich, O. A. Ivashkevich, P. N. Gaponik, and L. Costa. "Thermal decomposition of tetrazole-containing polymers. V. Poly-1-vinyl-5-aminotetrazole." Polymer Degradation and Stability 47, no. 3 (1995): 333–38. http://dx.doi.org/10.1016/0141-3910(94)00130-8.

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37

Adnen, Hadj Ayed Med, Khiari Jameleddine, and Ben Hassine Bechir. "Reaction of 5-aminotetrazole with vinamidinium salts: Formation of 2-(N, N-dimethylamino)-5-substituted pyrimidines." Molecular Diversity 12, no. 1 (2008): 61–64. http://dx.doi.org/10.1007/s11030-008-9075-y.

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38

Lee, Jong-Won, Min-Cheol Kang, and Jae Jeong Kim. "Characterization of 5-Aminotetrazole as a Corrosion Inhibitor in Copper Chemical Mechanical Polishing." Journal of The Electrochemical Society 152, no. 12 (2005): C827. http://dx.doi.org/10.1149/1.2104247.

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39

Chermahini, Alireza Najafi, Kamran Kermannezhad, and Masoume Rezaei. "Theoretical Studies on the Adsorption of 5-Aminotetrazole on Single-walled Carbon Nanotubes." Journal of the Chinese Chemical Society 63, no. 8 (2016): 716–24. http://dx.doi.org/10.1002/jccs.201600130.

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40

Boroglu, Mehtap Safak, Sevim Unugur Celik, Ayhan Bozkurt, and Ismail Boz. "Synthesis and proton conductivity studies of 5-aminotetrazole-doped sulfonated polymer electrolyte membranes." Polymer Composites 32, no. 10 (2011): 1625–32. http://dx.doi.org/10.1002/pc.21178.

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41

Obata, Shigeaki, Satoshi Takeya, Hiroshi Fujihisa, Kazumasa Honda, and Yoshito Gotoh. "Phase Transition Analysis of 5-Aminotetrazole from Room Temperature to the Melting Point." Journal of Physical Chemistry B 114, no. 39 (2010): 12572–76. http://dx.doi.org/10.1021/jp1035376.

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42

Han, Z. Y., Y. P. Zhang, Z. M. Du, Z. Y. Li, Q. Yao, and Y. Z. Yang. "The Formula Design and Performance Study of Gas Generators based on 5-Aminotetrazole." Journal of Energetic Materials 36, no. 1 (2017): 61–68. http://dx.doi.org/10.1080/07370652.2017.1311969.

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43

Yang, Gao-Wen, Qiao-Yun Li, Yi Zhou, Guo-Qing Gu, Yun-Sheng Ma, and Rong-Xin Yuan. "Two copper(II) coordination polymers containing atza ligand [atza=5-aminotetrazole-1-acetato]." Inorganic Chemistry Communications 11, no. 10 (2008): 1239–42. http://dx.doi.org/10.1016/j.inoche.2008.06.003.

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44

Pinto, R. M., A. A. Dias, M. Coreno та ін. "Tautomerism in 5-aminotetrazole investigated by core-level photoelectron spectroscopy and ΔSCF calculations". Journal of Electron Spectroscopy and Related Phenomena 185, № 1-2 (2012): 13–17. http://dx.doi.org/10.1016/j.elspec.2011.12.003.

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45

Çelik, Sevim Ünügür, and Ayhan Bozkurt. "Preparation and proton conductivity of acid-doped 5-aminotetrazole functional poly(glycidyl methacrylate)." European Polymer Journal 44, no. 1 (2008): 213–18. http://dx.doi.org/10.1016/j.eurpolymj.2007.10.010.

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46

Mahmood, Ayyaz, and Ahmad Irfan. "First principles investigations of geometric, electronic and optical properties of 5-aminotetrazole derivatives." Journal of Computational Electronics 12, no. 3 (2013): 437–47. http://dx.doi.org/10.1007/s10825-013-0452-0.

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47

Chen, Hongyan, Tonglai Zhang, and Jianguo Zhang. "Crystal structure and thermal decomposition mechanism of a 5-aminotetrazole copper(II) complex." Structural Chemistry 23, no. 1 (2011): 153–59. http://dx.doi.org/10.1007/s11224-011-9791-2.

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48

Jiang, Zhiqiang. "3-Dimensional 4-Connected Metal-Organic Frameworks of Zinc(II) Built from 5-Aminotetrazole." Asian Journal of Chemistry 25, no. 4 (2013): 2353–54. http://dx.doi.org/10.14233/ajchem.2013.13746d.

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49

KOVALENKO, A. L., A. N. GARVARDT, V. A. OSTROVSKII, and I. V. TSELINSKII. "ChemInform Abstract: Aminomethylation of 1(2)-Methyl-5-aminotetrazole with N-Methylene-tert. -butylamine." ChemInform 22, no. 37 (2010): no. http://dx.doi.org/10.1002/chin.199137193.

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50

GROMOVA, S. A., M. I. BARMIN, I. B. KARAULOVA, A. N. GREBENKIN, and V. V. MEL'NIKOV. "ChemInform Abstract: Alkylation of the Potassium Salt of 5-Aminotetrazole with Dibromoalkanes and Dichloroethers." ChemInform 29, no. 51 (2010): no. http://dx.doi.org/10.1002/chin.199851159.

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