99584-29-9Relevant academic research and scientific papers
The anchoring of a Cu(ii)-salophen complex on magnetic mesoporous cellulose nanofibers: green synthesis and an investigation of its catalytic role in tetrazole reactions through a facile one-pot route
Bagherzade, Ghodsieh,Ghamari kargar, Pouya
, p. 19203 - 19220 (2021/06/03)
Today, most synthetic methods are aimed at carrying out reactions under more efficient conditions and the realization of the twelve principles of green chemistry. Due to the importance and widespread applications of tetrazoles in various industries, especially in the field of pharmaceutical chemistry, and the expansion of the use of nanocatalysts in the preparation of valuable chemical reaction products, we decided to use an (Fe3O4@NFC@NSalophCu)CO2H nanocatalyst in this project. In this study, the synthesis of the nanocatalyst (Fe3O4@NFC@NSalophCu)CO2H was explained in a step-by-step manner. Confirmation of the structure was obtained based on FT-IR, EDX, FE-SEM, TEM, XRD, VSM, DLS, TGA, H-NMR, and CHNO analyses. The catalyst was applied to the synthesis of 5-substituted-1H-tetrazole and 1-substituted-1H-tetrazole derivatives through multi-component reactions (MCRs), and the performance was assessed. With advances in science and technology and increasing environmental pollution, the use of reagents and methods that are less dangerous for the environment has received much attention. Therefore, following green chemistry principles, with the help of the (Fe3O4@NFC@NSalophCu)CO2H salen complex as a nanocatalyst that is recyclable, cheap, safe, and available, the use of water as a green solvent, and reduced reaction times, the synthesis of tetrazoles can be achieved.
Visible-light driven regioselective synthesis of 1H-tetrazoles from aldehydes through isocyanide-based [3 + 2] cycloaddition
Verma, Fooleswar,Sahu, Anjumala,Singh, Puneet K.,Rai, Ankita,Singh, Manorama,Rai, Vijai K.
supporting information, p. 3783 - 3789 (2018/08/21)
A novel and green Co@g-C3N4 catalyzed visible light driven direct regioselective synthesis of 1H-tetrazoles directly from various aldehydes and sodium azide is reported. Herein, NaN3 not only behaves as a three-nitrogen do
Five-membered N-Heterocycles Synthesis Catalyzed by Nano-silica Supported Copper(II)–2-imino-1,2-diphenylethan-1-ol Complex
Sharghi, Hashem,Shiri, Pezhman,Aberi, Mahdi
, p. 2844 - 2862 (2017/09/25)
Abstract: In this study, a new amino functionalized nano silica was synthesized using 2-hydroxy-1,2-diphenylethan-1-one. The new 2-hydroxy-1,2-diphenylethan-1-one@amino functionalized nano-silica was used as a support material for copper(II) catalyst. This composite was characterized by various techniques such as transmission electron microscopy, field emission scanning electron microscope, X-ray powder diffraction, inductively coupled plasma, energy dispersive X-ray spectroscopy, thermal gravimetric and FT-IR analysis and its particles size was estimated to be between 20 and 30?nm. The catalyst was tested in the N-heterocycles synthesis via C–N bond forming reactions. The catalyst displayed outstanding catalytic activity for all reactions under mild conditions. Finally, the nano heterogeneous copper catalyst is recoverable up to 12 times without any significant leaching which indicated that the heterogeneous catalyst is stable and very active under the applied conditions. Graphical Abstract: [Figure not available: see fulltext.]
2-aminoethanesulfonic acid immobilized on epichlorohydrin functionalized Fe3O4@WO3 (Fe3O4@WO3-EAE-SO3H): A novel magnetically recyclable heterogeneous nanocatalyst for the green one-pot synthesis of 1-substituted-1H-1, 2, 3, 4-tetrazoles in water
Ghasemzadeh, Maryam Sadat,Akhlaghinia, Batool
, p. 1119 - 1128 (2017/10/25)
In this research 2-aminoethanesulfonic acid immobilized on epichlorohydrin functionalized Fe3O4@WO3 (Fe3O4@WO3- EAE-SO3H) has been introduced as a novel and efficient magnetic nanocatalyst for appropriate and rapid synthesis of 1-substituted-1H-1, 2, 3, 4-tetrazoles. This new nanocatalyst was then characterized using FT-IR, XRD, TEM, EDS, TGA, FE-SEM, CHNS and VSM techniques. The above experimental results allowed determination of the composition of Fe3O4@WO3-EAE-SO3H and clearly revealed that the nanoparticles are spherical in shape with particle size in the range of 723nm and superparamagnetic behavior. Fe3O4@WO3- EAE-SO3H as an excellent replacement for Br?nsted acids was shown to be highly efficient in the rapid preparation of 1- substituted-1H-1, 2, 3, 4-tetrazoles through the cyclization reaction of various primary amines, triethyl orthoformate and 1- butyl-3-methylimidazolium azide ([bmim][N3]). Compared with conventional methods, the present protocol has considerable advantages such as short reaction time, mild reaction conditions, easy work-up, pure products with high yields, catalyst recovery using an external magnet and reuse of the catalyst several times without noticeable deterioration in catalytic activity. In addition to the aforementioned favourable properties, the remarkable feature of the present protocol is the use of water as environmentally benign solvent, which eliminates the use of toxic solvent.
Synthetic manifestation of nitro substituted tetrazole-N-(hetero)aryl derivatives and energetic studies
Kommu, Nagarjuna,Balaraju,Ghule, Vikas D.,Sahoo, Akhila K.
supporting information, p. 7366 - 7371 (2017/04/26)
A workable cost-efficient synthetic method for the construction of nitro substituted tetrazole-N-aryl/heteroaryl derivatives is discussed here. The energetic functional groups-NO2,-NHNO2 and-N3 are reliably inserted into the molecular backbone, making the tetrazole-N-aryl derivatives highly energetic and insensitive to heat and impact. For example, the tetrazole derivatives 7 and 8, bearing a-NO2 or a-NHNO2 group, exhibit energetic properties close to RDX, but with enhanced insensitivity. Most of the synthesized compounds show exothermic decomposition and are consequently useful for energetic material applications.
Ultrasound-promoted one-pot three component synthesis of tetrazoles catalyzed by zinc sulfide nanoparticles as a recyclable heterogeneous catalyst
Naeimi, Hossein,Kiani, Fatemeh
, p. 408 - 415 (2015/06/30)
Ultrasound irradiation was applied for the appropriate and rapid synthesis of 1-substituted tetrazoles through cyclization reaction of various primary amines, sodium azide and triethyl orthoformate. This reaction was effectively catalyzed by ZnS nanoparti
Sulfonic acid-functionalized silica-coated magnetic nanoparticles as an efficient reusable catalyst for the synthesis of 1-substituted 1H-tetrazoles under solvent-free conditions
Naeimi, Hossein,Mohamadabadi, Samaneh
supporting information, p. 12967 - 12973 (2014/08/18)
Regarding green chemistry goals, silica-coated magnetite nanoparticles open up a new avenue to introduce a very useful and efficient system for facilitating catalyst recovery in different organic reactions. Therefore, in this paper the preparation of sulf
HClO4-SiO2 as an efficient and reusable heterogeneous catalyst for the synthesis of 1-substituted tetrazoles
Bahari, Siavash,Rezaei, Akbar
, p. 55 - 58 (2014/03/21)
An efficient and direct protocol is described for the preparation of 1-substituted 1H-1,2,3,4-tetrazoles by the reaction of primary amines, triethyl orthoformate and sodium azide in the presence of catalytic amount of silica-supported perchloric acid under solvent-free and heterogeneous conditions. The thermal solvent-free green procedure offers advantages such as simple methodology, easy work-up, high yield, recovery and reusability of catalyst.
P2O5-SiO2 as an efficient heterogeneous catalyst for the solvent-free synthesis of 1-substituted 1H-1,2,3,4-tetrazoles under conventional and ultrasound irradiation conditions
Habibi, Davood,Nasrollahzadeh, Mahmoud,Mehrabi, Leila,Mostafaee, Samaneh
, p. 725 - 728 (2013/07/26)
1-Substituted 1H-1,2,3,4-tetrazoles were efficiently synthesized from the reaction of primary amines, triethyl orthoformate, and sodium azide in presence of a catalytic amount of P2O5-SiO2 under conventional and ultrasound irradiation in solvent-free conditions. The advantages of this procedure are high yields, relatively short reaction times, ease of product isolation, low cost, and recovery and reusability of the catalyst.
Solvent-free synthesis of 1-aryl-1H-1,2,3,4-tetrazoles using FeCl 3-SiO2 catalysis under conventional and ultrasound irradiation conditions
Habibi, Davood,Mostafaee, Samaneh,Mehrabi, Leila
, p. 464 - 466 (2013/09/12)
1-Aryl-1H-1,2,3,4-tetrazoles were synthesised by the solvent-free reactions of aryl amines, sodium azide and triethyl orthoformate using FeCl 3-SiO2 as an effective heterogeneous catalyst under conventional and ultrasound irradiation
