49579-70-6Relevant academic research and scientific papers
Functionalization of chitosan by grafting Cu(II)-5-amino-1H-tetrazole complex as a magnetically recyclable catalyst for C-N coupling reaction
Motahharifar, Narjes,Naserimanesh, Alireza,Nasrollahzadeh, Mahmoud,Sajjadi, Mohaddeseh,Shokouhimehr, Mohammadreza
, (2021/12/27)
The functionalization of chitosan (as a linear polysaccharide) with a copper complex to expand the areas of its potential applications is an important scientific task. The present work reports the application of Cu(II)-5-amino-1H-tetrazole complex immobilized on modified magnetic chitosan as an effective catalyst (Fe3O4@Chitosan-Tet-Cu(II)) for C-N bond cross-coupling reaction between 5-aminotetrazole and aryl halides under ligand-free conditions in dioxane solvent. The prepared magnetic nanocatalyst was characterized by FT-IR, EDS, TEM, HRTEM, VSM, FFT, XRD, TG-DTG, ICP-MS, and elemental mapping analyses. 1-Aryl-5-amino-1H-tetrazoles were produced in high yields. The advantages of this catalytic process include simple methodology, avoiding the use of harmful catalysts, short reaction times, excellent yields, easy work-up, and environmentally friendly conditions. Fe3O4@Chitosan-Tet-Cu(II) catalyst exhibited high efficacy and reusability/recyclability even after seven consecutive cycles with low loss of catalytic activity.
Cu(II)-N-benzyl-amino-1H-tetrazole complex immobilized on magnetic chitosan as a highly effective nanocatalyst for C-N coupling reactions
Ghafuri, Hossein,Nasrollahzadeh, Mahmoud,Sajjadi, Mohaddeseh
, (2021/07/24)
Herein, the synthesis of a novel catalytic nanosystem with high activity and easy recoverability through immobilization of Cu(II)-N-benzyl-amino-1H-tetrazole complex on magnetic chitosan (MCS-BAT-Cu(II)) is reported. The catalytic potential of MCS-BAT-Cu(II) catalyst has been assessed in C-N coupling reaction of 5-amino-1H-tetrazole with aryl halides. Various aryl iodides/bromides were successfully coupled using MCS-BAT-Cu(II) catalyst for the synthesis of 1-aryl-5-amino-1H-tetrazoles with excellent reaction yields. In addition, the magnetic catalyst was easily and effectively separated from the reaction mixture using an external magnet and reused five times without notable loss of catalytic activity.
Eco-efficient one-pot tandem synthesis of 1-aryl-1H-tetrazol-5-amine by CAN via in situ generated 1-phenylthiourea and heterocumulene
Kondhare, Dasharath D.,Bhadke, Venkat V.,Deshmukh, Sushma S.,Wakhradkar, Mahesh G.,Totawar, Balaji B.
, (2021/07/28)
A simple, cost-effective, environmentally benign, and efficient one-pot tandem approach to the synthesis of pharmaceutically important 1-aryl-1H-tetrazole-5-amines 3a-k and 4a-k has been described. The reaction utilized 1-phenyl thiourea, which was generated in situ from aqueous ammonia and isocyanates 1a-k, for the formation of heterocumenes using sodium azide, triethylamine, and ceric ammonium nitrate (CAN) to obtain various aryl-substituted 1H-tetrazole-5-amines (3a-k) in good to excellent yields.
Selective Gold-Catalysed Synthesis of Cyanamides and 1-Substituted 1H-Tetrazol-5-Amines from Isocyanides
?koch, Karel,Císa?ová, Ivana,?těpni?ka, Petr
supporting information, p. 13788 - 13791 (2018/09/14)
The newly discovered gold-catalysed reaction of isocyanides with hydrazoic acid generated in situ from trimethylsilyl azide and methanol (or, alternatively, from NaN3/AcOH) produces either cyanamides or 1-substituted 1H-tetrazol-5-amines, depending on the amount of available HN3. The reaction proceeds selectively and in generally high yields of either product, thus providing a particularly convenient access to a wide range of substituted 1H-tetrazol-5-amines that are rather difficult to access otherwise.
A versatile synthesis of arylaminotetrazoles by a magnetic Fe@Phendiol@Mn nano-particle catalyst and its theoretical studies
Habibi, Davood,Heydari, Somayyeh,Afsharfarnia, Mina,Rostami, Zahra
, (2017/09/30)
The Fe3O4 magnetic nano-particles were modified with 1,10-phenanthroline-5,6-diol and the relevant Mn complex (Fe@Phendiol@Mn) synthesized as a nano-magnetic heterogeneous catalyst to be used for the synthesis of various arylaminotet
Electrochemical and DFT study on the inhibition of 316L stainless steel corrosion in acidic medium by 1-(4-nitrophenyl)-5-amino-1H-tetrazole
Ehsani, Ali,Mahjani, Mohammad Ghasem,Moshrefi, Reza,Mostaanzadeh, Hossein,Shayeh, Javad Shabani
, p. 20031 - 20037 (2014/05/20)
1-(4-nitrophenyl)-5-amino-1H-tetrazole was synthesized and its inhibiting action on the corrosion of 316L stainless steel (SS) in sulfuric acid was investigated by means of potentiodynamic polarization and electrochemical impedance spectroscopy (EIS). In
CoFe2O4 nanoparticles as a magnetically recoverable and reusable catalyst for the synthesis of arylaminotetrazoles and 5-aryloxytetrazoles
Bahari, Siavash,Rezaei, Akbar
, p. 65 - 68 (2014/03/21)
An efficient and direct method is described for the synthesis of 5-arylamino-1H-tetrazoles (Isomer A) or 1-aryl-5-amino-1Htetrazoles (Isomer B) and 5-aryloxytetrazoles from arylcyanamides or cynates with nano CoFe 2O4 as a reusable a
Green chemistry: ZrOCl2·8H2O catalyzed regioselective synthesis of 5-amino-1-aryl-1H-tetrazoles from secondary arylcyanamides in water
Khalili, Behzad,Darabi, Faramarz Sadeghzadeh,Eftekhari-Sis, Bagher,Rimaz, Mehdi
, p. 1569 - 1572 (2013/10/22)
A green and efficient method for the synthesis of 5-amino-1-aryl-1H- tetrazoles with excellent yields and high purity from secondary arylcyanamides is described. This method is completely green because no organic solvents or protic acid catalyst is used t
Ultrasound-promoted regioselective synthesis of 1-aryl-5-amino-1H- tetrazoles
Habibi, Davood,Nasrollahzadeh, Mahmoud,Sahebekhtiari, Hesam,Sajadi, S.Mohammad
, p. 2795 - 2798 (2013/02/21)
A new method for the regioselective synthesis of 1-aryl-5-amino-1H- tetrazoles has been developed by the reaction of arylcyanamides with sodium azide using ZnClunder ultrasound irradiation in excellent yields. Copyright
Synthesis of arylaminotetrazoles by ZnCl2/AlCl 3/silica as an efficient heterogeneous catalyst
Habibi, Davood,Nasrollahzadeh, Mahmoud
scheme or table, p. 925 - 930 (2012/08/07)
Arylaminotetrazoles were efficiently synthesized from secondary arylcyanamides by application of ZnCl2/AlCl3/silica as a reusable heterogeneous Lewis acid catalyst. 5-Arylamino-1H-tetrazoles can be obtained from arylcyanamides carryi
