- Synthesis of thiotetrazoles and arylaminotetrazoles using rutile TiO 2 nanoparticles as a heterogeneous and reusable catalyst
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A novel method is described to prepare rutile TiO2 nanoparticles which are reusable and efficient heterogeneous catalysts for the synthesis of thiotetrazoles and arylaminotetrazoles - compounds widely used in medicinal and coordination chemistry. This procedure has the advantages of good to excellent yields of products, elimination of homogeneous catalysts and toxic and explosive reagents, simple methodology, easy work up and the reusability of the heterogeneous catalyst.
- Maham, Mehdi,Khalaj, Mehdi
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- Eco-efficient one-pot tandem synthesis of 1-aryl-1H-tetrazol-5-amine by CAN via in situ generated 1-phenylthiourea and heterocumulene
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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.
- Kondhare, Dasharath D.,Bhadke, Venkat V.,Deshmukh, Sushma S.,Wakhradkar, Mahesh G.,Totawar, Balaji B.
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- Chitosan supported 1-phenyl-1H-tetrazole-5-thiol ionic liquid copper(II) complex as an efficient catalyst for the synthesis of arylaminotetrazoles
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A recyclable functional hybrid catalyst was prepared via a simple method using chitosan as a linear polysaccharide and an ionic liquid. In this work, the synthesis of chitosan supported 1-phenyl-1H-tetrazole-5-thiol ionic liquid copper(II) complex (CS@Tet
- Nasrollahzadeh, Mahmoud,Motahharifar, Narjes,Nezafat, Zahra,Shokouhimehr, Mohammadreza
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- Magnetic chitosan-copper nanocomposite: A plant assembled catalyst for the synthesis of amino- and N-sulfonyl tetrazoles in eco-friendly media
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A greener, cost efficient and simple method is described to prepare copper nanoparticles (NPs) immobilized on the magnetic chitosan (one of the more versatile polysaccharides) using Euphorbia falcata leaf extract as reducing/stabilizing agent. The prepare
- Motahharifar, Narjes,Nasrollahzadeh, Mahmoud,Taheri-Kafrani, Asghar,Varma, Rajender S.,Shokouhimehr, Mohammadreza
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- L -Proline: An Efficient Organocatalyst for the Synthesis of 5-Substituted 1 H -Tetrazoles via [3+2] Cycloaddition of Nitriles and Sodium Azide
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A simple and efficient route for the synthesis of a series of 5-substituted 1 H -tetrazoles using l -proline as a catalyst from structurally diverse organic nitriles and sodium azide is reported. The prominent features of this environmentally benign, cost effective, and high-yielding l -proline-catalyzed protocol includes simple experimental procedure, short reaction time, simple workup, and excellent yields making it a safer and economical alternative to hazardous Lewis acid catalyzed methods. The protocol was successfully applied to a broad range of substrates, including aliphatic and aryl nitriles, organic thiocyanates, and cyanamides.
- Bhagat, Saket B.,Telvekar, Vikas N.
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supporting information
p. 874 - 879
(2018/02/16)
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- Zno as an effective and reusable heterogeneous catalyst for the synthesis of arylaminotetrazoles
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ZnO is an effective heterogeneous catalyst for the reaction between arylcyanamides with sodium azide to synthesize the arylaminotetrazoles in good yields. This method has advantages of good yields, simple methodology, short reaction times, and easy workup
- Habibi, Davood,Nasrollahzadeh, Mahmoud
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scheme or table
p. 2023 - 2032
(2012/06/01)
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- Silica-supported ferric chloride (FeCl3-SiO2): An efficient and recyclable heterogeneous catalyst for the preparation of arylaminotetrazoles
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An efficient method for preparation of 5-arylamino-1H-tetrazole and 1-aryl-5-amino-1H-tetrazole derivatives is reported using FeCl 3-SiO2 as an effective heterogeneous catalyst. Generally, when the substituent in arylcyanamide is a strongly electron-withdrawing group, the position of the equilibrium would shift toward 5-arylamino-1H-tetrazole, whereas with an electron-releasing substituent, the position of the equilibrium would shift toward 1-aryl-5-amino-1H-tetrazole. Copyright Taylor & Francis Group, LLC.
- Habibi, Davood,Nasrollahzadeh, Mahmoud
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experimental part
p. 3159 - 3167
(2010/11/18)
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- Efficient synthesis of arylaminotetrazoles in water
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Arylaminotetrazole derivatives are synthesized efficiently by the reaction of arylcyanamides and sodium azide in the presence of ZnCl2 under aqueous conditions at reflux. Generally, isomer of 5-arylamino-1H-tetrazole can be obtained from arylcy
- Habibi, Davood,Nasrollahzadeh, Mahmoud,Faraji, Ali Reza,Bayat, Yadollah
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experimental part
p. 3866 - 3870
(2010/06/16)
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- Solvent-free preparation of arylaminotetrazole derivatives using aluminum(III) hydrogensulfate as an effective catalyst
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An efficient and simple method for the preparation of 5-arylamino-1H- tetrazole and 1-aryl-5-amino-1H-tetrazole derivatives is reported using aluminum(III) hydrogensulfate (Al(HSO4)3) as an effective heterogeneous catalyst from secon
- Khamooshi, Ferydoon,Modarresi-Alam, Ali Reza
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experimental part
p. 892 - 896
(2011/11/13)
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- A general synthetic method for the formation of arylaminotetrazoles using natural natrolite zeolite as a new and reusable heterogeneous catalyst
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An efficient method for preparation of arylaminotetrazoles is reported using natrolite zeolite as a natural catalyst. Generally, isomer of 5-arylamino-1H-tetrazole can be obtained from arylcyanamides carrying electron-withdrawing substituent on aryl ring
- Nasrollahzadeh, Mahmoud,Habibi, Davood,Shahkarami, Zahra,Bayat, Yadollah
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experimental part
p. 10715 - 10719
(2010/01/16)
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- On the Physicochemical Characterization of 5-Amino-1-aryl-1H-tetrazoles: Electronic Molecule Parameters from the Thermal Isomerization into 5-Arylamino-1H-tetrazoles
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The known thermal isomerization of 5-amino-1-aryl-1H-tetrazoles (A) into corresponding 5-arylamino-1H-tetrazoles (HB) was used to derive physicochemical parameters characterizing the electronic substituent effect on isomerism and dissociation equilibria. For a series of 26 tetrazoles A as starting materials the equilibrium constants (pKi) of isomerization in boiling ethylene glycol at 197°C and the dissociation constants (pKa) of the NH-acidic tetrazoles HB were determined by potentiometric titration of rapidly cooled equilibrium mixtures in water and ethanol/water with KOH at 25°C. The pK values are closely correlated with Hammett's electronic substituent constants σ and can be used as electronic molecule parameters in QSAR or QSPR (QSAR = quantitative structure-activity relationship; QSPR = quantitative structure-property relationship) studies.
- Schelenz, Thomas,Schaefer, Wieland
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p. 197 - 200
(2007/10/03)
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