European Journal of Chemistry 2013, 4(1), 61-63 | doi: https://doi.org/10.5155/eurjchem.4.1.61-63.732 | Get rights and content

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Synthesis of azoarenes by reductive dimerization of nitroarenes using ammonium bromide and magnesium


Malavalli Basavaraju Sridhara (1) , Ramesh Suhas (2) , Dase Gowda Channe Gowda (3,*)

(1) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore-570006, Karnataka, India
(2) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore-570006, Karnataka, India
(3) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore-570006, Karnataka, India
(*) Corresponding Author

Received: 02 Jan 2013 | Revised: 19 Jan 2013 | Accepted: 20 Jan 2013 | Published: 31 Mar 2013 | Issue Date: March 2013

Abstract


A simple and efficient protocol for the synthesis of symmetrically substituted azoarenes from nitroarenes by using ammonium bromide as hydrogen donor and magnesium powder as catalyst at room temperature in methanol media is described. Various azoarenes containing few additional substituents such as halogen, methyl, hydroxyl, methoxy, ethoxy etc. functions have been synthesized in a single step by the use of this reagent. The conversion is clean, rapid, chemo-selective and high yielding.

4_1_61_63

Keywords


Magnesium; Nitroarenes; Azocompounds; Ammonium bromide; Reductive dimerization; Catalytic transfer hydrogenation

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DOI: 10.5155/eurjchem.4.1.61-63.732

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Funding information


The University Grants Commission (UGC), New Delhi, India

Citations

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[1]. Sitaram H. Gund, Radheshyam S. Shelkar, Jayashree M. Nagarkar
An efficient catalyst-free and chemoselective synthesis of azobenzenes from nitrobenzenes
RSC Adv.  4(81), 42947, 2014
DOI: 10.1039/C4RA06027J
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[2]. Ashok Raj Patel, Geetika Patel, Gurupada Maity, Shiv P. Patel, Sumantra Bhattacharya, Anjaneyulu Putta, Subhash Banerjee
Direct Oxidative Azo Coupling of Anilines Using a Self-Assembled Flower-like CuCo2O4 Material as a Catalyst under Aerobic Conditions
ACS Omega  5(47), 30416, 2020
DOI: 10.1021/acsomega.0c03562
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[3]. Behzad Zeynizadeh, Fariba Faraji
Immobilized antimony species on magnetite: a novel and highly efficient magnetically reusable nanocatalyst for direct and gram-scale reductive-coupling of nitroarenes to azoarenes
RSC Advances  9(23), 13112, 2019
DOI: 10.1039/C9RA01249D
/


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How to cite


Sridhara, M.; Suhas, R.; Gowda, D. Eur. J. Chem. 2013, 4(1), 61-63. doi:10.5155/eurjchem.4.1.61-63.732
Sridhara, M.; Suhas, R.; Gowda, D. Synthesis of azoarenes by reductive dimerization of nitroarenes using ammonium bromide and magnesium. Eur. J. Chem. 2013, 4(1), 61-63. doi:10.5155/eurjchem.4.1.61-63.732
Sridhara, M., Suhas, R., & Gowda, D. (2013). Synthesis of azoarenes by reductive dimerization of nitroarenes using ammonium bromide and magnesium. European Journal of Chemistry, 4(1), 61-63. doi:10.5155/eurjchem.4.1.61-63.732
Sridhara, Malavalli, Ramesh Suhas, & Dase Gowda Channe Gowda. "Synthesis of azoarenes by reductive dimerization of nitroarenes using ammonium bromide and magnesium." European Journal of Chemistry [Online], 4.1 (2013): 61-63. Web. 19 Oct. 2021
Sridhara, Malavalli, Suhas, Ramesh, AND Gowda, Dase. "Synthesis of azoarenes by reductive dimerization of nitroarenes using ammonium bromide and magnesium" European Journal of Chemistry [Online], Volume 4 Number 1 (31 March 2013)

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