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A green approach for the electroorganic synthesis of 2-[(4-methyl-2-pyridyl)amino]-1,4-benzenediol derivatives in aqueous solution

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Abstract

The electrochemical synthesis of some new 2-[(4-methyl-2-pyridyl)amino)-1,4-benzenediol derivatives was performed via the electrochemical oxidation of hydroquinones in the presence of 2-amino-4-methylpyridine in an aqueous solution. The results demonstrate that electrogenerated p-benzoquinone participated in the Michael-type addition reaction via an electrochemical–chemical (EC) reaction mechanism pathway and converted to the corresponding 2-[(4-methyl-2-pyridyl)amino)-1,4-benzenediol derivatives. These new compounds have been synthesized in high yields and purity without using any toxic reagents or catalyst at the surface of carbon electrode.

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Acknowledgements

The authors are grateful to University of Kashan for supporting this work by Grant No. 434066-12.

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Authors and Affiliations

  1. Department of Analytical Chemistry, Faculty of Chemistry, University of Kashan, Kashan, Islamic Republic of Iran

    Samira Dadkhah-Tehrani & Mehdi Shabani-Nooshabadi

  2. Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, Islamic Republic of Iran

    Mohsen Moradian

Authors
  1. Samira Dadkhah-Tehrani
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  2. Mehdi Shabani-Nooshabadi
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  3. Mohsen Moradian
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Correspondence to Mehdi Shabani-Nooshabadi.

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Dadkhah-Tehrani, S., Shabani-Nooshabadi, M. & Moradian, M. A green approach for the electroorganic synthesis of 2-[(4-methyl-2-pyridyl)amino]-1,4-benzenediol derivatives in aqueous solution. J IRAN CHEM SOC 15, 171–179 (2018). https://doi.org/10.1007/s13738-017-1220-z

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