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Issue 23, 2016
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A metal free reduction of aryl-N-nitrosamines to the corresponding hydrazines using a sustainable reductant thiourea dioxide

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Abstract

Reduction of aryl-N-nitrosamines to the corresponding hydrazines is reported under metal free conditions using a sustainable industrial reductant thiourea dioxide (TDO). The reaction takes place under mild conditions in an aqueous medium to provide good to excellent yields of the desired products. Sensitive functional groups such as olefins, alkynes and aryl halides were found to be stable during the reduction while a wide range of aryl-N-nitrosamines were successfully converted to the desired hydrazines. One-pot synthesis of arylhydrazines from their corresponding secondary amines via an N-nitrosamine intermediate was established.

Graphical abstract: A metal free reduction of aryl-N-nitrosamines to the corresponding hydrazines using a sustainable reductant thiourea dioxide

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Publication details

The article was received on 01 Sep 2016, accepted on 03 Oct 2016, published on 03 Oct 2016 and first published online on 03 Oct 2016


Article type: Communication
DOI: 10.1039/C6GC02444K
Citation: Green Chem., 2016,18, 6215-6221
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    A metal free reduction of aryl-N-nitrosamines to the corresponding hydrazines using a sustainable reductant thiourea dioxide

    P. Chaudhary, S. Gupta, P. Sureshbabu, S. Sabiah and J. Kandasamy, Green Chem., 2016, 18, 6215
    DOI: 10.1039/C6GC02444K

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