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A novel synthesis of isothiocyanates from amines and phenyl isothiocyanate via replacement reaction

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Abstract

A new efficient method for the synthesis of isothiocyanates has been developed via the replacement reaction of phenyl isothiocyanate and the corresponding amines (the amino group of these amines was linked to tertiary carbon or secondary carbon) with dimethylbenzene as solvent. This reaction was carried out under the protection of nitrogen and mild condition. In addition, the yields of some products could be more than 90%. More importantly, this method has advantages with low toxicity, low cost, safety, less by-products and simple to operate. It has the potential to realize the industrial production of some complicated isothiocyanates.

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Acknowledgements

This work was supported by Science and Technology Project of Chaozhou (grant No. 2019ZC01), PhD Startup Project of Hanshan Normal University (grant No. QD20181008), and The Program of Basic Capability Improvement Project of Young and Middle-aged Teachers in GuangXi Colleges and Universities (grant No. 2018KY0697).

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Correspondence to Shou-ji Zhu.

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Conflict of interest

A patent filing on the practice of this reaction [Faming Zhuanli Shenqing (2020), CN 111635345 A 20200908] has been initiated by Shouji Zhu.

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Zhu, Sj., Li, Jf. A novel synthesis of isothiocyanates from amines and phenyl isothiocyanate via replacement reaction. Chem. Pap. 75, 4543–4547 (2021). https://doi.org/10.1007/s11696-021-01692-x

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  • DOI: https://doi.org/10.1007/s11696-021-01692-x

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