Abstract
The present paper deals with the study of condensation reaction of aniline with acetone under electrospray ionization (ESI) conditions . An experimental setup is described for conducting reactions under ESI conditions with a possibility of the accumulation of reaction products. The aniline and acetone condensation products were analyzed by gas chromatography–mass spectrometry. Spraying this mixture with high concentration of formic acid, results in the formation of N-phenylformamide, N,N'-diphenylmethaneimidamide, and 1,2-dihydro-2,2,4-trimethylquinoline; the last one is the only product of the reaction of aniline with acetone. Thus, the Schiff base formation reaction radically changes its direction. The results obtained using the proposed experimental setup open up new prospects both for studying chemical reactions in charged microdroplets and for the use of ESI as a preparative method for the synthesis of organic compounds.
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Funding
The work was partially supported as part of research work (NIR) 0074-2019-0009 (State Registration Number AAAA-A19-P9053190069-2), which is part of the State Assignment no. 075-00780-19-02 of the Institute for Analytical Instrumentation, Russian Academy of Sciences. It is partially funded by the Foundation for the Promotion of the Development of Small Businesses in the Scientific and Technical Sphere under the project “Development of a Preparative Microreactor in the Form of an Ion Source of a Mass Spectrometer” (contract 14368GU/2019).
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Translated by O. Zhukova
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Kuleshov, D.O., Mazur, D.M., Gromov, I.A. et al. Study of the Aniline and Acetone Condensation Reaction under Electrospray Ionization Conditions. J Anal Chem 75, 1647–1652 (2020). https://doi.org/10.1134/S1061934820130067
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DOI: https://doi.org/10.1134/S1061934820130067