Synthesis of novel triarylmethane derivatives containing a trichloropyrimidine moiety
Firstly, the nucleophilic substitution reactions of 2,4,5,6-tetrachloropyrimidine (TCP) with hydroxybenzaldes 2a–c were employed to synthesize ((2,5,6-trichloropyrimidin-4-yl)oxy)benzaldehyde s 3a–c . The fully characterization of the derived products clearly confirms that the nucleophilic attack of...
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Veröffentlicht in: | Journal of the Iranian Chemical Society 2023-12, Vol.20 (12), p.2917-2922 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Firstly, the nucleophilic substitution reactions of 2,4,5,6-tetrachloropyrimidine (TCP) with hydroxybenzaldes
2a–c
were employed to synthesize ((2,5,6-trichloropyrimidin-4-yl)oxy)benzaldehyde
s 3a–c
. The fully characterization of the derived products clearly confirms that the nucleophilic attack of nucleophiles takes place at C-4 position of TCP, regioselectivity. Likewise, a clear preference for the nucleophilicity of
2a
over
2b
and
2c
was observed in these reactions. Secondly, the solvent-less Friedel–Crafts alkylation reactions of arenes/heteroarenes with the derived aldehydes catalyzed by SiO
2
-H
2
SO
4
were applied to synthesize a novel series of triarylmethane derivatives containing a trichloropyrimidine moiety. The chemical structures of all the compounds were elucidated by FT-IR, NMR spectra and elemental analyses.
Graphical abstract |
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ISSN: | 1735-207X 1735-2428 |
DOI: | 10.1007/s13738-023-02888-6 |