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
Hauptverfasser: Rezazadeh-Jabalbarezi, Fatemeh, Ranjbar-Karimi, Reza, Mohammadiannejad, Kazem, Atabaki, Fariborz
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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
ISSN:1735-207X
1735-2428
DOI:10.1007/s13738-023-02888-6