п-Нітрофеніловий естер (дифенілфосфорил)оцтової кислоти як реагент для синтезу 2-(фосфорилметил)-бензімідазолу
Aim. To expand the synthetic potential of the activated esters of diphenylphosphorylacetic acid for the synthesis of phosphorylated benzimidazoles.Results and discussion. A new synthetic pathway to obtain 2-((diphenylphosphoryl)methyl]-1H-benzimidazole has been found via the reaction of p-nitropheny...
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| Datum: | 2020 |
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| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | Ukrainian |
| Veröffentlicht: |
National University of Pharmacy
2020
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| Schlagworte: | |
| Online Zugang: | https://ophcj.nuph.edu.ua/article/view/ophcj.20.206316 |
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| Назва журналу: | Journal of Organic and Pharmaceutical Chemistry |
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Journal of Organic and Pharmaceutical Chemistry| Zusammenfassung: | Aim. To expand the synthetic potential of the activated esters of diphenylphosphorylacetic acid for the synthesis of phosphorylated benzimidazoles.Results and discussion. A new synthetic pathway to obtain 2-((diphenylphosphoryl)methyl]-1H-benzimidazole has been found via the reaction of p-nitrophenyl ester of (diphenylphosphoryl)acetic acid and o-phenylenediamine. The complexing ability of 2-[(diphenylphosphoryl)methyl]-1H-benzimidazole for metal ions of the twelvth group has been determined. The chelate complex with CdCl2 has been prepared and studied by the X-ray diffraction method.Experimental part. The two-step reaction of p-nitrophenyl ester of (diphenylphosphoryl)acetic acid with o-phenylenediamine resulted in 2-[(diphenylphosphoryl)methyl]-1H-benzimidazole with a high yield. Its complex with CdCl2 was synthesized. Molecular structures of all compounds prepared were confirmed by the methods of 1H and 13C NMR spectroscopy, LC/MS spectrometry, elemental analysis; for the CdCl2 complex – by the data of X-ray diffraction analysis.Conclusions. A new synthetic approach to obtain 2-(phosphorylmethyl)benzimidazole via the reaction of the activated ester of phosphorylacetic acid and o-phenylenediamine has been carried out. It has been shown that 2-[(diphenylphosphoryl)methyl]-1H-benzimidazole is capable of forming chelating complexes with the salts of cadmium in the neutral medium.Received: 25.06.2020 Revised: 18.07.2020 Accepted: 27.08.2020 |
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