Synthesis of novel acridines, tetrahydrodipyrazolo [3,4-b:4',3'-e]pyridines, tri-substituted methanes (TRSMs) bearing 2-(4-(1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-phenylacetamide unit as novel hybrid molecules

In this study novel 2-(4-(1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide hybrids with fused 1,4-dihydropyridines such as acridines and tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridines were successfully and efficiently prepared through a one-pot multi-component reaction of 2-(4-(4-formyl-1-p...

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Bibliographic Details
Published in:Synthetic communications 2023-05, Vol.53 (10), p.696-707
Main Authors: Abdelwahab, Reham E., Abdelhamid, Ismail A., Elwahy, Ahmed H. M., Abdelmoniem, Amr M.
Format: Article
Language:English
Subjects:
2-(4-(4-Formyl-1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide
4-hydroxycoumarin
5-methyl-2,4-dihydro-3H-pyrazol-3-one
Aldehydes
Chemical synthesis
dimedone
fused 1,4-dihydropyridines
Pyridines
Substitutes
tri-substituted methanes (TRSMs)
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Summary:In this study novel 2-(4-(1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide hybrids with fused 1,4-dihydropyridines such as acridines and tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridines were successfully and efficiently prepared through a one-pot multi-component reaction of 2-(4-(4-formyl-1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide with dimedone, or 5-methyl-2,4-dihydro-3H-pyrazol-3-one at reflux. The tri-substituted methanes (TRSMs) were synthesized through the reaction of the appropriate aldehyde with 6-aminothiouracil and 4-hydroxycoumarin. The structures of novel compounds were confirmed based on spectral data.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2023.2190462