One‐pot three‐component reaction; synthesis of new symmetrically bridge 4,4′‐(1,4‐phenylene)di‐pyrimidines under solvent free conditions

The present article describes a facile one‐pot synthesis of a new series of 4,4′‐(1,4‐phenylene)‐dipyrimidines (6a–c and 10a, b) by the reaction of terephthalaldehyde (1), 2‐acetylthiophene, and/or nitriles with S‐benzylthiouronium chloride 3a. And also, the di‐pyrimidinones 13a‐d were obtained by t...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2021-12, Vol.58 (12), p.2372-2380
Main Authors: Mohamed, Asmaa H., Abdelmeged, Hager S., Shaker, Raafat M., Abdel‐Latif, Fathy F.
Format: Article
Language:English
Subjects:
Chemical analysis
Chemical synthesis
Infrared analysis
Infrared spectroscopy
Nitriles
NMR spectroscopy
Pyrimidines
Sodium hydroxide
Solvents
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Summary:The present article describes a facile one‐pot synthesis of a new series of 4,4′‐(1,4‐phenylene)‐dipyrimidines (6a–c and 10a, b) by the reaction of terephthalaldehyde (1), 2‐acetylthiophene, and/or nitriles with S‐benzylthiouronium chloride 3a. And also, the di‐pyrimidinones 13a‐d were obtained by the reaction of different amidines 3a–d and ethyl cyanoacetate (11) with terephthalaldehyde (1) under solvent‐free conditions in the existence of sodium hydroxide which is found to be a more efficient base for these reactions. The final products were characterized by spectral data and elemental analysis, IR, MS, 1H, and 13C NMR spectroscopy. Synthesis of new di‐pyrimidine and di‐pyrimidinone compounds
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.4363