New one-pot synthesis of spiro[furo[2,3-d]pyrimidine-6,5′-pyrimidine]pentaones and their sulfur analogues
| Autor: | Mohammad Jalilzadeh, Nader Noroozi Pesyan, Saeed Rastgar, Ertan Şahin, Yaser Hosseini, Fereshteh Rezaee |
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| Rok vydání: | 2011 |
| Předmět: |
Magnetic Resonance Spectroscopy
Pyrimidine Stereochemistry One-pot synthesis Crystallography X-Ray Catalysis Inorganic Chemistry chemistry.chemical_compound Pentanones Drug Discovery Ethylamines Spiro Compounds Cyanogen Bromide Physical and Theoretical Chemistry Molecular Biology Triethylamine Aldehydes Barbituric acid Molecular Structure Organic Chemistry Uracil General Medicine Carbon-13 NMR Thiobarbiturates Thiouracil Pyrimidines chemistry Barbiturates Proton NMR Information Systems |
| Zdroj: | Molecular Diversity. 15:721-731 |
| ISSN: | 1573-501X 1381-1991 |
| DOI: | 10.1007/s11030-011-9302-9 |
| Popis: | Reaction of barbituric acid (BA), 1,3-dimethyl barbituric acid (DMBA) and 2-thiobarbituric acid (TBA) with cyanogen bromide and various aldehydes in presence of triethylamine afforded a new class of heterocyclic stable 5-alkyl and/or 5-aryl-1H, 1'H-spiro[furo[2,3-d]pyrimidine-6,5'-pyrimidine]2,2',4,4',6'(3H,3'H,5H)-pentaones which are dimeric forms of barbiturate (uracil and thiouracil derivatives) at 0 °C to ambient temperatures. Structure elucidation is proved by X-ray crystallography, (1)H NMR, (13)C NMR, FT-IR, CHN and mass analyses techniques. Mechanisms of the formations are discussed. |
| Databáze: | OpenAIRE |
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