- Oxidative halogenation of 6-methyluracil
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An efficient method has been developed for the preparation of halo derivatives of 6-methyluracil by employing oxidative halogenation. Elemental halogens and potassium halides were used as the halogenating agents, while NaNO3 and H2O2 were used as the oxidizing agents. Iodination of 6-methyl-uracil leads to 5-iodo-6-methyluracil as the single reaction product, while bromination or chlorination lead to 5-halo-6-methyluracil, 5,5-dihalo-6-hydroxy-6-methyl-5,6-dihydrouracil, or their mixture depending on the acidity of the medium and the ratio of the substrate and reagents. Bromination of 5-chloro-6-methyluracil leads to 5-bromo-5-chloro-6-hydroxy-6-methyl-5,6-dihydrouracil, while chlorination of 6-methyl-, 5-bromo-6-methyl-, and 5-chloro-6-methyluracils using gaseous chlorine yields 5,5-dichloro-6-hydroxy-6-methyl-5,6-dihydrouracil.
- Kasradze,Ignatyeva,Khusnutdinov,Suponitskii, K. Yu.,Antipin, M. Yu.,Yunusov
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Read Online
- A DNA-Based Two-Component Excitonic Switch Utilizing High-Performance Diarylethenes
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Nucleosidic diarylethenes (DAEs) are an emerging class of photochromes but have rarely been used in materials science. Here, we have developed doubly methylated DAEs derived from 2′-deoxyuridine with high thermal stability and fatigue resistance. These new photoswitches not only outperform their predecessors but also rival classical non-nucleosidic DAEs. To demonstrate the utility of these new DAEs, we have designed an all-optical excitonic switch consisting of two oligonucleotides: one strand containing a fluorogenic double-methylated 2′-deoxyuridine as a fluorescence donor and the other a tricyclic cytidine (tC) as acceptor, which together form a highly efficient conditional F?rster-Resonance-Energy-Transfer (FRET) pair. The system was operated in liquid and solid phases and showed both strong distance- and orientation-dependent photochromic FRET. The superior ON/OFF contrast was maintained over up to 100 switching cycles, with no detectable fatigue.
- Büllmann, Simon M.,Kolmar, Theresa,Zorn, Nicolas F.,Zaumseil, Jana,J?schke, Andres
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supporting information
(2022/02/17)
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- SULFONAMIDE DERIVATIVE AND PHARMACEUTICAL USE THEREOF
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Provided is a sulfonamide derivative represented by the following general formula (1) and having an α4 integrin inhibitory effect with high selectivity with a low effect on α4β1 and a high effect on α4β7, or a pharmaceutically acceptable salt thereof (in the general formula (1), A, B, D, E, R41, and a to h are as described in the description).
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Paragraph 0132; 0133; 0134
(2016/09/26)
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- PYRIMIDINE COMPOUNDS AS TUBERCULOSIS INHIBITORS
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The present invention relates to compounds II useful as inhibitors of treating tuberculosis. The invention also provides processes for preparing compounds of the invention.
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Page/Page column 188
(2011/02/24)
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- Facile alternative synthesis of 1-alkyl-5-alkylamino-6-phenethyluracils
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A short alternative synthesis of 1-alkyl-5-alkylamino-6-phenethyluracil is described in 47% overall yield of 1a via five steps starting from commercially available 6-methyluracil.
- Zhang, Zhili,Cheng, Zhijian,Ma, Xiaoyan,Wang, Xiaowei,Liu, Junyi
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experimental part
p. 2310 - 2316
(2009/12/03)
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- A comparison of microwave-accelerated and conventionally heated iodination reactions of some arenes and heteroarenes, using ortho-periodic acid as the oxidant
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A fast and simple method for the oxidative iodination of some activated arenes and heteroarenes, either under microwave irradiation or by conventional heating, is reported, using diiodine and ortho-periodic acid as the oxidant. The reactions were carried out in hot 95% ethanol under a reflux condenser. For the microwave assisted reactions, the reaction times were always notably shortened, but the yields were nearly the same as those afforded by the conventional method.
- Sosnowski, Maciej,Skulski, Lech
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p. 401 - 406
(2007/10/03)
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- The supramolecular structure of 5-Iodo-6-methyluracil
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5-Iodo-6-methyluracil crystals were studied by X-ray diffraction; the crystals were isolated from an aqueous solution at pH 5.5. The elementary unit in the structure of 5-iodo-6-methyluracil was found to be a pseudocentrosymmetrical H-dimer of type k. Subsequent self-assemblage of H-dimers results in the formation of strongly corrugated layers whose outside surface is formed by methyl groups and iodine atoms. 5-Iodo-6-methyluracil molecules have two H-bond recognition centers, one of which participates in the formation of H-dimers, and the other, in their association to layers through the formation of H-bonds with water molecules. Such a layer structure has not been observed earlier for uracil derivatives. Copyright
- Konkina,Starikova,Lyubetskii,Murinov
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p. 1987 - 1993
(2007/10/03)
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- Hypervalent iodine in synthesis 91: A mild and efficient method for the halogenation of 6-methyluracil derivatives
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The combined reagent of iodobenzene diacetate (or polymer-supported iodobenzene diacetate) with iodine or bromine was used as an effective halogenative agent of 6-methyluracil derivatives to the corresponding 5-halo-6-methyluracil derivatives at room temperature with high yields.
- Cheng, Dong Ping,Chen, Zhen Chu,Zheng, Qin Guo
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p. 624 - 625
(2007/10/03)
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