- N-Alkylation of 2-methoxy-10H-phenothiazine revisited. A facile entry to diversely N-substituted phenothiazine-coumarin hybrid dyes
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N-Alkylation of 2-methoxy-10H-phenothiazine, a valuable building block for the synthesis of bioactive compounds and reaction-based fluorescent probes, has been revisited aimed at introducing a substituent easily convertible into cationic or zwitterionic side chains. We focused our attention on the 3-dimethylaminopropyl group since its derivatization through reactions with various alkyl halides or sultones is a well-established and effective way to enhance polarity of diverse hydrophobic molecular scaffolds. This two-step functionalization approach was applied to the synthesis of novel phenothiazine-coumarin hybrid dyes whose spectral features, especially their NIR-I emission, have been determined in aqueous media with the ultimate goal of identifying novel fluorescent markers for bioanalytical applications, including fluorogenic detection of reactive oxygen species (ROS) through selective S-oxidation reaction of phenothiazine scaffold.
- Quesneau, Valentin,Renault, Kévin,Laly, Myriam,Jenni, Sébastien,Ponsot, Flavien,Romieu, Anthony
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- The hetero-cubane structures of the heavy alkali metal: Tert -amyloxides [MOCMe2Et]4 (M = K, Rb, Cs)
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A series of alkali metal (Li-Cs) alkoxides of tert-pentanol (1,1-dimethylpropan-1-ol) have been prepared by reaction of the corresponding metal with the alcohol in n-hexane or n-heptane. The compounds were purified by vacuum sublimation and crystallised in n-hexane to produce crystals suitable for single-crystal X-ray diffraction studies. The structures of the potassium, rubidium, and caesium compounds revealed tetrameric units with additional intra- and intermolecular interactions between the metal atom and alkoxide methyl groups, increasing with the size of the metal involved.
- Kaiser, Maximillian,Klett, Jan
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- Preparation method for low residual granular sodium alkoxide or potassium alcoholate
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The invention provides a preparation method for low residual granular sodium alkoxide or potassium alcoholate. The method includes using sodium or potassium and alcohol as raw materials, mixing the mixture with a solvent, reacting in inert gas atmosphere by using a microwave heating method, and removing the residual alcohol and solvent in the presence of microwave after the reaction to get the granular sodium alkoxide or potassium alcoholate. The microwave frequency is 2450 +/- 50 MHz. The method can prepare sodium alkoxide or potassium alcoholate with low residual solvent, and the prepared sodium alkoxide or potassium alcoholate is large granular solid, so that the development from powdered product to granular product can be realized, and the problems of residual solvent and potential risk troubled human for a long time can be overcome.
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Paragraph 0043-0044
(2017/01/17)
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- PROCESS FOR PRODUCING ORGANIC COMPOUND AND ORGANIC COMPOUND OBTAINED BY THE SAME
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Disclosed herein are a reaction method and a production method of an organic compound which are capable of achieving high reaction selectivity according to the purpose and a high production rate of a target substance. The methods include at least two fluids, wherein at least one kind of the fluids is a fluid containing at least one organic compound and at least one kind of the fluids other than the above fluid is a fluid containing at least one reactant in the form of a liquid or solution, and the respective fluids join together in a thin film fluid formed between processing surfaces arranged to be opposite to each other so as to be able to approach to and separate from each other, at least one of which rotates relative to the other, whereby an organic reaction is performed in the thin film fluid.
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Page/Page column 84
(2010/08/18)
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- Fluorescent diketopyrrolopyrroles
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The present invention relates to fluorescent diketopyrrolopyrroles of formula I and processes for its preparation, its uses and compositions comprising the compounds of formula I.
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- Method for producing alkali metal alcoholates
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The invention relates to a process for preparing alkali metal alkoxides by reacting alkali metals with alcohols in the presence of a catalyst, preferably a transition metal salt and especially iron(III) chloride.
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- Interactions of alkoxides. XVII. Properties of complex bases from organolithium compounds and various sodium alkoxides affected by the structure and concentration of the alkoxide
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In reactions of a substrate with complex bases (CB) prepared from organolithium compounds and heavier alkalimetal alkoxides the reaction rates and relative product yields depend on the structure and concentration of the CB components.For the model reaction of C6 with alkyl bromides, changes in the identity and concentration of the alkoxide reduced reaction half-times by as much as three orders of magnitude and higher yields of the product of Wurtz coupling were obtained.Sodium 3-methyl-pentoxide-3 was found to be considerably more effective than sodium t-butoxide.
- Lochmann, L.
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- Deaminative Rearrangements of 1-Phenylthio- and 1-Oxy-Substituted Chrysanthemylamines
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Metalation of chrysanthemic nitrile 1 with lithium diisopropylamide followed by sulfenylation with diphenyl disulfide or oxygenation with a molybdenum peroxide complex gave chrysanthemic nitrile derivatives bearing phenylthio (3 and 4) or hydroxyl (6) substituents at C-1.These compounds provided access to the following series of 1-substituted chrysanthemylamines: 1-(phenylthio)chrysanthemylamine (5), 1-methoxychrysanthemylamine (8), 1-methoxydihydrochrysanthemylamine (10), and the N-nitrosooxazolidinone (13) derived from 1-hydroxychrysanthemylamine (11).Nitrous acid deamination of 5 and 8 and hydrolytic deamination of 13 gave acyclic alcohols (14, 17, and 18) related in structure to yomogi alcohol as major products by cleavage of the 1-3 cyclopropane ring bond.Products formed by cleavage of the 1-2 cyclopropane ring bond (15 and 24) and related in structure to santolinatriene were obtained in lesser amounts from the deamination of 5 and 13.Pinacol-type ring expansion to the isomeric cyclobutanones 19 and 20 was observed as a minor reaction pathway in the deaminations of 8 and 13.In contrast, deamination of 10 gave dihydrocyclobutanones 21 and 22 as the major isolated products.
- VanCantfort, Christopher K.,Coates, Robert M.
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p. 4331 - 4339
(2007/10/02)
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