Archives for Chemistry Experiments of Oxazolidin-2-one

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Thermal degradation of monethanolamine (MEA) is quantified as a function of initial amine concentration, CO2 loading, and temperature over a range of expected stripper conditions in an amine absorber/stripper unit. The sum of the degradation products N,N’-di(2-hydroxyethyl)urea, 1-(2-hydroxyethyl)-2-imidazolidone, and N-(2-hydroxyethyl)ethylenediamine make up the majority of total MEA loss. The temperature dependent rate constant has an activation energy similar to diethanolamine (DEA) of 29 kcal/mole which corresponds to a quadrupling of the degradation rate when the stripper temperature is increased 17 {ring operator}C. At 135 {ring operator}C the degradation rate varies from 2.5 to 6% per week. Using speciation data from an Aspen model of a stripper unit, losses in the packing are significant, but the majority of MEA loss occurs in the reboiler and reboiler sump. Thermal degradation is minor when the reboiler temperature is held below 110 {ring operator}C.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H476NO – PubChem

 

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As part of our efforts to develop agents for cognitive enhancement, we have been focused on the 5-HT6 receptor in order to identify potent and selective ligands for this purpose. Herein we report the identification of a novel series of 3-sulfonylindazole derivatives with acyclic amino side chains as potent and selective 5-HT6 antagonists. The synthesis and detailed SAR of this class of compounds are reported.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H759NO – PubChem

 

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Three become one! In one copper-mediated step, three simple components, including a propargylcarboxamide, a protected amine, and a source of chloride, assemble to give highly functionalized oxazines, which are interesting building blocks for the synthesis of other aminooxazine derivatives (see scheme; R 1=range of aryl or alkyl groups, R2=alkyl, EWG=electron-withdrawing group).

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Oxazolidine – Wikipedia,
Oxazolidine | C3H596NO – PubChem

 

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Although aerobic oxidative acylation of amides with alcohols would be a good complement to classical synthetic methods for imides (e.g., acylation of amides with activated forms of carboxylic acids), to date, there have been no reports on oxidative acylation to produce imides. In this study, we successfully developed, for the first time, an efficient method for the synthesis of imides through aerobic oxidative acylation of amides with alcohols by employing a CuCl/TMEDA/nor-AZADO catalyst system (TMEDA = teramethylethylendiamine; nor-AZADO = 9-azanoradamantane N-oxyl). The proposed acylation proceeds through the following sequential reactions: aerobic oxidation of alcohols to aldehydes, nucleophilic addition of amides to the aldehydes to form hemiamidal intermediates, and aerobic oxidation of the hemiamidal intermediates to give the corresponding imides. This catalytic system utilizes O2 as the terminal oxidant and produces water as the sole by-product. An important point for realizing this efficient acylation system is the utilization of a TMEDA ligand, which, to the best of our knowledge, has not been employed in previously reported Cu/ligand/N-oxyl systems. Based on experimental evidence, we consider that plausible roles of TMEDA involve the promotion of both hemiamidal oxidation and regeneration of an active CuII-OH species from a CuI species. Here promotion of hemiamidal oxidation is particularly important. Employing the proposed system, various types of structurally diverse imides could be synthesized from various combinations of alcohols and amides, and gram-scale acylation was also successful. In addition, the proposed system was further applicable to the synthesis of alpha-ketocarbonyl compounds (i.e., alpha-ketoimides, alpha-ketoamides, and alpha-ketoesters) from 1,2-diols and nucleophiles (i.e., amides, amines, and alcohols).

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H685NO – PubChem

 

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Electrophilic radicals undergo crotylation with crotylstannane with moderate to good efficiency. The reaction provides the syn isomer as the major product. The present methodology is complementary to Claisen protocols for the synthesis of gamma,delta-unsaturated carboxylic acid derivatives. Details of the new radical methodology are presented. [reaction: see text]

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1000NO – PubChem

 

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The synthesis and reactivity of a series of new allenamides are described. These electron deficient variants of allenamines are more stable than allenamines but possess comparable reactivity. Particularly, oxazolidinone and imidazolidinone substituted allenamides undergo efficient inverse demand [4+2] cycloaddition reactions with heterodienes, leading to unique pyranyl heterocycles. The reactivity differences between various allenamides containing different substitution patterns around the nitrogen atom are illustrated.

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Oxazolidine – Wikipedia,
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New cephalosporin compounds of the formula: STR1 wherein R1 is hydrogen or hydroxy, R2 is a substituted alkanoyl group, R3 is hydrogen, carbamoyloxy, alkanoyloxy or a heterocyclic-thio group which may have suitable substituents, and R4 is carboxy or protected carboxy.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H139NO – PubChem

 

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Potassium alkoxides of N-acyl-oxazolidin-2-one-syn-aldols undergo stereoselective elimination reactions to afford a range of trisubstituted (E)-alphabeta-unsaturated amides in >95% de, that may be subsequently converted into their corresponding (E)-alphabeta-unsaturated acids or (E)-alphabeta-unsaturated oxazolines in good yield. syn-Aldols derived from alphabeta-unsaturated aldehydes gave their corresponding trisubstituted (E)-alphabeta-unsaturated-amides with poorer levels of diastereocontrol, whilst there was a similar loss in (E)-selectivity during elimination of syn-aldols derived from chiral aldehydes. These elimination reactions proceed via rearrangement of the potassium alkoxide of the syn-aldol to a 1,3-oxazinane-2,4-dione enolate intermediate that subsequently eliminates carbon dioxide to afford a trisubstituted (E)-alphabeta-unsaturated amide. The (E)-selectivity observed during the ElcB-type elimination step has been rationalised using a simple conformational model that employs a chair-like transition state to explain the observed stereocontrol. The Royal Society of Chemistry 2005.

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Oxazolidine – Wikipedia,
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A novel CO2 capture system using thermomorphic biphasic solvent (TBS) has been studied in this work. It exhibits a thermal-induced liquid-liquid phase separation (LLPS) behaviour, which intensifies CO2 desorption at temperature of 80 C and therefore enables using low value heat ca. 90 C to reduce the process operating cost. To regulate the phase change behaviour, blended amine solvents were formulated for attaining a homogeneous solution in absorption and biphasic system in regeneration. Thermal and oxidative degradations were also surveyed for the selected amines and the degradation products were analysed by gas chromatography – mass spectrometry (GC-MS). A bench-scale unit with a glass column of 40 mm inner diameter and random packings of 1 m height was employed for measuring the pressure drop and liquid hold-up as well as other physicochemical properties to assess the technical feasibility of such novel system.

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 497-25-6, name is Oxazolidin-2-one, introducing its new discovery. Computed Properties of C3H5NO2

A visible-light-promoted oxo-sulfonylation of ynamides with sulfonic acids is reported, giving rise to a collection of functionalized alpha-sulfonylated amides in a straightforward manner. The reaction proceeds sequentially through a cascade of electrophilic addition and photoinduced sulfonyl radical-sustained skeleton rearrangement. The high atom economy, mild reaction conditions, and wide substrate scope comprised the merits of this synthetic transformation.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1112NO – PubChem