Month: April 2022

Category: thiazolidine. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about x-ray Crystallographic and 13C NMR Investigations of the Effects of Electron-Withdrawing Groups on a Series of Pyrroles. Author is Thompson, Alison; Gao, Susan; Modzelewska, Gosia; Hughes, David S.; Patrick, Brian; Dolphin, David.

Pyrroles substituted with various electron-withdrawing groups (EWGs) on the N atom were synthesized and full characterization including x-ray crystal structures obtained. Anal. of 13C chem. shifts and x-ray crystal structures reveals that a trend between decreased aromaticity and the strength of the EWG exists. Exptl. results regarding alternative mechanisms of nucleophilic substitution reactions can thus be rationalized.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Alcoholytic, phenolytic and hydrolytic cleavage of organic compounds by catalysts. II》. Authors are Houben, J.; Fischer, Walter.The article about the compound:Ethyl 3,5-Dimethyl-2-pyrrolecarboxylatecas:2199-44-2,SMILESS:O=C(C1=C(C)C=C(C)N1)OCC).Formula: C9H13NO2. Through the article, more information about this compound (cas:2199-44-2) is conveyed.

cf. C. A. 25, 3311. As shown recently, trihalomethyl ketones are not only converted stoichiometrically into alkali carboxylates and CHCl3 by aqueous alkali (Reaction 1) but also undergo another, purely catalytic reaction; even in the cold they react with alcs. according to the equation RCOCCl3 + R’OH = RCO2R’ + CHCl3 (Reaction 2). It was thought that an alcoholate was indispensable as the catalyst and that water must be excluded as completely as possible to prevent reaction 1. It was soon found, however, that this conception was erroneous and that the role of catalyst can be played very successfully by certain organic salts, such as alkali acetates, formates, benzoates, etc., and purely inorganic carbonates, bicarbonates, sulfites, nitrites, and reaction 2 can be smoothly effected in systems containing considerable water (10%). Thus, while BzCCl3 is not changed in the least by heating 8 hrs. at 170° in a sealed tube, addition of a droplet of dilute aqueous KOH to its MeOH solution suffices to decompose it at once, with evolution of heat, into BzOMe and CHCl3, Presumably there is first formed a little BzOK which quickly exerts its powerful catalytic effect. Mg(OH)2, shaken a long time in aqueous suspension with BzCCl3, decomposes it almost completely into (BzO)2Mg and CHCl3 but in aqueous MeOH gives 92% BzOMe. Thus, in addition to the possibility of neutralizing aqueous or aqueous alc. alkali by completely neutral compounds such as AcCCl3, BzCCl3, etc., a reaction which may prove useful for preparative and anal. purposes, there is the further possibility of decomposing, also in completely neutral solution, the excess of halogen ketone by subsequent addition of alc. It may thus be possible, by addition of minute amounts of perfectly neutral substances, to produce large quantities of nascent CHCl3, CHBr3, HCN (nitriles also undergo the reaction). The milder conditions (entire absence of strong alkalies) under which reaction 2 can now be effected has made it possible to extend the reaction to other substances which previously had either not reacted at all (phenols) or only with difficulty (menthol), for long and high heating may be employed, if necessary, and the reaction can be carried out in alk., neutral or acid solution; thus, KOAc is effective in AcOH and HCO2K reacts excellently in HCO2H. Hydrolysis of the trihalomethyl ketones can likewise be effected by aqueous solutions of catalytically small quantities of certain salts or, what amounts to the same thing, of alkalies, for these are rapidly converted by the ketone into the catalytic salt. Thus, BzCCl3 is smoothly decomposed into BzOH and CHCl3 by boiling several hrs. with water to which has been added a little KOAc; with water alone there is no hydrolysis even after 7 hrs. at 170°. Reaction 1 is really based on catalytic hydrolysis, the much slower velocity of which, as compared with the catalytic esterification (reaction 2) seems to be due to the slight solubility of the hydrolysis products; its acceleration by a stoichiometric amount of alkali (reaction 1) may in great part be due to the opportunity thus afforded to the BzOH to dissolve; in aqueous Me2CO containing a trace of KOAc, 96% BzOH was obtained from BzCCl3 after refluxing 4 hrs. The ready splitting off of a C atom from the trihalomethyl ketones does not occur with the dihalogen compounds, as far as can be judged from experiments with BzCHCl2, which yields PhCH(OH)CO2H. The following % yields of ester were obtained from the appropriate trichloromethyl ketone and alc. in the presence of a little Na: m-O2NC6H4CO2Me 62, m-H2NC6H4CO2Me 90, Et 2,4-dimethylpyrrole-5-carboxylate 93, Et 2-methylindole-3-carboxylate 85, octyl acetate 70, cetyl benzoate 45. Yield of phenol esters with KOAc as catalyst (reaction temperature in parentheses): PhOBz 80 (120°), p-MeC6H4OBz 90 (230°), o-MeC6H4CO2Bz 80 (230°), menthyl benzoate 58 (150°) (the yield previously obtained with Na was 37%). Below are given, resp., the length of reaction (in days unless otherwise stated) and the % yield of benzoate obtained at 20° from BzCCl3 with various alcs. and 0.5-1 equivalent of different catalysts. MeOH: HCO2K 2, 74; HCO2K + HCO2H 3, 85; KOAc 2, 92; KOAc + AcOH 3, 90; KOBz 1, 81; KNO3 3, 91; Mg(OH)2 1, 92. PrOH: Mg(OH)2 2, 79. iso-BuOH: KOAc 4, 90. Hexyl alc.: KOAc 4, 93. Allyl alc.: KOAc 2, 93. Menthol: KOAc 6 hrs. at 150°, 58. PhOH: 4 hrs. at 120°, 80. o-Cresol: KOAc, 4 hrs. at 130°, 80. p-Cresol: KOAc 4 hrs. at 130°, 90. Although very small amounts of the catalysts are distinctly effective, 0.5-1 equivalent was used to shorten the reaction time as much as possible. The lengths of reaction given were in many cases perhaps unnecessarily long. KHCO3, Na2CO3, Na2SO3 and AcONH4 are also effective, but KNO3, anhydrous or hydrated NH4Cl, K bioxalate, HCl.H2O, H2SO4.H2O and HCl are not effective even after 1 day at 70°. BzCCl3 (2.23 g.) and 0.5 g. KOAc, allowed to stand 1 day in 5 cc. MeOH containing 10% water, gave 81% BzOMe; 2.23 g. of the ketone and 0.5 g. KOAc shaken 25 hrs. in 2.4 cc. MeOH containing 50% water gave 22% ester and 70% unchanged ketone. When BzCHCl2 was allowed to stand with 0.1 equivalent Na in MeOH the alkalinity soon greatly diminished and Cl ions but no CH2Cl2 or BzOMe were formed; with 2 equivalents Na, NaCl was deposited and after standing overnight there was obtained 61% phenylglyoxal di-Me acetal, b13 110-4°.

Compound(2199-44-2)Formula: C9H13NO2 received a lot of attention, and I have introduced some compounds in other articles, similar to this compound(Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate), if you are interested, you can check out my other related articles.

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Thiazolidine – Wikipedia,
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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Characterization, chemical optimization and anti-tumor activity of a tubulin poison identified by a p53-based phenotypic screen, published in 2008-11-01, which mentions a compound: 2199-44-2, mainly applied to JJ781 derivative antitumor design preparation structure activity p53 tubulin, SDS of cas: 2199-44-2.

A robust p53 cell-based assay that exploits p53’s function as a transcription factor was used to screen a small mol. library and identify bioactive small mols. with potential antitumor activity. Unexpectedly, the majority of the highest ranking hit compounds from this screen arrest cells in mitosis and most of them impair polymerization of tubulin in cells and in vitro. One of these novel compounds, JJ78:1, was subjected to structure-activity relationship studies and optimized leading to the identification of JJ78:12. This mol. is significantly more potent than the original hit JJ78:1, as it is active in cells at two-digit nanomolar concentrations and shows clear antitumor activity in a mouse xenograft model as a single agent. The effects of nocodazole, a well established tubulin poison, and JJ78:12 on p53 levels are remarkably similar, supporting that tubulin depolymerization is the main mechanism by which JJ78:12 treatment leads to p53 activation in cells. In summary, these results identify JJ78:12 as a potential cancer therapeutic, demonstrate that screening for activators of p53 in a cell-based assay is an effective way to identify inhibitors of mitosis progression and highlights p53’s sensitivity to alterations during mitosis.

Compound(2199-44-2)SDS of cas: 2199-44-2 received a lot of attention, and I have introduced some compounds in other articles, similar to this compound(Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate), if you are interested, you can check out my other related articles.

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Thiazolidine – Wikipedia,
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Inkpen, Michael S.; Du, Shuoren; Driver, Mark; Albrecht, Tim; Long, Nicholas J. published the article 《Oxidative purification of halogenated ferrocenes》. Keywords: halogenated ferrocene preparation oxidative purification.They researched the compound: Bromoferrocene( cas:1273-73-0 ).Application of 1273-73-0. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:1273-73-0) here.

Authors report the large scale syntheses and oxidative purification’ of fcI2, fcBr2 and FcBr (fc = ferrocene-1,1′-diyl, Fc = ferrocenyl). These valuable starting materials are typically laborious to sep. via conventional techniques, but can be readily isolated by taking advantage of their increased E1/2 relative to FcH/FcX contaminants. The work extends this methodol. towards a generic tool for the separation of redox active mixtures

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Thiazolidine – Wikipedia,
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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Asaula, Vitalii M.; Buryanov, Volodymyr V.; Solod, Bohdan Y.; Tryus, Daryna M.; Pariiska, Olena O.; Kotenko, Igor E.; Volovenko, Yulian M.; Volochnyuk, Dmitriy M.; Ryabukhin, Sergey V.; Kolotilov, Sergey V. researched the compound: 1,2,3,4-Tetrahydroquinoline-3-carboxylic acid( cas:114527-53-6 ).Product Details of 114527-53-6.They published the article 《Catalytic Hydrogenation of Substituted Quinolines on Co-Graphene Composites》 about this compound( cas:114527-53-6 ) in European Journal of Organic Chemistry. Keywords: quinoline preparation catalytic hydrogenation cobalt graphene composite. We’ll tell you more about this compound (cas:114527-53-6).

A set of 20 composites was prepared by pyrolysis of Co2+ complexes with 1,10-phenanthroline, melamine and 1,2-diaminobenzene. These composites were tested as the catalysts for the hydrogenation of quinolines. As shown by powder X-ray diffraction and TEM, the composites contained Co particles of several dozen nm sizes. The composition (elements content), Raman spectra X-ray photoelectron spectra parameters of the composites were analyzed. It was found that there was no distinct factor that controlled the yield of 1,2,3,4-tetrahydroquinolines in the investigated process. The yields of the resp. products were in the range 90-100%. The three most active composites were selected for scale-up and hydrogenation of a series of substituted quinolines. Up to 97% yield of 1,2,3,4-tetrahydroquinoline was obtained on a 50 g scale. Five representative substituted quinolines were synthesized on a 10-20 g scale using the Co-containing composites as the catalysts.

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Application In Synthesis of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Carbon-13 nuclear magnetic resonance spectra of substituted pyrroles. Author is Abraham, Raymond J.; Lapper, Roy D.; Smith, Kevin M.; Unsworth, John F..

The 13C NMR spectra of 55 pyrroles were determined and assigned. The pyrrole ring carbon chem. shifts were predicted, to ∼0.5 ppm, on the basis of additive substituent effects and contributions from steric and conjugative effects. The substituent chem. shift parameters were analogous to those for thiophenes. C-2 substituents affected mainly C-3 and C-5, and C-3 substituents mainly C-2.

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Thiazolidine – Wikipedia,
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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Herberhold, Max; Kniesel, Heidemarie; Haumaier, Ludwig; Thewalt, Ulf researched the compound: Bromoferrocene( cas:1273-73-0 ).Recommanded Product: 1273-73-0.They published the article 《Triferrocenyl complexes of tungsten(VI): the molecular structure in the solid state and dynamic behavior in solution of triferrocenyl(ferrocenyloxy)oxotungsten, WO(OFc)Fc3》 about this compound( cas:1273-73-0 ) in Journal of Organometallic Chemistry. Keywords: ferrocenyltungsten preparation crystal structure; tungsten triferrocenyl preparation mol structure. We’ll tell you more about this compound (cas:1273-73-0).

WO(X)Fc3 [X = Cl (I), OMe (II), OFc (III), OBu (IV); Fc = ferrocenyl] were obtained by treating WOCl4 with ferrocenyllithium in THF. Reaction of WOCl4 with a threefold excess of FcLi gives I, which may be converted into II using KOMe. Reaction of WOCl4 with a sixfold excess of FcLi gives a mixture containing III and IV in addition to ferrocene and biferrocene. According to the x-ray crystallog. anal., III has a trigonal-bipyramidal structure with three ferrocenyl ligands occupying the equatorial positions and an axial ferrocenoxy group coordinated trans to the oxo ligand. The three W-C(ferrocenyl) (average 2.092 Å) and the O-C(ferrocenyl) [1.33(1) Å] bond distances are remarkably short. The axial tungsten-oxygen distances correspond to a W:O double and a W-O single bond, resp. The 1H and 13C NMR spectra of III are temperature dependent because of a hindered rotation of the ferrocenyl ligands around the W-C(ferrocenyl) bonds.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: quinoliniumhydrogensulphate, is researched, Molecular C9H9NO4S, CAS is 530-66-5, about Metal-free photocatalytic aerobic hydroxylation of benzene catalyzed by the commercially available quinoline sulfate, the main research direction is photocatalytic aerobic hydroxylation benzene quinoline sulfate.SDS of cas: 530-66-5.

Metal-free photocatalytic aerobic hydroxylation of benzene to phenol is achieved by using the low-cost com. available quinoline sulfate (QuH2SO4) as the photocatalyst. The reaction conditions are optimized and a high phenol yield of 11.3% is obtained under the optimal reaction conditions. It is found that the [QuH]+ cation is the catalytic active species and its planar structure is crucial for its effect interaction with benzene. Moreover, the influence of the coupled anion on the photocatalytic activity of the [QuH]+ cation is investigated and discussed.

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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Condensation of halobenzenes and haloferrocenes with phthalimide in the presence of copper(I) oxide; a simplified Gabriel reaction.HPLC of Formula: 1273-73-0.

Condensation of phthalimide with aryl and ferrocenyl halides in the presence of cuprous oxide gave the corresponding N-substituted phthalimides in 37-92% yield. Thus, the reaction of PhX (X = I, Br) with phthalimide in the presence of Cu2O gave N-phenylphthalimide. Similarly, condensation of I (X = I, Br, X1 = H; X = X1 = I, Br) with phthalimide gave I (X = phthalimido, X1 = H, I, phthalimido).

Compound(1273-73-0)HPLC of Formula: 1273-73-0 received a lot of attention, and I have introduced some compounds in other articles, similar to this compound(Bromoferrocene), if you are interested, you can check out my other related articles.

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Thiazolidine – Wikipedia,
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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Interaction of cerium(IV) acetylacetonate with organometallic compounds.Category: thiazolidine.

L4Ce (L = acetylacetonato) was prepared in 70% yields by treating Ce(SO4)2.2(NH4)2SO4 with LH and its reaction with cyclopentadienylsodium (I), ferrocenyllithium and naphthylsodium studied. Thus, treating L4Ce with I gave 83% NaCeL4.

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