Month: April 2022

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Porphyrins. VI. The relative reactivities of substituted pyrroles》. Authors are Badger, G. M.; Harris, R. L. N.; Jones, R. Alan.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).Safety of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. Through the article, more information about this compound (cas:2199-44-2) is conveyed.

The comparative reactivities of a series of substituted pyrroles was examined by use of the diazo-coupling reaction and the Ehrlich reaction. The method used was that of Treibs and Fritz (CA 52, 13705g), but some modifications were introduced, p-AcNHC6H4N2Cl was used instead of p-PhNHC6H4N2Cl, and PhN2Cl and 2,4,6-Br3C6H2N2OAc were included to improve the accuracy of classification. Six aryldiazonium salts (I-VI) were used. With I-IV the reaction was carried out by mixing an alc. solution of the pyrrole (5 mL. 1.5 × 10-3M) with an aqueous solution of the diazonium salt (0.15 mL., 5 × 10-2M) and with V-VI an HOAc solution of the pyrrole was mixed with an HOAc solution of the Na salt of the anti-diazotate, both with and without the addition of HCl (0.15 mL., 2N). Tests were carried out at pH 3, 5, and 7 with the following pyrroles (substituents given): 3-Me; 2,4-Me2; 3-CO2Et; 2,4-Me2, 3-CO2Et; 2-Z, 3-Me, 4-CO2Et; 2-Q, 3-Me, 4-Ac; 3-CO2Et, 4-Me; 3-Ac, 4-Me; 2-CO2Et, 3,4-Me2; 2-CO2Et, 3,5-Me2; 2-CO2Et, 3,5-Me2; 2-CO2Et, 3-CH2CH2CO2Et, 5-Me; 2-CO2Et; 2-CH:C(CN)2, 3,4-Me2; 2-CH:C(CN)2, 3-CH2CH2-CO2Et, 4-Me; 2-CH:C(CN)2, 4-Me; 2-CH:C(CN)2, 3-Me; and 2-CH:C(CN)2. The results showed that the dicyanovinyl group exerted a very pronounced deactivating influence on pyrroles. The dicyanovinyl group was much more deactivating than an ethoxycarbonyl group. Most of the pyrroles used were prepared earlier. Other pyrroles were prepared as follows: A solution of 50 g. 2-carboxy-3-ethoxycarbonyl-4-methylpyrrole in ethanol-amine was refluxed 1 h. and poured into 1 l. H2O, the mixture extracted 24 h. with ether, and the aqueous solution acidified with dilute HCl to give 36 g. 2-carboxy-3-(2-hydroxyethylcarbonyl)-4-methylpyr-role (VII), m. 219° (decomposition) (EtOH). VII (2.5 g.) in 10 mL. 25% aqueous NaOH was heated 15 h. in a sealed tube at 140-50°, the mixture extracted with ether, and the extract dried and evaporated to yield 0.67 g. 3-methylpyrrole (VIII), b. 142-3°. Formylation of VIII by the Vilsmeier-Haack method at 0° yielded 2-formyl-3-methylpyrrole (IX), m. 92°. Condensation of 0.1 g. IX with 0.05 g. malononitrile in a few drops MeOH and I drop Et2NH yielded 2-(-dicyanovinyl)-3-methylpyrrole, m. 194.5-5.5° (decomposition) (MeOH). A mixture of 1 g. 2-ethoxycarbonyl-3,4-dimethylpyrrole, 1 mL. EtOH, and 10 mL. 10% aqueous KOH was refluxed 90 min. and the solution cooled and brought to pH 5-6 (HOAc) to yield 0.8 g. 2-carboxy-3,4-dimethylpyrrole (X). Refluxing 5 g. X and 5 mL. ethanolamine 1 h. and working up the mixture yielded 2.56 g. 3,4-dimethylpyrrole (XI), b760 164-6°, m. 32-3°. Formylation of XI (as in VIII) yielded 2-formyl-3,4-dimethylpyrrole (XII), m. 129-30°. XII was converted into 2-(-dicyanovinyl)-3,4-dimethylpyrrole by the method of Fischer and Hoefelman (CA 32, 33894).

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Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

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.Rajput, Jaisheila; Moss, John R.; Hutton, Alan T.; Hendricks, Denver T.; Arendse, Catherine E.; Imrie, Christopher researched the compound: Bromoferrocene( cas:1273-73-0 ).Electric Literature of C10BrFe.They published the article 《Synthesis, characterization and cytotoxicity of some palladium(II), platinum(II), rhodium(I) and iridium(I) complexes of ferrocenylpyridine and related ligands. Crystal and molecular structure of trans-dichlorobis(3-ferrocenylpyridine)palladium(II)》 about this compound( cas:1273-73-0 ) in Journal of Organometallic Chemistry. Keywords: ferrocenyl pyridine preparation redox potential reaction Group VIII complex; palladium ferrocenylpyridine complex preparation structure cyclic voltammetry human cytotoxicity; platinum pyridinylferrocene chloro complex preparation human cytotoxicity; iridium rhodium pyridylferrocene complex human cytotoxicity structure activity relationship; crystal structure palladium ferrocenylpyridine chloro complex; mol structure palladium ferrocenylpyridine chloro complex. We’ll tell you more about this compound (cas:1273-73-0).

The preparation of a series of ferrocenyl nitrogen donor ligands including ferrocenylpyridines, ferrocenylphenylpyridines and 1,1′-di(2-pyridyl)ferrocene is described. Coordination studies of the substituted pyridines (L) were carried out with platinum, palladium, rhodium and iridium. This resulted in the preparation of the following types of complexes: [MCl(CO)2(L)] and [M(cod)(L)2]ClO4 where M = Rh or Ir, cod = 1,5-cyclooctadiene; [M’Cl2(L)2] where M’ = Pt or Pd. The X-ray crystal structure of trans-dichlorobis(3-ferrocenylpyridine)palladium was obtained. The complexes were screened for activity against two human cancer cell lines. At least two of the complexes displayed growth inhibition similar to that of the widely used chemotherapeutic agent, cisplatin.

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Thiazolidine – Wikipedia,
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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-(7-Bromo-1H-indol-3-yl)acetic acid( cas:63352-97-6 ) is researched.Application of 63352-97-6.Wu, Kui; Du, Yuliu; Wang, Ting published the article 《Visible-Light-Mediated Construction of Pyrroloindolines via an Amidyl Radical Cyclization/Carbon Radical Addition Cascade: Rapid Synthesis of (±)-Flustramide B》 about this compound( cas:63352-97-6 ) in Organic Letters. Keywords: pyrroloindoline preparation amidyl radical cyclization carbon radical addition cascade; flustramide B synthesis. Let’s learn more about this compound (cas:63352-97-6).

The development of visible-light-mediated synthesis of pyrrolo[2,3-b]indolines via an amidyl radical cyclization-carbon radical functionalization cascade is reported. The transformation shows a broad substrate scope, tolerating a variety of substitutions on indole aromatic rings and N-centers. Different functionalized alkene systems could be used as radical acceptors. Relying on this strategy, a rapid synthesis of flustramide B was achieved.

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Thiazolidine – Wikipedia,
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SDS of cas: 1273-73-0. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Reactions of haloferrocenes. III. Reaction of haloferrocenes with copper(I) benzenethiolate, thiocyanate, acetate, and benzoate. Author is Sato, Masaru; Motoyama, Izumi; Hata, Kazuo.

Iodoferrocene reacted with copper(I) benzenethiolate in boiling pyridine to give ferrocenyl Ph sulfide in a quant. yield. The reaction of iodoferrocene with copper(I) thiocyanate gave diferrocenyl disulfide. The behavior of copper(I) acetate and benzoate toward haloferrocene was different from those of the other copper(I) salts: reactions in boiling pyridine gave the corresponding ferrocenyl ester, together with a small quantity of ferrocene, while the reaction in boiling toluene produced biferrocenyl as the main product. The reaction mechanism of the ferrocenyl ester and biferrocenyl formations was discussed.

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Thiazolidine – Wikipedia,
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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Preliminary work to the ring syntheses of porphyrins, etc. III. Several pyrrole compounds with amino groups and unsaturated side chains》. Authors are Fischer, H.; Zeile, Karl.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).Reference of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. Through the article, more information about this compound (cas:2199-44-2) is conveyed.

cf. C. A. 24, 5302. 2,4-Dimethyl-3-amino-5-carbethoxypyrrole (I) yields an Ac derivative, m. 201° (60% yield). With iso-AmNO2, I gives 90% of the diazonium chloride, decomposes at 173°; it is not completely decomposed by boiling with H2O for 1 hr.; continued boiling, especially with Cu powder, gives 2,4-dimethyl-5-carbethoxypyrrole, m. 125°. Hydrolysis of I with 10% NaOH gives 2,4-dimethyl-3-amino-5 carboxypyrrole (II), which begins to split off CO2 at 75°; Ac derivative, m. 203° (decomposition). 2,4-Dimethyl-3-aminopyrrole, m. 127°, results in about 50% yield by warming the moist II at 75°; Ac derivative, m. 205°. The bromination product of the Ac derivative of I, heated with H2O, gives nearly quant. bis(3-acetylamino-4-methyl-5-carbethoxy-2-dipyrryl)methane, m. 251°, crystallizing in different forms from EtOH, Ac2O and dilute AcOH. With HCO2H and Fe powder, this yields an amorphous 1,4,5,8-tetramethyl-2,3,6,7 tetraacetylaminoporphin. II, HCO2H and HBr, heated 2-3 min., give (2,4-di-methyl-3-aminopyrryl)-2′,4′-dimethyl-3′-aminopyrrolenyl)methene tri-HBr salt, decomps over 280°; from H2O it seps. as violet crystals, from HBr in yellow-red prisms; AcONa gives the mono-HBr salt, dark violet needles, m. 234°. 2,4-Dimethyl-3-(β-carboxy-vinyl)-5-carbethoxypyrrole (III) and NaOH with a little H2O, heated over a free flame for 2 hrs. and then dry-distilled, give dimethylpyrrole and (2,4-dimethylpyrryl)(2′,4′-dimethylpyrrolenyl)methene. MeNO2 adds to 2,4-dimethyl-3-(β-nitrovinyl)-5-carbethoxypyrrole, giving the compound C12H17O6N3, m. 180°. 2,4-Dimethyl-3-(β-dicyano-vinyl)-5-carbethoxypyrrole (IV) and Br give a perbromide, golden yellow, decomposed by H2O to a 2-bromomethyl derivative, m. 258°. IV, MeOH and Br give the 2-carbomethoxy derivative, m. 187°; saponification with 0.1 N NaOH by heating 12 hrs. at 85° gives 2.5-dicarboxy-3-formyl-4-methylpyrrole, does not m. 360°; the di-Me ester m. 180° (oxime, m. 221°; semicarbazone, m. 247°). IV and SO2Cl2 in Et2O, followed by hydrolysis with H2O, give the 2-carboxy derivative, does not m. 360°; similarly III gives the 2-carboxy derivative, m. 241°; the free acid has no m. p. The Me ester of III m. 150°. 2,4-Dimethyl-3-formyl-5-carbethoxypyrrole and SO2Cl2 give the 2-carboxy-3-chloro derivative, m. 260°. 2,4-Di-methyl-3,5-diformylpyrrole (V) and 2,4-dimethyl-3-acetylpyrrole with HBr-EtOH give (2,4-dimethyl-3-formylpyrryl)(2′,4′-dimethyl-3′-acetylpyrrolenyl)methene, m. 210°. V and cryptopyrrole give with HBr 5,5′,3,3′-tetramethyl-4-ethyl-4′-formylpyrromethene-HBr, thick prisms. 2,4-Dimethyl-5-carbethoxy-3-thioformylpyrrole, for which a method of preparation is given, gives with SO2Cl2 and H2O 4-methyl-3-formyl-2-carbethoxy-5-carboxylic acid-pyrrole, m. 169°; phenylhydrazone, yellow, m. 235°.

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Thiazolidine – Wikipedia,
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Related Products of 2199-44-2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Detection and Prevention of Aggregation-based False Positives in STD-NMR-based Fragment Screening. Author is Vom, Amelia; Headey, Stephen; Wang, Geqing; Capuano, Ben; Yuriev, Elizabeth; Scanlon, Martin J.; Simpson, Jamie S..

Aggregation of small organic compounds is a problem encountered in a variety of assay screening formats where it often results in detection of false positives. A saturation transfer difference-NMR-detected screen of a com. available fragment library, followed by biochem. assay, identified several inhibitors of the enzyme ketopantoate reductase. These inhibitors were subsequently revealed to be aggregation-based false positives. Modification of the fragment screen by addition of detergent in the saturation transfer difference-NMR experiments allowed an assay format to be developed that resulted in the identification of genuine hit mols. suitable for further development.

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Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Category: thiazolidine. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about The reaction of β-aminoenones with α-amino derivatives. Synthesis of 2-functionalized pyrroles. Author is Alberola, Angel; Andres, Jose M.; Gonzalez, Alfonso; Pedrosa, Rafael; Vicente, Martina.

β-Aminoenones react with Et glycinate, α-aminoacetonitrile and α-aminoacetamide hydrochlorides leading to 2-functionalized pyrroles. Although the transamination is a high-yield process, the transformation of the intermediate, in both basic or thermally induced conditions, affords the corresponding pyrroles in poor to moderate yields. Thus, transamination of AcCH:CMeNH2 with EtO2CCH2N+H3 in MeOH gave 89% AcCH:CMeNHCH2CO2Et which on cyclization in EtONa/EtOH gave 33% Et 3,5-dimethyl-2-pyrrolecarboxylate.

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Thiazolidine – Wikipedia,
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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate(SMILESS: O=C(C1=C(C)C=C(C)N1)OCC,cas:2199-44-2) is researched.Related Products of 1273-73-0. The article 《A new and practical synthesis of pyrroles》 in relation to this compound, is published in Tetrahedron Letters. Let’s take a look at the latest research on this compound (cas:2199-44-2).

Heating γ-nitro ketones bearing an electron-withdrawing group such as an ester geminal to the nitro group with formamidinesulfinic acid (reducing agent) and triethylamine in isopropanol produces pyrroles in good yield. The reductive cyclocondensation of α-nitro-δ-oxo-β-phenylbenzenepentanoic acid ester gave 3,5-diphenyl-1H-pyrrole-2-carboxylic acid Et ester (85% yield).

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Thiazolidine – Wikipedia,
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Related Products of 1273-73-0. 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: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Energy barrier to internal rotation in some ferrocene derivatives from dielectric measurements. Author is Sorriso, Salvatore.

Dipole moments have been measured in n-decane at 5-130° for the compounds monochloro-, 1,1′-dichloro-, monobromo-, 1,1′-dibromo-, monoiodo-, and 1,1′-diiodoferrocene. The energy barriers to rotation of the two cyclopentadiene rings about the bond to iron have been calculated Free rotation exists in the parent mol., ferrocene. Steric effects between the halo substituents of one ring and the H atoms of the other ring are small.

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Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Diferrocenylamine》. Authors are Nesmeyanov, A. N.; Sazonova, V. A.; Romanenko, V. I..The article about the compound:Bromoferrocenecas:1273-73-0,SMILESS:Br[C-]12[Fe+2]3456789([C-]%10C6=C7C8=C9%10)C1=C3C4=C25).Recommanded Product: 1273-73-0. Through the article, more information about this compound (cas:1273-73-0) is conveyed.

N-Acetylferrocenylamine heated with excess EtONa 40 min. at 150° gave a red-brown Na derivative, which with bromoferrocene in the presence of CuBr 1 h. at 110-20° gave a mixture of ferrocene, diferrocenyl, azoferrocene, starting material, and some N-acetyldiferrocenylamine, m. 176° (heptane). This and LiAlH4 in Et2O 6 h. gave after an aqueous treatment 8.3% N-ethyldiferrocenylamine, m. 149-9.5°, and yellow (70%) diferrocenylamine, m. 152-3° (aqueous EtOH). This and Et3O+BF4- 5-10 min. at room temperature gave 56% ethyldiferrocenylamine, identical with the above. N-Benzoylferrocenylamine in THF added to LiAlH4 and refluxed 6 h. under N gave after an aqueous treatment 86% benzylferrocenylamine, m. 125°; benzoyl derivative m. 134.5-5.5°. The amine and Et3O+BF4- in CH2Cl2 gave in 5 min. refluxing 81% ethylbenzylferrocenylamine, m. 48-8.5°. N-Acetylferrocenylamine was reduced with LiAlH4 in Et2O to 94% ethylferrocenylamine m. 56.5-8°, identical with the specimen formed from ferrocenylamine and Et3O+BF4-.

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Reference:
Thiazolidine – Wikipedia,
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