Category: 2199-44-2

Related Products of 2199-44-2. 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 Direct synthesis of β-alkenylpyrroles by Pd(II)-catalyzed addition of pyrroles to alkynoates. Author is Oyamada, Juzo; Lu, Wenjun; Jia, Chengguo; Kitamura, Tsugio; Fujiwara, Yuzo.

β-Alkenylpyrroles were prepared directly by Pd(II)-catalyzed addition of pyrroles to alkynoates at room temperature This procedure was applied to direct synthesis of a β-alkenylpyrrole, the pyrrole fragment of hemin.

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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: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Synthesis and spectral properties of 3,3′-bis(dipyrrolylmethene).Safety of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate.

Bis(2,4,7,8,9-pentamethyldipyrrolylmethen-3-yl)(4′-methoxyphenyl)methane dihydrobromide was synthesized and its spectral properties were studied. The basicity of the ligand 3,3′-bis-(dipyrrolylmethene) decreases upon insertion of the methoxyphenyl group in the 3,3′-spacer.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《A modified Knorr pyrrole synthesis》. Authors are MacDonald, S. F.; Stedman, R. J..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).Name: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. Through the article, more information about this compound (cas:2199-44-2) is conveyed.

Isonitrosoacetoacetic ester reacts with p-AcCH2SO2C6H4Me, under the conditions of the Knorr pyrrole synthesis, to yield 4% 2,4-dimethyl-3-(p-toluenesulfonyl)-5-carbethoxypyrrole (I), m. 185-6°. When I is refluxed 4 hrs. with W-6 catalyst in absolute EtOH, 2,4-dimethyl-5-carbethoxypyrrole, m. 123-4°, is formed.

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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 Atropisomerism in monopyrroles, published in 2002-08-27, which mentions a compound: 2199-44-2, mainly applied to dynamic NMR atropisomerism monopyrrole rotation barrier kinetics, Application In Synthesis of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate.

As observed by NMR, iodopyrroles 1a and 1b (Et and Me 3,5-dimethyl-4-[(1′-iodo-2′,2′-dimethyl)propyl]pyrrole-2-carboxylate) and a variety of related derivatives with iodine replaced by methoxy 2, thiomethyl 3, acetic acid esters 4, propionic acid ester 5 or malonic esters 6 exhibit restricted rotation about the C(4)-C(1′) bond due to the bulky tert-Bu group and an ortho effect from the sterically crowded 3,5-dimethylpyrrole. Most of the compounds, which are members of the rare class of atropisomers due to restricted rotation about an sp3-sp2 C-C bond, undergo diastereomeric enrichment by preparative TLC and crystallization From dynamic NMR studies of the enriched diastereomers one can determine kinetic and thermodn. parameters associated with the atropisomerism, e.g., ΔG‡ ∼24 kcal/mol for 1 and 5 (313 K), ∼22 kcal/mol for 3 (273 K), and ∼25 kcal/mol for 6 (313 K) in C2D2Cl4 solvent.

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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.Application In Synthesis of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. The article 《Synthesis and spectral properties of 3,3′-bis(dipyrrolylmethene)》 in relation to this compound, is published in Russian Journal of General Chemistry. Let’s take a look at the latest research on this compound (cas:2199-44-2).

Bis(2,4,7,8,9-pentamethyldipyrrolylmethen-3-yl)(4′-methoxyphenyl)methane dihydrobromide was synthesized and its spectral properties were studied. The basicity of the ligand 3,3′-bis-(dipyrrolylmethene) decreases upon insertion of the methoxyphenyl group in the 3,3′-spacer.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《A novel route to certain 2-pyrrolecarboxylic esters and nitriles》. Authors are Kleinspehn, Geo. G..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.

HON:C(CO2Et)2 (I) underwent reduction and condensation with certain β-diketones and a β-oxo aldehyde to give 2-pyrrolecarboxylic esters. Similarly, HON:C(CN)CO2Et (II) and certain β-diketones afforded 2-pyrrolecarbonitriles. The method has been applied to the synthesis of 5 previously known pyrroles. This synthetic approach constitutes the most direct route to 4 of these 5 pyrroles. A sixth and previously unreported pyrrole, 3,5-dimethyl-2-pyrrolecarbonitrile (III), also has been prepared by this method. Ac2CH2 (5.00 g.) in 26 cc. glacial AcOH heated with vigorous stirring at 80° with 13 g. NaOAc and 11 g. Zn dust, the mixture then treated with 9.47 g. I in 12 cc. AcOH and 5 cc. H2O dropwise at 95-105° during 30-40 min., heated 20 min. at 100-5°, poured with stirring into 170 cc. ice water, and refrigerated, the precipitate washed with H2O, pressed dry, dissolved in 50 cc. boiling EtOH, and filtered hot, the filtrate concentrated to 30 cc., poured into 85 cc. ice water, and refrigerated, and the crystalline deposit dried in vacuo (5.03 g.), and recrystallized twice from 95% EtOH yielded 2-carbethoxy-3,5-dimethylpyrrole (IV), m. 124-4.5°. I and Ac2CHEt (50 millimole each), b23-3.5 79-83.5°, gave by the same procedure 6.36 g. 4-Et derivative of IV, m. 90-1° (from 95% EtOH). I and Ac2CH(CH2)2CO2H (50 millimoles) treated in the same manner, the reaction mixture treated with 5 cc. concentrated HCl, and the crude product (7.08 g.) recrystallized from boiling C6H6 gave 5-carbethoxy-2,4-dimethyl-3-pyrrolepropionic acid, m. 154-6°. NaOAc (7.9 g.) added with stirring to 29 cc. glacial AcOH at 85°, the mixture treated with 7.00 g. AcCHMeCHO, 9.48 g. I, and 12 cc. glacial AcOH in 5 cc. H2O, followed by 11 g. Zn dust at 95-105°, stirred 20 min., poured into 170 cc. ice water, and refrigerated, and the deposit dissolved in 10 cc. boiling EtOH and filtered, the filtrate poured into 20 cc. ice water, and the precipitate (2.49 g.) recrystallized from 95% EtOH and then twice from isoöctane gave 2-carbethoxy-3,4-dimethylpyrrole (V), m. 75-6.5°. V heated briefly in EtOH with excess 40% aqueous CH2O and a few drops concentrated HCl yielded 5,5′-methylenebis(2-carbethoxy-3,4-dimethylpyrrole), m. 202-3°. II and Ac2CH2 (50 millimoles each) treated by the usual procedure, the crude product containing the Zn dust dissolved in 25 cc. boiling 95% EtOH, and the filtrate poured into 75 cc. ice water yielded 2.48 g. IV, m. 24-5° (recrystallized from EtOH and sublimed). Glacial AcOH (26 cc.) and 5.00 g. Ac2CH2 heated to 80°, the mixture treated consecutively with 13 g. NaOAc, 7.11 g. II, and 12 cc. AcOH in 5 cc. H2O, heated to 95°, treated during 20-5 min. with 11 g. Zn dust at 95-105°, stirred 20 min., and poured into ice water, the precipitate refrigerated, filtered off, dissolved in 15 cc. boiling EtOH, and filtered, the filtrate stirred into 30 cc. ice water and refrigerated, and the crude precipitate (2.10 g.) recrystallized twice from isoöctane yielded III, m. 75-6.5°. II and Ac2CHEt gave similarly 45% crude 4-Et derivative of III, m. 135-6°.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Some reactions of 2,4-dimethylmagnesylpyrrole》. Authors are Ingraffia, F..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).SDS of cas: 2199-44-2. Through the article, more information about this compound (cas:2199-44-2) is conveyed.

Because of the anomalous behavior of magnesylpyrrole with SOCl2 (I) and CS2 (cf. Oddo and Mingoia, C. A. 21, 1458), it was decided to study their action as well as that of ClCO2Et (II) on a little studied derivative of pyrrole, viz., 2,4-dimethylpyrrole (III) in the form of its magnesyl derivative (IV), and on magnesylpyrroles with neg. radicals (to stabilize the ring). IV and II in anhydrous Et2O, heated, and decomposed with ice, yield Et 2,4-dimethyl-5-pyrrolecarboxylate, HN.CMe:CH.CMe:CCO2Et (V), slightly yellow, m. 124°. I in Et2O added to ice-cold IV (2 mols.) in Et2O, after standing decomposed with ice, neutralized with NaHCO3 and purified with difficulty (Et2O, petr. ether, Me2CO and C6H6), yields 3,5,3′,5′-tetramethylpyrro-(2,2′)-sulfone, (HN.CMe:CH.CMe:C)2SO2, dark violet, decomposes around 95° stable toward hot alk. hydroxides, is not reduced by Zn and AcOH, is decomposed with evolution of H2S by Sn in hot HCl. Ag derivative, probably an α’-derivative IV and CS2 in Et2O heated, decomposed with ice, acidified with H2O4, the Et2O-soluble product treated with aqueous NaOH, and acidified when ice-cold, precipitates 2,4-dimethyl-5-dithiopyrrolecarboxylic acid, HN.CMe:CH.CMe:CC(:S)SH (VI), also obtained directly but very impure by drying the Et2O-soluble portion (loc. cit.). It is unstable and immediately oxidizes to 2,4-dimethylthiopyrrole disulfide, [HN.CMe:CH.CMe:CC(:S)S-]2, red, m. 156°. With neutral Pb(OAc)2, the aqueous Na salt (VII) of VI precipitates the Pb salt, [HN.CMe:CH.CMe:CC(:S)S]2Pb, yellow. In darkness, aqueous VI and AgNO3 precipitate the Ag salt, HN.CMe:CH.CMe:CC(:S)SAg, brick-red. No Zn salt is precipitated from aqueous VII and Zn(OAc)2. It was then to be determined whether with a compound containing a neg. CO2Et group, e. g., V, the reaction with EtMgBr is normal, and if so to determine the behavior of the new metal derivative in comparison with III. Actually V and EtMgBr in anhydrous Et2O evolve C2H6 and form the magnesyl derivative (VIII), BrMgN.CMe:CH.CMe:CCO2Et or HN.CMe:C(MgBr).CMe:CCO2Et, yellowish oil. Heated with CS2 or with AcCl in anhydrous Et2O, VIII remains unaltered. This incapacity to react probably depends upon the assumption of the enolic form, N:CMe.CH:CMe.C:C(OMgBr)OEt, as was found with alkyl pyrryl ketones by Oddo (C. A. 19, 2492; Gazz. chim. ital. 40, ii, 15(1910); cf. C. A. 4, 2460).

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Thiazolidine – Wikipedia,
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Reference of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. 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. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Double-helical dinuclear bis(dipyrromethene) complexes Formed by self-assembly.

Bis(dipyrromethene) ligands linked by an alkyl spacer between β and β’ positions (I; n = 1, 2, 3) give helical dimers or monomers, dependent upon the length of the alkyl linker, upon complexation. Ligands consisting of methylene, ethylene, and propylene linkers -(CH2)n- (n = 1, 2, and 3) give helical dimers, while longer linking chains (n = 4, 5, or 6) give monomers or mixtures of dimers and monomers. X-ray crystal structures of the dimeric Zn complexes (n = 1, 2, and 3) reveal that the angles between dipyrromethene planes and the extent of helicity in the complexes differ as the length of the linker varies. The extent of helicity was assessed and is dependent upon the length and, specifically, the conformational preferences of the alkyl spacer unit. The presence of an ethylene linker gave complexes of greatest helicity. The use of a methylene spacer gave less helical structures upon complexation, while propylene spacers gave only slightly helical complexes. These studies identify the crucial importance that the conformational preferences of the β-β’ alkyl spacer group plays in the coordination algorithm of self-assembly to form dipyrromethene based complexes.

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Russian Journal of Physical Chemistry A called The influence of isomerism on the enthalpies of solution of dipyrrolylmethanes, Author is Berezin, M. B.; Guseva, G. B.; Semeikin, A. S.; V’yugin, A. I.; Smirnov, A. V., which mentions a compound: 2199-44-2, SMILESS is O=C(C1=C(C)C=C(C)N1)OCC, Molecular C9H13NO2, Electric Literature of C9H13NO2.

The enthalpies of solution of 3,3′,4,4′-tetramethyl-5,5′-dicarbethoxydipyrrolylmethane-2,2′ and its α,β- and β,β isomers in organic solvents of various natures were measured calorimetrically at 298.15 K. The enthalpies of transfer of the compounds from benzene into chloroform, pyridine, dimethylsulfoxide, and DMF were calculated Pyridine, DMSO, and formamide (proton acceptor solvents) specifically solvated the NH groups of dipyrrolylmethanes. Solvation interactions could be sterically complicated depending on the type of the isomer.

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COA of Formula: C9H13NO2. 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 Thionation reactions of 2-pyrrole carboxylates. Author is Groves, Brandon R.; Smithen, Deborah A.; Cameron, T. Stanley; Thompson, Alison.

The reaction of 2-pyrrole carboxylates I [R = H, CH3; R1 = CH3, (CH2)4CH3, C6H5, etc.; R2 = CH3, CH2CH3, (CH2)2CH3; R3 = CH2CH3, C6H5CH2; X = O] with Lawesson’s reagent at elevated temperatures results in the corresponding thionoesters, I [X = S] concurrent with the production of a new class of pyrrole annulated with the (1,3,2)-thiazaphospholidine unit II. Addition of BF3·OEt2 to the thionation procedure was found to produce the corresponding F-BODIPY, III constituting a four-step reaction in one-pot. The scope and limitations of these reactions involving the promiscuous Lawesson’s reagent were described.

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