A small discovery about 2199-44-2

From this literature《Dithiocarboxylic acids of pyrroles. II. Friedel-Crafts reactions with carbon disulfide》,we know some information about this compound(2199-44-2)Product Details of 2199-44-2, but this is not all information, there are many literatures related to this compound(2199-44-2).

Product Details of 2199-44-2. 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 Dithiocarboxylic acids of pyrroles. II. Friedel-Crafts reactions with carbon disulfide. Author is Treibs, Alfred; Friess, Raimund.

Reaction of 2,4-dimethyl-5-(ethoxycarbonyl)pyrrole (I) with AlCl3 in CS2 gave 10% 3-(dithiocarboxy) derivative (II) of I. The same reactions in the presence of ClCO2Et gave the Et ester of II. 2-Methyl-3-(ethoxycarbonyl)pyrrole-5-dithiocarboxylic acid was obtained in 10% yield from 2-methyl-3-(ethoxycarbonyl)pyrrole with AlCl3 and CS2. These reactions show CS2 was not an indifferent solvent in Friedel-Crafts reactions.

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Share an extended knowledge of a compound : 1273-73-0

From this literature《Electron-Transfer Properties of an Efficient Nonheme Iron Oxidation Catalyst with a Tetradentate Bispidine Ligand》,we know some information about this compound(1273-73-0)SDS of cas: 1273-73-0, but this is not all information, there are many literatures related to this compound(1273-73-0).

SDS of cas: 1273-73-0. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Electron-Transfer Properties of an Efficient Nonheme Iron Oxidation Catalyst with a Tetradentate Bispidine Ligand. Author is Comba, Peter; Fukuzumi, Shunichi; Kotani, Hiroaki; Wunderlich, Steffen.

The electron-transfer properties are reported for an FeV=O complex (I) with the tetradentate bispidine ligand. The electron transfer from dibromoferrocene (Br2Fc) to I is confirmed by the UV/Vis spectral changes, with an increase of the absorption observed at 690 nm for the Br2Fc+ cation and the concomitant decrease of the absorption of I at 760 nm.

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A new synthetic route of 15965-55-6

From this literature《Benzimidazoles. II. Effect of benzene nucleus substituents on the nuclopphilic reactivity of some 2-chloro-benzimidazoles》,we know some information about this compound(15965-55-6)SDS of cas: 15965-55-6, but this is not all information, there are many literatures related to this compound(15965-55-6).

SDS of cas: 15965-55-6. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Chloro-7-nitro-1H-benzo[d]imidazole, is researched, Molecular C7H4ClN3O2, CAS is 15965-55-6, about Benzimidazoles. II. Effect of benzene nucleus substituents on the nuclopphilic reactivity of some 2-chloro-benzimidazoles. Author is Ricci, Alfredo; Vivarelli, Piero.

cf. CA 67: 64300p. An equimol. mixture of 4,2-R(H2N)C6H3NH2.2HCl, or 3,2-R(H2N)C6H3NH2.2HCl and urea, heated 20 min. at 160-80°, the reaction mixture extracted with hot 10% NaOH and the alk. solution acidified with HCl, precipitated known 5(6)-substituted- or 4(7)-substituted-2-benzimidazolones, resp., which (0.01 mole) with 0.07 mole POCl3 and a few drops of concentrated HCl, heated 3-4 hrs. at 160-70° in a sealed tube yielded the following I (R, m.p., and % yield given): 5(6)-NO2, 222-3°, -; 5(6)-Cl, 207-8°, 70; 5(6)-Me, 185-6°, 72; 5(6)-MeO, 170-1°, 40; 4(7)-NO2, 196-7°, 40; 4(7)-Cl, 187-8°, 70; 4(7)-Me, 141-2°, 50; 4(7)-MeO, 151-2°, 55. Kinetic studies on the nucleophilic reactivity of I, carried out with piperidine at 100°, indicated that the 2-Cl mobility increases when R is electron-withdrawing, and decreases when R is electron donor. A linear correlation was also found for the effect of the substituents on the reaction center with σmeta + σpara for the position 5(6) and σortho + σmeta for the 4(7)-position, resp.

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Extended knowledge of 1273-73-0

From this literature《The observation of ion-pairing effect based on substituent effect of ferrocene derivatives》,we know some information about this compound(1273-73-0)HPLC of Formula: 1273-73-0, but this is not all information, there are many literatures related to this compound(1273-73-0).

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 The observation of ion-pairing effect based on substituent effect of ferrocene derivatives.HPLC of Formula: 1273-73-0.

The ion-pairing effect was studied based on the substituent effect of ferrocene (Fc) derivatives using cyclic voltammetry. The presence of ion-pairing strongly affected the electrochem. redox behavior in the organic solvent. The formal redox potential (E0′, the average of anodic and cathodic peak potential) shifted neg. with the increasing ion-pairing effect. That was because the formation of ion pair (Fc+·ClO-4) was beneficial to equilibrium shift from Fc to Fc+ in thermodn. Electron-donating and electron-withdrawing substituents of ferrocene derivatives were employed for a deep study of ion-pairing effect, resp. Both ion-pairing effect and electron-donating substituent effect facilitated the neg. shift of E0′ for ferrocene derivatives, showing the pos. cooperativity. While the electron-withdrawing substituent effect resulted in the pos. shift of E0′ for ferrocene derivatives and was unfavorable for the oxidation of Fc derivatives, reflecting the neg. cooperativity with ion-pairing effect. The reversal phenomenon of weak electron-withdrawing substituent was revealed when the ion-pairing effect was stronger than the electron-withdrawing substituent effect, indicating that the ion-pairing function has a significant effect on electrochem. behavior of ferrocene derivatives

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The effect of the change of synthetic route on the product 2199-44-2

From this literature《Direct synthesis of β-alkenylpyrroles by Pd(II)-catalyzed addition of pyrroles to alkynoates》,we know some information about this compound(2199-44-2)Related Products of 2199-44-2, but this is not all information, there are many literatures related to this compound(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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What unique challenges do researchers face in 2199-44-2

From this literature《Synthesis and spectral properties of 3,3′-bis(dipyrrolylmethene)》,we know some information about this compound(2199-44-2)Safety of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, but this is not all information, there are many literatures related to this compound(2199-44-2).

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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An update on the compound challenge: 2199-44-2

From this literature《A modified Knorr pyrrole synthesis》,we know some information about this compound(2199-44-2)Name: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, but this is not all information, there are many literatures related to this compound(2199-44-2).

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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Derivation of elementary reaction about 2199-44-2

From this literature《Atropisomerism in monopyrroles》,we know some information about this compound(2199-44-2)Application In Synthesis of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, but this is not all information, there are many literatures related to this compound(2199-44-2).

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 influence of catalyst in reaction 2199-44-2

From this literature《Synthesis and spectral properties of 3,3′-bis(dipyrrolylmethene)》,we know some information about this compound(2199-44-2)Electric Literature of C9H13NO2, but this is not all information, there are many literatures related to this compound(2199-44-2).

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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Brief introduction of 2199-44-2

From this literature《A novel route to certain 2-pyrrolecarboxylic esters and nitriles》,we know some information about this compound(2199-44-2)Safety of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, but this is not all information, there are many literatures related to this compound(2199-44-2).

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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Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com