Category: 2199-44-2

Application 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 Atropisomerism in monopyrroles. Author is Boiadjiev, Stefan E.; Lightner, David A..

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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Application 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 The special features of the thermal oxidative destruction of isomeric dipyrrolylmethanes. Author is Guseva, G. B.; Antina, E. V.; Semeikin, A. S.; Berezin, M. B.; V’yugin, A. I..

3,3′,4,4′-Tetramethyl-5,5′-dicarbethoxydipyrrolylmethane-2,2′ and its α,β and β,β isomers were synthesized. The compounds were characterized by recording their proton NMR spectra. The thermal oxidative destruction of the compounds was studied thermogravimetrically. The results were used to determine the temperature and enthalpy characteristics of fusion and the temperatures of the beginning and maxima of the exothermic effects of the destruction of dipyrrolylmethanes in air oxygen. The thermal stability of dipyrrolylmethanes was found to be primarily determined by mol. isomerism and increase for sym. substituted α,α- and β,β-dipyrrolymethanes compared with the α,β isomer.

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Quality Control 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 Synthesis of a chiral 3,3′-di-tert-butyl-2,2′-bipyrrole.

Di-Et 3,3′-di-tert-butyl-4,4′-dimethyl-2,2′-bipyrrole-5,5′-dicarboxylate (I) was synthesized in four steps from Et 3,5-dimethyl-1H-pyrrole-2-carboxylate. The CH2 hydrogens of the Et ester groups of the former are diastereotopic in the 1H-NMR, consistent with axial chirality of the bipyrrole and restricted rotation about the 2,2′-bipyrrole bond, due to the tert-Bu groups. X-ray anal. of crystalline I shows that the pyrrole rings are twisted out of coplanarity by 84.5°.

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Electric Literature of C9H13NO2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Reactions on solid supports. Part-3. Hydrogen isotope exchange reactions catalyzed by montmorillonite clay. Author is Rao, K. R. Nagaraja; Towill, Robert C.; Jackson, Anthony H..

Deuterated clay in which the interlammelar water has been replaced by deuterium oxide can be used for exchange of acidic protons in a variety of organic substrates. β-Keto esters and β-diketones undergo rapid exchange of the methylene protons in chloroform solutions in presence of deuterated clay; pyrrole undergoes exchange of all protons, whereas indoles preferentially undergo exchange at the 3-position as expected, although prolonged exposure to the reagent leads to exchange at other positions.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 2199-44-2, is researched, Molecular C9H13NO2, about Lability of the β-(diethylamino)ethyl group under Knorr pyrrole ring formation conditions, the main research direction is isonitrosoacetoacetic ester cyclization; acetoacetic ester isonitroso cyclization; aminoethylpentanedione cyclization Knorr; pyrrolecarboxylate dimethyl.HPLC of Formula: 2199-44-2.

Condensation of (MeCO)2CHCH2CH2NEt2 (I) with MeCOC(:NOH)CO2R (R = Et, PhCH2) in HOAc containing NaOAc and Zn powder at 60-65° yielded the acetylpyrroles II and diethylaminoethylpyrroles III. Similarly, I and HON:C(CO2Et) yielded dimethylpyrrole IV.

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Guseva, G. B.; Dudina, N. A.; Antina, E. V.; V’yugin, A. I.; Semeikin, A. S. published an article about the compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate( cas:2199-44-2,SMILESS:O=C(C1=C(C)C=C(C)N1)OCC ).Reference of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:2199-44-2) through the article.

Decamethylmethylene-3,3′-bis(dipyrrolylmethene) dihydrobromide H2L·2HBr, which is the simplest representative of a novel class of oligo(dipyrrolylmethenes) belonging to chromophore chelating nonmacrocyclic ligands, were examined by 1H NMR, IR, and electronic absorption spectroscopy. Complexation reactions of H2L·2HBr with M(AcO)2 (M = Zn(II), Cu(II), and Co(II)) in DMF at 298.15 K were monitored by electronic absorption spectroscopy and studied by the molar ratio method. The thermodn. constants K0 of these reactions were estimated The d metal ions coordinate H2L to give the binuclear homoleptic complexes [M2L2]. The reactions proceed through the intermediate binuclear heteroleptic complex [M2L(AcO)2] detected by spectroscopic methods. The thermodn. stabilities of [M2L2] and [M2L(AcO)2] increase when moving from Cu(II) to Zn(II) and Co(II). The probability of formation and stability of [M2L2] containing 3,3′-bis(dipyrrolylmethene) are substantially higher than those of analogous complexes with the 2,2′-isomer (decamethyl-2,2′-biladiene-a,c). The low K0 values for the complexation between H2L and Cu(AcO)2 are due to slow oxidation of the biladiene ligand into a bilatriene with participation of Cu2+ ions.

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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 2199-44-2, is researched, SMILESS is O=C(C1=C(C)C=C(C)N1)OCC, Molecular C9H13NO2Journal, Article, Organic Letters called Rhodium Complex-Catalyzed Reaction of Isonitriles with Carbonyl Compounds: Catalytic Synthesis of Pyrroles, Author is Takaya, Hikaru; Kojima, Sachiko; Murahashi, Shun-Ichi, the main research direction is isonitrile reaction ketone rhodium catalyst; pyrrole preparation isonitrile reaction ketone rhodium catalyst.Product Details of 2199-44-2.

Low-valent rhodium complexes are efficient catalysts for the activation of α-C-H bond of isonitriles. Addition of isonitriles to carbonyl compounds proceeds under mild and neutral conditions to give the corresponding α,β-unsaturated formamides. Catalytic synthesis of pyrroles can be performed by cyclocondensation of isonitriles with 1,3-dicarbonyl compounds Et 3,4,5-trimethyl-2-pyrrolecarboxylate was obtained in 68% yield and converted to octamethylporphyrin by a standard method.

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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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Synthetic Route of 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 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..

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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Treibs, Alfred; Schulze, Lothar published the article 《tert-Butylpyrroles》. Keywords: butyldimethyl pyrrole; pyrrole butyldimethyl.They researched the compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate( cas:2199-44-2 ).Application of 2199-44-2. 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:2199-44-2) here.

Reaction of 3-(R-substituted)-2,4-dimethylpyrroles (R = CO2Et or Ac) with tert-BuOAc in the presence of strong acids, e.g. H2SO4, HClO4, or HI gave 12-30% corresponding 5-tert-butyl compounds (I). Treatment of I (R = CO2Et) with H3PO4 gave 43% I (R = H). Similar reactions were performed with 5-(ethoxycarbonyl)-2,4-dimethylpyrrole.

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