Tag: M.W:100-200

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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Name: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. 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 Some mercuration reactions of substituted pyrroles. Author is Ganske, Jane A.; Pandey, Ravindra K.; Postich, Michael J.; Snow, Kevin M.; Smith, Kevin M..

Mercuration of N-unsubstituted pyrroles with mercury(II) acetate results in immediate precipitation of the N-mercurated derivative, which is insoluble in virtually all organic solvents. If the pyrrole N atom is protected (e.g. with Me, CH2OCH2Ph, or CO2CMe3) then mercuration takes place efficiently at unsubstituted pyrrole carbons. Subsequent palladium/olefin (Heck-type) reactions afford the corresponding pyrrole acrylate when, for example, the olefin is Me acrylate; deprotection (when the N-substituent is CH2OCH2Ph or CO2CMe3) then affords the required carbon-substituted pyrrole. Attempts to deprotect the N-methylpyrroles were unsuccessful.

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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.Name: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. The article 《Acetylene condensation in a series of pyrroles》 in relation to this compound, is published in Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya. Let’s take a look at the latest research on this compound (cas:2199-44-2).

Condensation of Et 4-iodo-3,5-dimethylpyrrole-2-carboxylate with HCCR(R = Ph, morpholinomethyl) in Et2NH in the presence of Pd (PPh3)2Cl2 and CuI gave ethynylpyrroles I in 64 and 68% yield, resp. Similar reaction with HOCMe2CCH gave the deiodinated product in 18% yield. Treatment of II (R = I) with CuCCPh in pyridine-DMF at reflux gave 78.0% II (R = CCPh). Deiodination of III (R = I) (IV) was easier than with the 4-iodo-2-carboxylate derivative but more difficult than II (R = I). In the presence of Pd complex catalyst condensation of IV and PhCCH gave concurrent redn and substitution.

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Application In Synthesis 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 Some mercuration reactions of substituted pyrroles.

Mercuration of N-unsubstituted pyrroles with mercury(II) acetate results in immediate precipitation of the N-mercurated derivative, which is insoluble in virtually all organic solvents. If the pyrrole N atom is protected (e.g. with Me, CH2OCH2Ph, or CO2CMe3) then mercuration takes place efficiently at unsubstituted pyrrole carbons. Subsequent palladium/olefin (Heck-type) reactions afford the corresponding pyrrole acrylate when, for example, the olefin is Me acrylate; deprotection (when the N-substituent is CH2OCH2Ph or CO2CMe3) then affords the required carbon-substituted pyrrole. Attempts to deprotect the N-methylpyrroles were unsuccessful.

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Automated Microflow NMR: Routine Analysis of Five-Microliter Samples, published in 2005-10-01, which mentions a compound: 2199-44-2, Name is Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, Molecular C9H13NO2, Formula: C9H13NO2.

A microflow CapNMR probe double-tuned for 1H and 13C was installed on a 400-MHz NMR spectrometer and interfaced to an automated liquid handler. Individual samples dissolved in DMSO-d6 are submitted for NMR anal. in vials containing as little as 10 μL of sample. Sets of samples are submitted in a low-volume 384-well plate. Of the 10 μL of sample per well, as with vials, 5 μL is injected into the microflow NMR probe for anal. For quality control of chem. libraries, 1D NMR spectra are acquired under full automation from 384-well plates on as many as 130 compounds within 24 h using 128 scans per spectrum and a sample-to-sample cycle time of ∼11 min. Because of the low volume requirements and high mass sensitivity of the microflow NMR system, 30 nmol of a typical small mol. is sufficient to obtain high-quality, well-resolved, 1D proton or 2D COSY NMR spectra in ∼6 or 20 min of data acquisition time per experiment, resp. Implementation of pulse programs with automated solvent peak identification and suppression allow for reliable data collection, even for samples submitted in fully protonated DMSO. The automated microflow NMR system is controlled and monitored using web-based software.

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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.Alcalde, Ermitas; Perez-Garcia, Lluiesa; Dinares, Immaculada; Frigola, Jordi researched the compound: 2-Chloro-7-nitro-1H-benzo[d]imidazole( cas:15965-55-6 ).Recommanded Product: 15965-55-6.They published the article 《Heterocyclic betaines. XXII. Azinium(azolium) 4-nitrobenzimidazolate inner salts and their derivatives with several interannular spacers. Synthesis, characterization and antitrichomonal activity》 about this compound( cas:15965-55-6 ) in Chemical & Pharmaceutical Bulletin. Keywords: nitrobenzimidazolate pyridinium imidazolium preparation antiprotozoal activity. We’ll tell you more about this compound (cas:15965-55-6).

The synthesis of an ensemble of pyridinium(imidazolium) 4-nitrobenzimidazolate betaines and their derivatives with several interannular linkages has been explored. Their antiprotozoal activity has also been examined

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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.Antina, E. V.; Guseva, G. B.; Dudina, N. A.; V’yugin, A. I.; Semeikin, A. S. researched the compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate( cas:2199-44-2 ).Recommanded Product: 2199-44-2.They published the article 《Synthesis and spectral analysis of alkyl-substituted 3,3′-bis(dipyrrolylmethenes)》 about this compound( cas:2199-44-2 ) in Russian Journal of General Chemistry. Keywords: dipyrrolylmethene preparation fluorescence IR NMR; biline biladiene analog preparation mol structure property relationship; photosensitizer fluorescence photodynamic therapy dipyrrolylmethene preparation. We’ll tell you more about this compound (cas:2199-44-2).

Four new alkyl-substituted 3,3′-bis(dipyrrolylmethene) dihydrobromide derivatives containing from 4-10 alkyl substituents were synthesized. In a highly alkylated ligand among these substances one of the hydrogen atoms of the 3,3′-methylene spacer was substituted with a Ph group. The compounds obtained were studied by IR, 1H NMR, electron absorption and fluorescent spectroscopy. The increased alkylation degree of pyrroles and the introduction of an aryl substituent in the 3,3′-spacer causes a significant high-frequency shift of the N-H stretching vibrations in the IR spectra, an upfield shift of the NH-proton signals in NMR spectra, a decrease in the auxochromic effects of protons on the aromatic system of chromophore in the composition of salts. The red shift of maximum of the strong band in electron absorption spectra and the emission spectra of compounds in DMF, DMSO, C5H5N, C6H6, and CHCl3 was established. The salts obtained are stable in benzene and chloroform, while in electron-donor solvents the irreversible processes of solvolytic dissociation of salts to free organic base and HBr take place.

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