Category: 2199-44-2

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.Paine, John B. III; Dolphin, David researched the compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate( cas:2199-44-2 ).Reference of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate.They published the article 《5-Unsubstituted 2-pyrrolecarboxaldehydes for porphyrin synthesis and the cyanovinyl protecting group》 about this compound( cas:2199-44-2 ) in Journal of Organic Chemistry. Keywords: pyrrolecarboxaldehyde porphyrin intermediate preparation. We’ll tell you more about this compound (cas:2199-44-2).

(Cyanovinyl)pyrroles I (R = Me, R1 = Et, octyl; R = Et, R1 = Me) derived from the Knoevenagel condensation of benzyl 5-formyl-2-pyrrolecarboxylates with NCCH2CO2Me were employed in a facile sequence of 4 steps to produce, regioselectively, 2-pyrrolecarboxaldehydes II, important intermediates for porphyrin synthesis. Each step proceeded in 90-95% yield, making II available smoothly from benzyl 5-methyl-2-pyrrolecarboxylates in 7 steps, with an overall yield of 66-72%.

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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 Synthesis and protonation studies of a meso-unsubstituted surfactant porphyrin, the main research direction is dioctadecyldeuteroporphyrin preparation protonation; absorption spectra dioctadecyldeuteroporphyrin protonation; deuteroporphyrin dioctadecyl preparation protonation.Safety of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate.

The surfactant porphyrin I was prepared Spectroscopic studies show that intermol. protonation occurs between the side-chain carboxyl groups and the inner N atoms of I, giving a porphyrin dication. In 5 × 10-5M CHCl3 solution, 27% of the porphyrin mols. are in the dicationic form and they are self-associated with some of the remaining mols. in the free base form.

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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, Khimiya Geterotsiklicheskikh Soedinenii called Lability of the β-(diethylamino)ethyl group under Knorr pyrrole ring formation conditions, Author is Mironov, A. F.; Alarkon, Kh. Kh.; Evstigneeva, R. P., which mentions a compound: 2199-44-2, SMILESS is O=C(C1=C(C)C=C(C)N1)OCC, Molecular C9H13NO2, Recommanded Product: 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.

There is still a lot of research devoted to this compound(SMILES：O=C(C1=C(C)C=C(C)N1)OCC)Recommanded Product: 2199-44-2, and with the development of science, more effects of this compound(2199-44-2) can be discovered.

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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.Electric Literature of C9H13NO2.

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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Thiazolidine – Wikipedia,
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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 Free energy relationships of ionization energies measured by ultraviolet photoelectron spectroscopy in substituted pyrroles, the main research direction is LFER ionization energy substituted pyrrole; UPS substituted pyrrole; substituent effect photoelectron spectra pyrrole.Reference of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate.

The ionization energies of six 5-substituted-3-ethoxycarbonyl-2,4-dimethylpyrroles and seven 4-substituted 2-ethoxycarbonyl-3,5-dimethylpyrroles were determined by UPS. The relations between the lowest ionization potentials and σ were determined and the different influence of substituents in the α- and β-positions is discussed.

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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).Application In Synthesis 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°.

If you want to learn more about this compound(Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate)Application In Synthesis of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(2199-44-2).

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Synthetic Route 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 Isolation and characterization of a novel tetrahydro-[2,2′]bipyrrolyl dimer as an impurity from a Knorr reaction. Author is Thompson, Alison; Alattar, Yousef; Beshara, Cory S.; Burley, Rodney K.; Cameron, T. Stanley; Robertson, Katherine N..

A dimer, tetra-Et 2,2′,3,3′-tetramethyl-1,1′,2,2′-tetrahydro-4H,4’H-2,2′-bipyrrolyl-5,5,5′,5′-tetracarboxylate (I), has been isolated as an impurity from a Knorr reaction for the synthesis of Et 3,5-dimethylpyrrole-2-carboxylate from 2,4-pentanedione and di-Et oximinomalonate in a dissolving zinc reduction The solid-state structure of I was determined by X-ray crystallog. Knorr reactions typically rely upon the requisite pyrrole being the only water-insoluble crystalline material present in the reaction mixture, and so work-up and purification procedures for Knorr reactions should be monitored carefully given the water-insolubility of this dimer.

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HPLC of Formula: 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 Studies on the synthesis of porphyrin a. II. Synthesis of porphyrins with higher saturated and unsaturated acyl substituents. Author is Zhestkov, V. P.; Mironov, A. F.; Rosynov, B. V.; Ustynyuk, L. A.; Myagkova, G. I.; Evstigneeva, R. P..

Deuteroporphyrins IX [I, R1 = Me2C:CH(CH2)2CMe:CH(CH2)2CMe:CHCH2, Me2CH(CH2)3CHMe(CH2)3CHMe(CH2)2, Me2CBrCHBr(CH2)2CBrMeCHBr(CH2)2CBrMeCHBrCH2] were obtained in 33-92% yields by cyclization of the corresponding biladienes II, prepared from a pyrrole derivative and a tripyrrene.

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HPLC of Formula: 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 Microwave-accelerated synthesis of benzyl 3,5-dimethyl-pyrrole-2-carboxylate. Author is Regourd, Jasmine; Comeau, Ian M.; Beshara, Cory S.; Thompson, Alison.

Benzyl 3,5-dimethyl-pyrrole-2-carboxylate (I), a very useful pyrrole in porphyrin and dipyrromethene synthesis, can be synthesized via the Knorr-type reaction, but in low yield. Alternative routes to I have been developed involving the trans-esterification of Et 3,5-dimethyl-pyrrole-2-carboxylate and the deacetylation of benzyl 4-acetyl-3,5-dimethyl-2-carboxylate, both precursors being easily obtained using the Knorr reaction. These traditional methods involve treatment of the known products with a strong basic solution or heating for extended periods which often lead to decomposition The use of microwave energy to promote these two reactions proves to be an extremely efficient way to obtain I quickly, in high yield, and in excellent purity with no need for recrystallization Of particular note is the use of catalytic sodium methoxide in benzyl alc., rather than stoichiometric amounts of sodium benzoxide, to effect benzylation.

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Zhestkov, V. P.; Mironov, A. F.; Evstigneeva, R. P. 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 ).Recommanded Product: 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.

Alkylation of Et 3,5-dimethylpyrrole-2-carboxylate (I; R = CO2Et, R1 = H) by MeO2CCH2COCl in MeNO2 containing SnCl4 gave 65% pyrrole-3-propionate (I; R = CO2Et, R1 = COCH2CO2Me) which was alkylated by octyl bromide to give I [R = CO2Et, R1 = COCH(CO2Me)(CH2)7Me]. Subsequent decarboxylation at 200° gave 44% 2,4-dimethyl-3-(1-oxodecyl)pyrrole [I; R = H, R1 = CO(CH2)8Me].

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