Category: 2199-44-2

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 Separation of carbethoxymethylpyrroles by thin-layer chromatography. Author is Roomi, M. W..

Carbethoxymethylpyrroles were separated by thin-layer chromatog. with ether-n-C6H14-2% AcOH on silica gel G. Et methylpyrrole-3-carboxylates (I, R = 2-Me, 4-Me) were separated from Et methylpyrrole-2-carboxylates (II, R = 3-Me, 5-Me) but separation of individual I (Rf = 54) and II (Rf = 70) was impossible. Et dimethylpyrrole-3-carboxylates (III, R = 4-Me, 5-Me) were separated from Et dimethylpyrrole-2-carboxylates (IV, R,R1 = 4,5-Me2, 3,5-Me2, 3,4-Me2). Individual IV were not separable (Rf = 70) but III were (Rf = 62, 54). Et trimethylpyrrole-2-carboxyl-ate (Rf = 70) was separated from Et trimethylpyrrole-3-carboxylate (Rf = 62).

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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.Alberola, Angel; Andres, Jose M.; Gonzalez, Alfonso; Pedrosa, Rafael; Vicente, Martina researched the compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate( cas:2199-44-2 ).Safety of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate.They published the article 《The reaction of β-aminoenones with α-amino derivatives. Synthesis of 2-functionalized pyrroles》 about this compound( cas:2199-44-2 ) in Heterocycles. Keywords: aminoenone transamination glycinate aminoacetonitrile; aminoalkenone preparation cyclization; pyrrole. We’ll tell you more about this compound (cas:2199-44-2).

β-Aminoenones react with Et glycinate, α-aminoacetonitrile and α-aminoacetamide hydrochlorides leading to 2-functionalized pyrroles. Although the transamination is a high-yield process, the transformation of the intermediate, in both basic or thermally induced conditions, affords the corresponding pyrroles in poor to moderate yields. Thus, transamination of AcCH:CMeNH2 with EtO2CCH2N+H3 in MeOH gave 89% AcCH:CMeNHCH2CO2Et which on cyclization in EtONa/EtOH gave 33% Et 3,5-dimethyl-2-pyrrolecarboxylate.

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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 Dithiocarboxylic acids of pyrroles. II. Friedel-Crafts reactions with carbon disulfide, the main research direction is pyrrole dithiocarboxylic acid preparation; dithiocarboxylic acid pyrrole preparation; Friedel Crafts reaction carbon disulfide; carbon disulfide Friedel Crafts reaction.Related Products of 2199-44-2.

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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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).HPLC of Formula: 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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Reference:
Thiazolidine – Wikipedia,
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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Infrared absorption studies. XI. NH-H and NH-O bonds》. Authors are Buswell, A. M.; Downing, J. R.; Rodebush, W. H..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.

cf. C. A. 34, 4663.8. Data are given for the IR absorption of acetylglycine Et ester in solution and for the solid, for 3,5-dimethyl-2-carbethoxypyrrole in solution, for diphenylamine in CCl4 solution, for the solids and for mixtures of diphenylamine and dimethylacetamide and for solid films of acetamide, trichloroacetamide, n-valeramide, sulramic acid, glycine and diketopiperazine. These data indicate that intermol. NHN bonds show a fundamental IR absorption near 3 μ. These bonds are formed only when the first N is relatively much more acidic than the second N. NH-O bonds are formed only with a semipolar O. The bonding observed by IR studies in amides and the peptide linkage is believed to be NHO- with absorption near 3.0 μ if isolated but at 3.22 μ if the bonds are formed in pairs. A coplanar structure is postulated for the CONHR group which involves geometrical isomerism. This structure must be considered in any explanation of protein behavior.

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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 Improved synthesis of covalently strapped porphyrins. Application to highly deformed porphyrin synthesis, the main research direction is porphyrin strapped; polymethyleneporphyrin.Recommanded Product: 2199-44-2.

The title porphyrins I (n = 1, 2, 3) were prepared α,ω-Dicarboxyalkyl dichloride, was treated with 2 equiv of 2-(ethoxycarbonyl)-3,5-dimethylpyrrole, and the chain-linked bis[5-(ethoxycarbonyl)pyrrole] so obtained was transformed into the pyrrole-2-carboxaldehyde by using standard methodol. Protection of the formyl groups as the dicyanovinyl derivative and the activation of the 2-Me substituents with SO2Cl2 gave the bis[2-(chloromethyl)pyrrol)], which on reaction with a 5-unsubstituted 2-pyrrolecarboxylate, in warm AcOH, afforded the chain-linked dipyrromethane dimer in high yield. Regeneration of the formyl substituents and removal of the ester group produced the 5-formyldipyrromethane dimer II, which was cyclized intramolecularly, under high dilution, to give I. II (n = 0) failed to cyclize.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate( cas:2199-44-2 ) is researched.Quality Control of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate.Jones, R. Alan; Rustidge, David C.; Cushman, Susan M. published the article 《Pyrrole studies. XXX. A critical evaluation of the Knorr synthesis of trifluoromethylpyrroles and the reactivity of diethyl 4-trifluoromethyl-2-methylpyrrole-3,5-dicarboxylate》 about this compound( cas:2199-44-2 ) in Synthetic Communications. Keywords: pyrrolecarboxylate ester trifluoromethyl derivative; Knorr synthesis trifluoromethylpyrrole; nitrosation trifluoroacetoacetate. Let’s learn more about this compound (cas:2199-44-2).

Pyrroles I (R = CO2Et, COMe) were prepared from F3CCOCH2CO2Et (II) and MeCOCH2R. II was nitrosated in HOAc, the mixture was refluxed, MeCOCH2CO2Et was added, Zn dust was introduced, and the new mixture was refluxed to give I (R = CO2Et). The nitrosation of MeCOCH2CO2Me and treatment of the product with II and Zn gave pyrrole III.

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Antina, E. V.; Guseva, G. B.; Loginova, A. E.; Semeikin, A. S.; V’yugin, A. I. published the article 《Synthesis and spectral properties of new 3,3′-bis(dipyrrolylmethene) with acetylene spacer》. Keywords: bistetramethyl ethyldipyrrolylmethenyl acetylene dihydrobromide preparation; quantum chem simulation conformation spectral.They researched the compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate( cas:2199-44-2 ).SDS of cas: 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.

Bis(2,4,7,9-tetramethyl-8-ethyldipyrrolylmethen-3-yl)acetylene dihydrobromide (H2L·2HBr), new bis(dipyrrolylmethene), in whose mol. dipyrrolylmethene domains were connected through 3,3′-carbon atoms of internal pyrrole nuclei by acetylene spacer, were synthesized by original procedure. The compound was characterized by element anal., IR, 1H NMR, and electronic spectroscopy. The comparative anal. of spectral properties shows the reduction of the basicity of H2L ligand in comparison with the structural analogs, which contain internal methylene spacer. The quantum-chem. simulation showed that the rigid acetylene spacer gives linear structure to the H2L mol. in contrast to the spiral-shaped geometry of structural analogs with -CH2- spacer.

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Related Products of 2199-44-2. 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 Synthesis of higher aliphatic pyrrolyl ketones. Author is Zhestkov, V. P.; Mironov, A. F.; Evstigneeva, R. P..

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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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Nitropyrroles. III. Ultraviolet absorption spectra and tautomeric transformations of some nitropyrroles》. Authors are Novikov, S. S.; Belikov, V. M.; Egorov, Yu. P.; Safonova, E. N.; Semenov, L. V..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).HPLC of Formula: 2199-44-2. Through the article, more information about this compound (cas:2199-44-2) is conveyed.

cf. ibid. 1307. Examination of the ultraviolet absorption spectra of some nitropyrroles showed the possibility of identification of these substances and confirmed the structure of 1-methyl-3,4-dinitropyrrole. Acidity of N-unsubstituted pyrrole with nitro groups in the ring increases with increasing number of NO2 groups and with transfer of NO2 group from 3- to 2-position, probably owing to the inductive effect of the group on the NH bond. This phenomenon is discussed in connection with tautomerism of nitropyrroles. The following absolute maximum are reported: pyrrole 210 and 240 mμ; 3-methyl-4-ethylpyrrole 200; 2-ethoxycarbonyl-3,5-dimethylpyrrole 240 and 276; 3-ethoxycarbonyl-2,4-dimethylpyrrole 232 and 259; 2-acetyl-3,5-dimethyl-4-ethylpyrrole 266 and 308; 2,4-dimethyl-3-acetylpyrrole 251 and 280. Spectra of nitropyrroles are shown at various pH values. In basic media these show a maximum at about 400 mμ.

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Thiazolidine – Wikipedia,
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