Tag: M.W:100-200

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).Name: 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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Application In Synthesis of 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 Synthesis of a series of substituted 2-ethoxycarbonylpyrroles. Author is Yu, Xiang-hao; Yang, Nian-fa; Cao, Jing.

The synthesis of 2-(ethoxycarbonyl)-3,4-dimethylpyrrole (I) was studied. A series of substituted 2-(ethoxycarbonyl)pyrrole was prepared by reaction of oxo olefin salt with di-Et aminomalonate. For example, refluxing MeCOCMe:CHONa with di-Et aminomalonate in aqueous HOAc for 2 h gave 35% I.

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2-Chloro-7-nitro-1H-benzo[d]imidazole(SMILESS: O=[N+](C1=C2NC(Cl)=NC2=CC=C1)[O-],cas:15965-55-6) is researched.SDS of cas: 7661-33-8. The article 《Synthesis and antitrichomonal activity of azinium (azolium) 4-nitrobenzimidazolate betaines and their derivatives》 in relation to this compound, is published in European Journal of Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:15965-55-6).

Among the many attractive types of heterocyclic betaines, the inner salts of azinium azolates and azolium azolates are few and scattered. The antiprotozoal activity (in vitro) against Trichomonas vaginalis of a variety of mesomeric betaines of pyridinium azolates, their N-azolylpyridinium salts, and N-5-nitrobenzimidazol-2-ylpyridinium derivatives, e.g. 1-(5-nitro-1H-benzimidazol-2-yl)-2,4,6-triphenylpyridinium salts was reported. In the present study, 1-(4-nitro-1H-benzimidazol-2-yl)pyridinium salts were prepared and tested against T. vaginalis in vitro and in vivo.

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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.HPLC of Formula: 2199-44-2.Vom, Amelia; Headey, Stephen; Wang, Geqing; Capuano, Ben; Yuriev, Elizabeth; Scanlon, Martin J.; Simpson, Jamie S. published the article 《Detection and Prevention of Aggregation-based False Positives in STD-NMR-based Fragment Screening》 about this compound( cas:2199-44-2 ) in Australian Journal of Chemistry. Keywords: fragment screening saturation transfer difference NMR ketopantoate reductase. Let’s learn more about this compound (cas:2199-44-2).

Aggregation of small organic compounds is a problem encountered in a variety of assay screening formats where it often results in detection of false positives. A saturation transfer difference-NMR-detected screen of a com. available fragment library, followed by biochem. assay, identified several inhibitors of the enzyme ketopantoate reductase. These inhibitors were subsequently revealed to be aggregation-based false positives. Modification of the fragment screen by addition of detergent in the saturation transfer difference-NMR experiments allowed an assay format to be developed that resulted in the identification of genuine hit mols. suitable for further development.

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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 Synthesis and some reactions of pyrroles with aliphatic acyl substituents, Author is Mironov, A. F.; Ol’shanskaya, N. B.; Zhestkov, V. P.; Evstigneeva, R. P., which mentions a compound: 2199-44-2, SMILESS is O=C(C1=C(C)C=C(C)N1)OCC, Molecular C9H13NO2, Synthetic Route of C9H13NO2.

4-Acylpyrrolecarboxylates (I; R = EtCO, C15H31CO, C17H35CO) were prepared in about quant. yields of Friedel-Crafts acylation of I (R = H). Reduction of I by NaBH4 gave 82-97% of alc. (II; R = Et, C15H31, R1 = H). Heating II (R = C15H31, R1 = H) in pyridine with Ac2O gave 96% acryl derivative II (R = C15H31, R1 = Ac). Treatment of I (R = C17H35CO) with Pb(OAc)4 gave an acylated intermediate which with 40% HBr and MeOH gave 85% pyrrole (III; R = C17H35CO, R1 = MeO). Similarly III (R = C15H31CO, R1 = Cl) was obtained in 75% yield.

Here is just a brief introduction to this compound(2199-44-2)Synthetic Route of C9H13NO2, more information about the compound(Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate) is in the article, you can click the link below.

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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 Synthesis and spectral properties of 3,3′-bis(dipyrrolylmethene). Author is Dudina, N. A.; Berezin, M. B.; Guseva, G. B.; Semeikin, A. S..

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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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: 1,2,3,4-Tetrahydroquinoline-3-carboxylic acid, is researched, Molecular C10H11NO2, CAS is 114527-53-6, about Discovery of Indoline-2-carboxamide Derivatives as a New Class of Brain-Penetrant Inhibitors of Trypanosoma brucei.Category: thiazolidine.

There is an urgent need for new, brain penetrant small mols. that target the central nervous system second stage of human African trypanosomiasis (HAT). We report that a series of novel indoline-2-carboxamides have been identified as inhibitors of Trypanosoma brucei from screening of a focused protease library against Trypanosoma brucei brucei in culture. We describe the optimization and characterization of this series. Potent antiproliferative activity was observed The series demonstrated excellent pharmacokinetic properties, full cures in a stage 1 mouse model of HAT, and a partial cure in a stage 2 mouse model of HAT. Lack of tolerability prevented delivery of a fully curative regimen in the stage 2 mouse model and thus further progress of this series.

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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.Application 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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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.Angelini, Giancarlo; Sleiter, Giancarlo researched the compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate( cas:2199-44-2 ).SDS of cas: 2199-44-2.They published the article 《Selective β-chlorination of 1-benzoyl-2-ethoxycarbonyl-3,5-dimethylpyrrole with iodobenzene dichloride. Preparation of ethyl 4-chloro-3,5-dimethylpyrrole-2-carboxylate》 about this compound( cas:2199-44-2 ) in Gazzetta Chimica Italiana. Keywords: chlorination dimethylpyrrolecarboxylate; pyrrolecarboxylate dimethyl ester chlorination; chlorodimethylpyrrolecarboxylate ester. We’ll tell you more about this compound (cas:2199-44-2).

Chlorination of I (R = H, R1 = Bz) with PhI+ClCl- in CHCl3 at -15° in the dark, followed by debenzoylation of the product gave I (R = Cl, R1 = H). Reaction of I ( R = R1 = H) with Cl, SO2Cl2, or PhI+ClCl- in CHCl3 or ether at low temperature resulted in simultaneous chlorination of both the β-position and the α-methyl group.

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SDS of cas: 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. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Synthesis of cyanopyrroles.

Regioselective synthesis of α-cyanopyrroles (vs. α-alkoxycarbonylpyrroles) using oximinocyanoacetate esters in a Knorr-type reductive condensation with β-diketones can be directed by the presence of water. Thus, HON:C(CN)CO2Me was reacted with CH2Ac2 in hot AcOH in the presence of Zn dust to give exclusively 3,5-dimethylpyrrole-2-carbonitrile when the AcOH was wet. Whereas, in glacial AcOH, only Me 3,5-dimethylpyrrole-2-carboxylate was isolated in ∼40% yield.

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