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.Guseva, G. B.; Dudina, N. A.; Antina, E. V.; V’yugin, A. I.; Semeikin, A. S. researched the compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate( cas:2199-44-2 ).HPLC of Formula: 2199-44-2.They published the article 《Complexation between decamethyl-3,3′-bis(dipyrrolylmethene) and zinc(II), copper(II), and cobalt(II) acetates》 about this compound( cas:2199-44-2 ) in Russian Journal of Coordination Chemistry. Keywords: complexation zinc copper cobalt acetate decamethylbisdipyrrolylmethene preparation thermodn. We’ll tell you more about this compound (cas:2199-44-2).

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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Recommanded Product: 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 Ethyl 3,5-dimethyl-1H-pyrrole-2-carboxylate. Author is Arranja, Claudia T.; Ramos Silva, Manuela; Matos Beja, Ana; Ferreira, Ana F. P. V.; Sobral, Abilio J. F. N..

In the title compound, C9H13NO2, there are two independent mols. per asym. unit. The mols. are very similar and almost planar, with the ethoxycarbonyl group anti to the pyrrole N atom. The two independent mols. are joined into dimeric units by strong hydrogen bonds between NH groups and carbonyl O atoms. Crystallog. data are given.

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Robinson, John A.; McDonald, Edward; Battersby, Alan R. 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 ).Application of 2199-44-2. 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.

Coproporphyrinogen III analogs I [R = (CH2)3CO2H, R1 = (CH2)2CO2H; R = (CH2)2CO2H, R1 = (CH2)3CO2H, (CH2)2CO2Me; R = (CH2)2CO2Me, R1 = (CH2)2CO2H] (II-V, resp.) were prepared Coproporphyrinogen III oxidase from E. gracilis acted on III and IV, which have normal substituents on the A-ring, to generate a vinyl group on that ring. The enzyme has no effect on II and V, where the A-ring propionic acid group has been changed. The implications of this in the biosynthesis of protoporphyrinogen IX from coproporphyrinogen III are briefly discussed. Conditions have been defined for the MacDonald synthesis of porphyrins which yield products of high isomeric purity.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Alcoholytic, phenolytic and hydrolytic cleavage of organic compounds by catalysts. II》. Authors are Houben, J.; Fischer, Walter.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 of 2199-44-2. Through the article, more information about this compound (cas:2199-44-2) is conveyed.

cf. C. A. 25, 3311. As shown recently, trihalomethyl ketones are not only converted stoichiometrically into alkali carboxylates and CHCl3 by aqueous alkali (Reaction 1) but also undergo another, purely catalytic reaction; even in the cold they react with alcs. according to the equation RCOCCl3 + R’OH = RCO2R’ + CHCl3 (Reaction 2). It was thought that an alcoholate was indispensable as the catalyst and that water must be excluded as completely as possible to prevent reaction 1. It was soon found, however, that this conception was erroneous and that the role of catalyst can be played very successfully by certain organic salts, such as alkali acetates, formates, benzoates, etc., and purely inorganic carbonates, bicarbonates, sulfites, nitrites, and reaction 2 can be smoothly effected in systems containing considerable water (10%). Thus, while BzCCl3 is not changed in the least by heating 8 hrs. at 170° in a sealed tube, addition of a droplet of dilute aqueous KOH to its MeOH solution suffices to decompose it at once, with evolution of heat, into BzOMe and CHCl3, Presumably there is first formed a little BzOK which quickly exerts its powerful catalytic effect. Mg(OH)2, shaken a long time in aqueous suspension with BzCCl3, decomposes it almost completely into (BzO)2Mg and CHCl3 but in aqueous MeOH gives 92% BzOMe. Thus, in addition to the possibility of neutralizing aqueous or aqueous alc. alkali by completely neutral compounds such as AcCCl3, BzCCl3, etc., a reaction which may prove useful for preparative and anal. purposes, there is the further possibility of decomposing, also in completely neutral solution, the excess of halogen ketone by subsequent addition of alc. It may thus be possible, by addition of minute amounts of perfectly neutral substances, to produce large quantities of nascent CHCl3, CHBr3, HCN (nitriles also undergo the reaction). The milder conditions (entire absence of strong alkalies) under which reaction 2 can now be effected has made it possible to extend the reaction to other substances which previously had either not reacted at all (phenols) or only with difficulty (menthol), for long and high heating may be employed, if necessary, and the reaction can be carried out in alk., neutral or acid solution; thus, KOAc is effective in AcOH and HCO2K reacts excellently in HCO2H. Hydrolysis of the trihalomethyl ketones can likewise be effected by aqueous solutions of catalytically small quantities of certain salts or, what amounts to the same thing, of alkalies, for these are rapidly converted by the ketone into the catalytic salt. Thus, BzCCl3 is smoothly decomposed into BzOH and CHCl3 by boiling several hrs. with water to which has been added a little KOAc; with water alone there is no hydrolysis even after 7 hrs. at 170°. Reaction 1 is really based on catalytic hydrolysis, the much slower velocity of which, as compared with the catalytic esterification (reaction 2) seems to be due to the slight solubility of the hydrolysis products; its acceleration by a stoichiometric amount of alkali (reaction 1) may in great part be due to the opportunity thus afforded to the BzOH to dissolve; in aqueous Me2CO containing a trace of KOAc, 96% BzOH was obtained from BzCCl3 after refluxing 4 hrs. The ready splitting off of a C atom from the trihalomethyl ketones does not occur with the dihalogen compounds, as far as can be judged from experiments with BzCHCl2, which yields PhCH(OH)CO2H. The following % yields of ester were obtained from the appropriate trichloromethyl ketone and alc. in the presence of a little Na: m-O2NC6H4CO2Me 62, m-H2NC6H4CO2Me 90, Et 2,4-dimethylpyrrole-5-carboxylate 93, Et 2-methylindole-3-carboxylate 85, octyl acetate 70, cetyl benzoate 45. Yield of phenol esters with KOAc as catalyst (reaction temperature in parentheses): PhOBz 80 (120°), p-MeC6H4OBz 90 (230°), o-MeC6H4CO2Bz 80 (230°), menthyl benzoate 58 (150°) (the yield previously obtained with Na was 37%). Below are given, resp., the length of reaction (in days unless otherwise stated) and the % yield of benzoate obtained at 20° from BzCCl3 with various alcs. and 0.5-1 equivalent of different catalysts. MeOH: HCO2K 2, 74; HCO2K + HCO2H 3, 85; KOAc 2, 92; KOAc + AcOH 3, 90; KOBz 1, 81; KNO3 3, 91; Mg(OH)2 1, 92. PrOH: Mg(OH)2 2, 79. iso-BuOH: KOAc 4, 90. Hexyl alc.: KOAc 4, 93. Allyl alc.: KOAc 2, 93. Menthol: KOAc 6 hrs. at 150°, 58. PhOH: 4 hrs. at 120°, 80. o-Cresol: KOAc, 4 hrs. at 130°, 80. p-Cresol: KOAc 4 hrs. at 130°, 90. Although very small amounts of the catalysts are distinctly effective, 0.5-1 equivalent was used to shorten the reaction time as much as possible. The lengths of reaction given were in many cases perhaps unnecessarily long. KHCO3, Na2CO3, Na2SO3 and AcONH4 are also effective, but KNO3, anhydrous or hydrated NH4Cl, K bioxalate, HCl.H2O, H2SO4.H2O and HCl are not effective even after 1 day at 70°. BzCCl3 (2.23 g.) and 0.5 g. KOAc, allowed to stand 1 day in 5 cc. MeOH containing 10% water, gave 81% BzOMe; 2.23 g. of the ketone and 0.5 g. KOAc shaken 25 hrs. in 2.4 cc. MeOH containing 50% water gave 22% ester and 70% unchanged ketone. When BzCHCl2 was allowed to stand with 0.1 equivalent Na in MeOH the alkalinity soon greatly diminished and Cl ions but no CH2Cl2 or BzOMe were formed; with 2 equivalents Na, NaCl was deposited and after standing overnight there was obtained 61% phenylglyoxal di-Me acetal, b13 110-4°.

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Computed Properties 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 New fluorescent chemosensor for Zn2+ ions on the basis of 3,3′-bis(dipyrrolylmethene). Author is Dudina, N. A.; Antina, E. V.; Guseva, G. B.; V’yugin, A. I.; Semeikin, A. S..

Luminescence study of the reaction of 3,3′-methanediylbis(2,4,7,8,9-pentamethyldipyrrolylmethene) (H2L) with a number of metal salts showed that this compound is an efficient fluorescent chemosensor for Zn2+ ions in organic solvents. The selectivity and sensitivity of H2L were estimated in various solvents in the presence of other metal cations (Na+, Mg2+, Co2+, Ni2+, Cu2+, Cd2+, Hg2+, Pb2+).

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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.Safety of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate.Smith, Kevin M.; Miura, Michiko; Tabba, Hani D. published the article 《Deacylation and deformylation of pyrroles》 about this compound( cas:2199-44-2 ) in Journal of Organic Chemistry. Keywords: pyrrole acetyl formyl deacylation; deacylation acetylpyrrole; deformylation formylpyrrole. Let’s learn more about this compound (cas:2199-44-2).

3-Acetyl- and 3-formyl-pyrroles are smoothly deacylated using either ethanedithiol/BF3 or (more conveniently) ethylene or neopentyl glycols in presence of p-MeC6H4SO3H. The reaction does not proceed when the acetyl or formyl group is in the 2-position, and in these cases the corresponding ketal or acetal is isolated. A mechanism for the deacylation process is proposed and is confirmed by deacylation of a pyrrole I bearing a cyclopentanone ring; under these circumstances the cleaved group is retained in the pyrrole II, and is identified.

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Isolation and characterization of a novel tetrahydro-[2,2′]bipyrrolyl dimer as an impurity from a Knorr reaction, published in 2004-10-31, which mentions a compound: 2199-44-2, mainly applied to malonate pentanedione nitrite Knorr reaction; pyrrole preparation; bipyrrole preparation, Computed Properties of C9H13NO2.

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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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).HPLC of Formula: 2199-44-2. 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°.

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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 New method for synthesis of (ω-chloroalkyl)pyrroles, the main research direction is chloroalkylpyrrolecarboxylate preparation; pyrrole chloroalkyl derivative preparation.Category: thiazolidine.

Et 4-(ω-chloroalkyl)-3,5-dimethyl-1H-pyrrole-2-carboxylates (alkyl = Et, Pr, butyl) were prepared in >96% yields from Et 4-(ω-chloroacyl)-3,5-dimethyl-1H-pyrrole-2-carboxylates by treatment with NaBH4 followed by BF3·Et2O in THF. The ω-chloroacyl derivatives were prepared from 2-(ethoxycarbonyl)-3,5-dimethylpyrrole (1) by Friedel-Crafts reaction in >91% yields. 1 Was prepared in one step from 2,4-pentanedione and di-Et aminomalonate or di-Et oximinomalonate according to literature methods.

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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.Takaya, Hikaru; Kojima, Sachiko; Murahashi, Shun-Ichi published the article 《Rhodium Complex-Catalyzed Reaction of Isonitriles with Carbonyl Compounds: Catalytic Synthesis of Pyrroles》 about this compound( cas:2199-44-2 ) in Organic Letters. Keywords: isonitrile reaction ketone rhodium catalyst; pyrrole preparation isonitrile reaction ketone rhodium catalyst. Let’s learn more about this compound (cas: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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