The effect of the change of synthetic route on the product 2199-44-2

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Zhang, Yi; Ma, Jin Shi published the article 《Synthesis of novel tetrapyrroles and their zinc complexes》. Keywords: tetrapyrrole preparation complexation zinc; zinc tetrapyrrole complex preparation.They researched the compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate( cas:2199-44-2 ).Reference of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. 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.

2,2′-Tetramethyl-5,5′-bis(ethoxycarbonyl)-3,3′-dipyrromethane, prepared from 3,5-dimethyl-2-ethoxycarbonyl-1H-pyrrole and paraformaldehyde, was converted to the dicarboxylic acid and subsequently to the dialdehyde which was reacted with tert-butoxy 4-ethyl-3,5-dimethylpyrazole-2-carboxylate/3,4-diethyl-5-methylpyrazole-2-carboxylic acid/3,5-dimethyl-4-methoxycarbonylethylpyrrole-2-carboxylic acid to give I.2HBr (R = Me, R1 = Et or R = R1 = Et or R = Me, R1 = CH2CH2COOMe). I (R = Me, R1 = Et or CH2CH2COOMe) (HL) reacted with Zn(OAc)2 to give ZnL2.

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Analyzing the synthesis route of 2199-44-2

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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).Safety of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. 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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The Absolute Best Science Experiment for 2199-44-2

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Abraham, Raymond J.; Lapper, Roy D.; Smith, Kevin M.; Unsworth, John F. 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 ).Product Details 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.

The 13C NMR spectra of 55 pyrroles were determined and assigned. The pyrrole ring carbon chem. shifts were predicted, to ∼0.5 ppm, on the basis of additive substituent effects and contributions from steric and conjugative effects. The substituent chem. shift parameters were analogous to those for thiophenes. C-2 substituents affected mainly C-3 and C-5, and C-3 substituents mainly C-2.

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The origin of a common compound about 2199-44-2

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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 Studies on the synthesis of porphyrin a. II. Synthesis of porphyrins with higher saturated and unsaturated acyl substituents, published in 1976, which mentions a compound: 2199-44-2, Name is Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, Molecular C9H13NO2, Electric Literature of C9H13NO2.

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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Brief introduction of 2199-44-2

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Perylene and its derivatives. XLIX. The perylene trihalides of K. Brass and E. Clar》. Authors are Zinke, A.; Pongratz, A.; Scholtis, K.; Hanus, 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).Name: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. Through the article, more information about this compound (cas:2199-44-2) is conveyed.

cf. C. A. 30, 6362.7. It had been shown that Brass and Clar’s “”perylene tribromide”” (C. A. 27, 720) is not a substance of constant composition and that the primary product of the action of Br on perylene is rather a tetrabromide. In a reply, B. and C. (C. A. 30, 6735.3) lay stress on the constancy in composition of their tribromide and deplore the fact that Z. and P. give the results of only 1 of the numerous analyses of their Br product. To meet this criticism a number of further bomb determinations are reported, although the authors believe their earlier data suffice to establish their contention. B. and C. also doubt the constancy of the composition of the tetrabromide and believe the higher Br values obtained by Z. and P. are due to the fact that they did not remove the excess of Br at an elevated temperature Some determinations are now reported in which the excess Br was removed with a current of warm (50-60°) air; they, too, show distinctly that 4 atoms Br are first taken up. Repeated treatment of the product with warm air showed that the loss in weight is at first due almost exclusively to evaporation of the mechanically attached Br, and when this ceases to be given off the compound has the composition of a tetrabromide. Further loss of Br as HBr occurs at an appreciably slower rate; a preparation kept in a desiccator for hrs. still contained considerably more Br than the amount calculated for a tribromide. The substance prepared by the action of I on perylene in hot benzene according to the (very incomplete) directions of B. and C. likewise has not a constant composition and was always found to contain more I than that calculated for a triiodide; the I content of the beautifully crystalline product depended on the concentration and the total amount of I dissolved in the benzene.

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The influence of catalyst in reaction 2199-44-2

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Safety 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 and some reactions of pyrroles with aliphatic acyl substituents. Author is Mironov, A. F.; Ol’shanskaya, N. B.; Zhestkov, V. P.; Evstigneeva, R. P..

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.

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Simple exploration of 114527-53-6

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Recommanded Product: 1,2,3,4-Tetrahydroquinoline-3-carboxylic acid. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1,2,3,4-Tetrahydroquinoline-3-carboxylic acid, is researched, Molecular C10H11NO2, CAS is 114527-53-6, about Reduction of quinolinecarboxylic acids by Raney nickel. Author is Gracheva, I. N.; Tochilkin, A. I..

The heterocyclic nucleus of quinolinecarboxylic acids was reduced by Raney Ni in alkali media giving 1,2,3,4-tetrahydroquinoline-2-, -3-, -4-, -5-, -6-, and -8-carboxylic acids. Their Et esters were also prepared

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Chemical Research in 2199-44-2

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Yu, Xiang-hao; Yang, Nian-fa; Cao, Jing 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 ).Safety of 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.

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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Extended knowledge of 2199-44-2

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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 The special features of the thermal oxidative destruction of isomeric dipyrrolylmethanes, published in 2006, which mentions a compound: 2199-44-2, Name is Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, Molecular C9H13NO2, SDS of cas: 2199-44-2.

3,3′,4,4′-Tetramethyl-5,5′-dicarbethoxydipyrrolylmethane-2,2′ and its α,β and β,β isomers were synthesized. The compounds were characterized by recording their proton NMR spectra. The thermal oxidative destruction of the compounds was studied thermogravimetrically. The results were used to determine the temperature and enthalpy characteristics of fusion and the temperatures of the beginning and maxima of the exothermic effects of the destruction of dipyrrolylmethanes in air oxygen. The thermal stability of dipyrrolylmethanes was found to be primarily determined by mol. isomerism and increase for sym. substituted α,α- and β,β-dipyrrolymethanes compared with the α,β isomer.

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You Should Know Something about 114527-53-6

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthetic sympatholytic substances in the ergotamine series. V. Some derivatives of 1,2,3,4-tetrahydroquinoline》. Authors are Chiavarelli, Stefano; Marini-Bettol, G. B..The article about the compound:1,2,3,4-Tetrahydroquinoline-3-carboxylic acidcas:114527-53-6,SMILESS:OC(=O)C1CNC2=CC=CC=C2C1).Recommanded Product: 114527-53-6. Through the article, more information about this compound (cas:114527-53-6) is conveyed.

cf. C.A. 46, 5602g. In connection with investigations aimed at establishing the relations between the chem. structure and biol. activity of compounds of the type of the alkaloids of Segale cornuta, it seemed of interest to study some 3-substituted derivatives of 1,2,3,4-tetrahydroquinoline (I), particularly since the structure of I is found in the lysergic acid mol. By a modification of the method of Gilman and Spatz (C.A. 35, 5495.2), 83 g. 3-quinolinecarboxylic acid (II), m. 275-6°, was obtained by refluxing 108 g. 3-cyanoquinoline (III) and 20% aqueous NaOH 2 hrs. The Na salt of II (25 g.) in 200 cc. water and 5 g. Raney Ni, hydrogenated 2 hrs. at 150° and 120 atm., filtered, the filtrate concentrated, acidified with HCl (d. 1.17) (to Congo red), and the precipitate purified by dilute EtOH yield 14 g. 1,2,3,4-tetrahydro-3-quinolinecarboxylic acid-HCl (IV), m. 236°, which with NH4OH yields the free acid, m. 145-6° (from EtOH). IV (0.2 g.) in 3 cc. anhydrous C5H5N and 1.6 g. Ac2O, refluxed 10 min., poured when cool into 10 cc. water + 6 cc. HCl, allowed to stand, and the precipitate purified by EtOH, yield the 1-Ac derivative, C12H14O2N, straw-colored, m. 152°. A suspension of 100 g. III in 1400 cc. MeOH refluxed 10 hrs. in a current of HCl gas (III.HCl forms first), most of the MeOH distilled, the residue poured into 3 l. ice-water, made alk. with K2CO3, kept ice-cold several hrs., and the precipitate purified by MeOH, yields 82 g. of Me 3-quinolinecarboxylate (V), m. 73-4°. V (36 g.) in 300 cc. MeOH with 5 g. Pd-C, hydrogenated at 60-65° under 90 atm., filtered, concentrated in vacuo, and allowed to stand, yields Me dihydro-3-quinolinecarboxylate (VI), m. 134-5°, is strongly fluorescent in Wood light (both solid and in solution), reduces neutral AgNO3 solution, is oxidized by dilute KMnO4; picrate, m. 187-9°. V (2 g.) in 50 cc. MeOH with 2 g. Raney Ni, hydrogenated 3 hrs. at 110° under 100 atm., filtered, and distilled at 115° (0.1 mm.); or 5 g. VI in 100 cc. MeOH with 4 g. Raney Ni and 1 g. 10% Pd-C, hydrogenated at 100° under 100 atm., and the product filtered, concentrated, and distilled in vacuo, yields the 1,2,3,4-tetrahydro derivative (VII), of VI, viscous oil, b0.3 124°. With HCl, it forms an HCl salt, m. 181-4°, and with picric acid a picrate, m. 151-3°. VII (1 g.) and 5-8 cc. concentrated HCl, heated in a sealed tube 3 hrs. at 100°, and the product purified by dilute EtOH, yield 1,2,3,4-tetrahydro-3-quinolinecarboxylic acid-HCl (VIII), m. 234°. N,N-Diethyl-3-quinolinecarboxamide (IX) (10 g.) in 100 cc. MeOH with 3 g. 10% Pd-C, hydrogenated 3 hrs. at 60° under 90 atm., filtered, concentrated, and the precipitate purified by EtOH, yields 1,2,3,4-tetrahydro derivative (X), m. 132-3°, forming with HCl a HCl salt, m. 160-1°. Hydrolyzed like VII, X yields VIII, m. 235-6°. 3-Aminoquinoline (XI) (144 g.) in 400 cc. tetrahydronaphthalene with 15 g. Raney Ni, hydrogenated at 55° under 90 atm., filtered, distilled in vacuo, and the residue rectified in vacuo, yields 127 g. crude product, b8 160-6°, which, fractionated and the fractions b. above 164° distilled in vacuo (0.8 mm.) at 250°, yields the 1,2,3,4-tetrahydro derivative (XII), m. 57°; picrate (from anhydrous EtOH), m. 205-6°; HCl salt (from EtOH by addition of Et2O), sinters 240°, m. 250°, turns violet by oxidation in air. XII oxidizes easily on exposure to air and light, and shows triboluminescence when rubbed with a wooden spatula. Benzoylated by the Schotten-Bauman method, XII gives a di-Bz derivative, C23H20O2N2, m. 201° (from EtOH). The distillation residue of XII (a fraction, b0.8 250°), fractionated further, gives a fraction, b0.4 234°, 3,3′-iminobis(1,2,3,4-tetrahydroquinoline) (XIII), very viscous resinous oil. With HCl, it forms a HCl salt (XIV), m. 254°, and with picric acid a picrate, m. 190-2°. In aqueous HCl solution, XIV gives with aqueous NaNO2 a yellow precipitate, which, purified by EtOH, yields the nitroso derivative, C18H18O3N6, m. 156°. Et2SO4 (9 cc.), added during 1 hr. to 15 g. XII in 200 cc. anhydrous Me2CO and 16 g. K2CO3, the mixture refluxed 6 hrs., filtered, evaporated, excess 20% aqueous NaOH added, the solution extracted with Et2O, the extract dried by K2CO3, evaporated, and the residue distilled in vacuo, yields 3-ethylamino-1,2,3,4-tetrahydroquinoline, b0.1 110-13°; picrate (from anhydrous EtOH), m. 198°. Et2SO4 (28 cc.), added during 1 hr. to 15 g. XII in 300 cc. anhydrous Me2CO and 48 g. K2CO3, the mixture refluxed 8 hrs., and the foregoing procedure followed, yields 3-diethylamino-1-ethyl-1,2,3,4-tetrahydroquinoline, b0.4 116°; picrate, m. 103-4°; HCl salt, very hygroscopic. The ultraviolet absorption spectra of II, IV, V, VI, VII, IX, X, XI, and XII are reproduced.

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