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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 Aroma binding and stability in brewed coffee: A case study of 2-furfurylthiol, published in 2019-10-15, which mentions a compound: 616-43-3, mainly applied to furfurylthiol aroma binding brewed coffee storage; 2-Furfurylthiol (2-FFT); 2-Furfurylthiol (PubChem CID 7363); 3-Heptanone (PubChem CID: 7802); Binding site stability; Coffee brew aroma stability; Disodium hydrogen phosphate (PubChem CID: 24203); Hydrochloric acid (PubChem CID: 313); Hydroxyhydroquinone (PubChem CID 10787); Reversible and irreversible degradation; Sodium dihydrogen phosphate (PubChem CID: 23672064); Sodium hydroxide (PubChem CID: 14798); l-Cysteine (PubChem CID 5862), Recommanded Product: 3-Methyl-1H-pyrrole.

The aroma stability of fresh coffee brew was investigated during storage over 60 min, there was a substantial reduction in available 2-furfurylthiol (2-FFT) (84%), methanethiol (72%), 3-methyl-1H-pyrrole (68%) and an increase of 2-pentylfuran (65%). It is proposed that 2-FFT was reduced through reversible chem. binding and irreversible losses. Bound 2-FFT was released after cysteine addition, thereby demonstrating that a reversible binding reaction was the dominant mechanism of 2-FFT loss in natural coffee brew. The reduction in available 2-FFT was investigated at different pH and temperatures At high pH, the reversible binding of 2-FFT was shown to protect 2-FFT from irreversible losses, while irreversible losses led to the reduction of total 2-FFT at low pH. A model reaction system was developed and a potential conjugate, hydroxyhydroquinone, was reacted with 2-FFT. Hydroxyhydroquinone also showed 2-FFT was released after cysteine addition at high pH.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 3-Methyl-1H-pyrrole, is researched, Molecular C5H7N, CAS is 616-43-3, about Synthesis and characterization of N-Mannich bases with pyrimethamine for antimicrobial activities, the main research direction is bactericide fungicide Mannich isatin pyrimethamine Schiff base; antibacterial isatin pyrimethamine Mannich Schiff base.Product Details of 616-43-3.

Schiff bases of isatin with pyrimethamine and its N-Mannich bases were synthesized. Antimicrobial evaluation was done by agar dilution method against 10 pathogenic bacteria and 4 pathogenic fungi. The new derivatives exhibited higher potency compared to the standard drugs against all organisms (against all bacteria). All the compounds exhibited antifungal activity.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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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, Biomass and Bioenergy called Intermediate pyrolysis and product identification by TGA and Py-GC/MS of green microalgae and their extracted protein and lipid components, Author is Kebelmann, Katharina; Hornung, Andreas; Karsten, Ulf; Griffiths, Gareth, which mentions a compound: 616-43-3, SMILESS is CC1=CNC=C1, Molecular C5H7N, Name: 3-Methyl-1H-pyrrole.

The thermo-chem. conversion of green microalgae Chlamydomonas reinhardtii wild type (CCAP 11/32C), its cell wall deficient mutant C. reinhardtii CW15+ (CCAP 11/32CW15+) and Chlorella vulgaris (CCAP 211/11B) as well as their proteins and lipids was studied under conditions of intermediate pyrolysis. The microalgae were characterized for ultimate and gross chem. composition, lipid composition and extracted products were analyzed by Thermogravimetric anal. (TG/DTG) and Pyrolysis-gaschromatog./mass-spectrometry (Py-GC/MS). Proteins accounted for almost 50% and lipids 16-22 % of dry weight of cells with little difference in the lipid compositions between the C. reinhardtii wild type and the cell wall mutant. During TGA anal., each biomass exhibited three stages of decomposition, namely dehydration, devolatilization and decomposition of carbonaceous solids. Py-GC/MS anal. revealed significant protein derived compounds from all algae including toluene, phenol, 4-methylphenol, 1H-indole, 1H-indole-3methyl. Lipid pyrolysis products derived from C. reinhardtii wild type and C. reinhardtii CW15+ were almost identical and reflected the close similarity of the fatty acid profiles of both strains. Major products identified were phytol and phytol derivatives formed from the terpenoid chain of chlorophyll, benzoic acid alkyl ester derivative, benzenedicarboxylic acid alkyl ester derivative and squalene. In addition, octadecanoic acid octyl ester, hexadecanoic acid Me ester and hydrocarbons including heptadecane, 1-nonadecene and heneicosane were detected from C. vulgaris pyrolyzed lipids. These results contrast sharply with the types of pyrolytic products obtained from terrestrial lignocellulosic feedstocks and reveal that intermediate pyrolysis of algal biomass generates a range of useful products with wide ranging applications including bio fuels.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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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: 3-Methyl-1H-pyrrole, is researched, Molecular C5H7N, CAS is 616-43-3, about Modulation of coffee aroma via the fermentation of green coffee beans with Rhizopus oligosporus: II. Effects of different roast levels.SDS of cas: 616-43-3.

This study aims to evaluate how changes of the volatile and non-volatile profiles of green coffees induced by Rhizopus oligosporus fermentation of green coffee beans (Part I) translated to changes in the volatile and aroma profiles of light, medium and dark roasted coffees and non-volatile profile of roasted coffee where fermentation effects were most distinctive (light roast). R. oligosporus fermentation resulted in 1.7-, 1.5- and 1.3-fold increases in pyrazine, 2-methylpyrazine and 2-ethylpyrazine levels in coffees of all roast degrees, resp. This corresponded with the greater extent of amino acids degradation in light roasted fermented coffee. Et palmitate was detected exclusively in medium and dark roasted fermented coffees. The sweet attribute of light and dark roasted coffees were increased following fermentation along with other aroma profile changes that were roast degree specific. This work aims to develop a direct but novel methodol. for coffee aroma modulation through green coffee beans fermentation

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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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 Controlling the electro-mechanical performance of polypyrrole through 3- and 3,4-methyl substituted copolymers, published in 2015, which mentions a compound: 616-43-3, mainly applied to polypyrrole methyl substituted pyrrole copolymer electrochem polymerization electromech performance, Name: 3-Methyl-1H-pyrrole.

Conducting polymers such as polypyrrole are biocompatible materials used in bioelectronic applications and microactuators for mechanobiol. and soft microrobotics. The materials are commonly electrochem. synthesized from an electrolyte solution comprising pyrrole monomers and a salt, which is incorporated as the counter ion. This electrosynthesis results in polypyrrole forming a three-dimensional network with extensive crosslinking in both the alpha and beta positions, which impacts the electro-mech. performance. In this study we adopt a ‘blocking strategy’ to restrict and control crosslinking and chain branching through beta substitution of the monomer to investigate the effect of crosslinking on the electroactive properties. Me groups where used as blocking groups to minimise the impact on the pyrrole ring system. Pyrrole, 3- and 3,4-Me substituted pyrrole monomers were electro-polymerised both as homo-polymers and as a series of co-polymer films. The electroactive performance of the films was characterised by measuring their electrochem. responses and their reversible and non-reversible film thickness changes. This showed that altering the degree of crosslinking through this blocking strategy had a large impact on the reversible and irreversible volume change. These results elaborate the importance of the polymer structure in the actuator performance, an aspect that has hitherto received little attention.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Recommanded Product: 616-43-3. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 3-Methyl-1H-pyrrole, is researched, Molecular C5H7N, CAS is 616-43-3, about Pyrolysis of fast-growing aquatic biomass -Lemna minor (duckweed): Characterization of pyrolysis products. Author is Muradov, Nazim; Fidalgo, Beatriz; Gujar, Amit C.; T-Raissi, Ali.

The aim of this work was to conduct the exptl. study of pyrolysis of fast-growing aquatic biomass -Lemna minor (commonly known as duckweed) with the emphasis on the characterization of main products of pyrolysis. The yields of pyrolysis gas, pyrolytic oil (bio-oil) and char were determined as a function of pyrolysis temperature and the sweep gas (Ar) flow rate. Thermogravimetric/differential thermogravimetric (TG/DTG) analyses of duckweed samples in inert (helium gas) and oxidative (air) atm. revealed differences in the TG/DTG patterns obtained for duckweed and typical plant biomass. The bio-oil samples produced by duckweed pyrolysis at different reaction conditions were analyzed using GC-MS technique. It was found that pyrolysis temperature had minor effect on the bio-oil product slate, but exerted major influence on the relative quantities of the individual pyrolysis products obtained. While, the residence time of the pyrolysis vapors had negligible effect on the yield and composition of the duckweed pyrolysis products.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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HPLC of Formula: 616-43-3. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 3-Methyl-1H-pyrrole, is researched, Molecular C5H7N, CAS is 616-43-3, about 14N nuclear quadrupole coupling and methyl internal rotation in 3-methylpyrrole investigated by microwave spectroscopy. Author is Nguyen, Thuy; Stahl, Wolfgang; Nguyen, Ha Vinh Lam; Kleiner, Isabelle.

The mol. structure of 3-methylpyrrole in the gas phase has been determined using a combination of high-resolution spectroscopy and quantum chem. calculations The rotational spectrum was recorded using a mol. jet Fourier transform microwave spectrometer covering the frequency range from 2.0 to 26.5 GHz. The exptl. data were analyzed using the programs XIAM and BELGI-Cs-hyperfine. Because the internal rotor axis accidentally lies along the principal a-axis of inertia, the rho axis system and the principal axis system coincide, enabling a direct comparison of the fits. With the program XIAM, the rotational constants A = 8631.1629(12), B = 3342.19750(43), and C = 2445.73846(42) MHz were obtained. Torsional splittings due to internal rotation of the Me group were observed, leading to the determination of the V3 potential of 245.92445(31) cm-1. Hyperfine splittings arising from the nuclear quadrupole coupling of the 14N nucleus could be resolved, and the quadrupole coupling constants χaa = 1.4159(49) and χbb – χcc = 4.1622(86) MHz were found.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Effect of structure on the separation of 2- and 3-alkylpyrroles by gas chromatography》. Authors are Bean, Gerritt P..The article about the compound:3-Methyl-1H-pyrrolecas:616-43-3,SMILESS:CC1=CNC=C1).Reference of 3-Methyl-1H-pyrrole. Through the article, more information about this compound (cas:616-43-3) is conveyed.

The Cu columns were 2- and 5-m. lengths of 0.25 in. inside diameter packed with Tide mesh size 40-80. Flow rate of He was 50ml. min. The temperature of the column was 150°. The ethylpyrroles were completely separated on the 5-m. Tide column and the other alkylpyrroles were separated on the 2-m. column, however 2- and 3-methylpyrroles are not separated The retention time of 2,5-dimethylpyrrole is slightly shorter and the retention time of the 2,4-dimethylpyrrole is longer than that of 2-ethylpyrrole.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Electric Literature of C5H7N. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 3-Methyl-1H-pyrrole, is researched, Molecular C5H7N, CAS is 616-43-3, about Prediction of preferred protonation sites in pyrrole and its methyl derivatives using molecular electrostatic potentials derived from the PM3 and AM1 methods. Author is Nakajima, Yasushi; Sakagishi, Yoshikatsu; Shiibashi, Michio; Suzuki, Yuuji; Kato, Hitoshi.

The PM3 and AM1 MO programs have been employed for the investigation of the preferred protonation sites in pyrrole and its N-Me, 2,5-di-Me, 3-Me, 2-Me and 1,2-di-Me derivatives The following are reported: the LCAO coefficients of the HOMO (2pz) (the HOMO coefficients); the at. centered charges, which are calculated by the subroutine “”ESP”” (ESP charges); the at. net charges, which are obtained by a Mulliken population anal. (Mulliken net at. charges). The predictions of the preferred protonation sites made by the HOMO coefficients and ESP charges are in perfect agreement with exptl. data, whereas those made by the HOMO coefficients and Mulliken net at. charges are not in agreement. It is hence obvious that the protonation of pyrrole and its Me derivatives is controlled by not only HOMO-LUMO interaction but also by electrostatic forces, which are estimated by ESP charges. In other words, the subroutine “”ESP”” is useful for estimation of a kind of electrostatic reaction of pyrrole and its Me derivatives, which suggests that the subroutine may be effective for the investigation of the electrostatic reactions of other compounds

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Identification of two chromogens in the Elson-Morgan determination of hexosamines. A new synthesis of 3-methylpyrrole. Structure of the “”pyrrolenephthalides””》. Authors are Cornforth, J. W.; Firth, M. E..The article about the compound:3-Methyl-1H-pyrrolecas:616-43-3,SMILESS:CC1=CNC=C1).Safety of 3-Methyl-1H-pyrrole. Through the article, more information about this compound (cas:616-43-3) is conveyed.

The substance producing most of the color with Ehrlich’s reagent in the Elson-Morgan assay of hexosamines is shown to be 2-methylpyrrole (I); 3-acetyl-2-methylpyrrole (II) is also formed. A synthesis of 3-methylpyrrole (III) in 4 steps from CH2:CMeCH2Cl (IV) is described. Infrared spectra indicate that the condensation products of pyrroles with ο-C6H4(CO)2O (V) are benzo[f]pyrrocoline-5,10-diones; several of these are described. D-Glucosamine-HCl (VI) (21.6 g.) in 800 cc. H2O was added to an aqueous solution (2200 ml.) containing 106 g. Na2CO3, 19.6 g. Ac2CH2, and 200 ml. N HCl, the mixture at pH 9.75 in 2 portions heated on steam baths under reflux condensers, heating continued 20 min., the solutions cooled below 30°, combined, distilled at 20 mm., and the receiver cooled, until the distillate gave no color with Ehrlich’s reagent. The distillate (450 ml.) saturated with NaCl, extracted with Et2O, shaken once with 2N NaOH and H2O, the combined aqueous and alk. solutions reëxtd. with Et2O, the extracts evaporated at -10°/30-40 mm., the residue distilled at room temperature and 1 mm. gave 650 mg. I, b766 138-46°. I remained colorless in N at -5° but darkened in air. The infrared spectrum was identical with that of authentic I. The residual liquors after collection of the aqueous distillate combined, heated 45 min., then distilled, the pyrrole precipitated as the Hg complex, the solid suspended in N Na2CO3, and decomposed with H2S gave 40 mg. I. The aqueous reaction mixture from I extracted continuously 24 hrs. with Et2O, and the product distilled at 0.6-0.7 mm. gave a product which sublimed above 100°/0.05 mm., the sublimate suspended in 1:1 Et2O-ligroine, and the solid collected gave 130 mg. II, m. 94-5° (ligroine), ν 1620 cm.-1 in KCl, and 1660 cm.-1 in CCl4. Aminoacetal (3 g.) with 1 ml. H2O added dropwise in the cold to 18 g. HCl, after 5 hrs. at room temperature the solution neutralized to methyl orange, 1.39 g. Ac2CH2 added at once, the pH adjusted to 10, after 24 hrs. at 5° the mixture saturated with salt and extracted with Et2O, the Et2O concentrated, and the residue sublimed below 100°/0.5 mm. and crystallized gave II. II would not form a semicarbazone or 2,4-dinitrophenylhydrazone. Pyrrole-2-aldehyde (5 g.) refluxed 15 min. with 10 g. KOH, 7.5 ml. 90% N2H4.H2O, and 100 ml. O(CH2CH2OH)2, the mixture heated so that I slowly distilled (with some H2O, N2H4, and glycol) (after 4-5 hrs. the condensate was weakly Ehrlich pos.), a little H2O added to the distillate, the lower layer saturated with NaCl, and extracted with Et2O gave 3.65 g. I. 2-Acetylpyrrole (1.5 g.) similarly gave 0.81 g. 2-ethylpyrrole, b20 65°. VI (250 μg.) in 5 ml. H2O heated 25 min. in a stoppered flask immersed in a bath at 95-100° with 5 ml. of a solution of 1 ml. Ac2CH2 in 50 ml. 0.5N Na2CO3, two 1-ml. samples (O1,O2) were withdrawn, the remainder concentrated at 20 mm., the thawed distillate diluted with 8 ml. H2O and a 1-ml. portion (D) taken. The residue also diluted to 8 ml. with H2O and two 1-ml. samples (R1,R2) drawn. A solution (P) of 2.45 μg. I in H2O was prepared by suitable dilutions Samples O1, D, R1, and P were treated with 5 ml. alc., followed after mixing by 0.5 ml. Ehrlich reagent. Samples O2 and R2 received 0.5 ml. of 1:1 alc.-acid. The solutions were kept 1-2 hrs. at room temperature Solutions O2 and R2 showed no significant difference from B when examined at 530 and 540 mμ. Solutions O1, D, R1 and P were measured with O2 as control. The following results were obtained (λ in mμ, optical density of O1, D, R1, and P given): 500, 0.089, 0.051, 0.038, 0.144; 510, 0.120, 0.070, 0.050, 0.203; 520, 0.154, 0.098, 0.060, 0.269; 530, 0.179, 0.121, 0.056, 0.323; 535, 0.183, 0.132, 0.050, -; 540, 0.186, 0.139, 0.040, 0.375; 544, -, 0.141, -, 0.386; 545, 0.185, 0.141, 0.030, 0.386; 550, 0.176, 0.138, 0.025, 0.377; 560, 0.125, 0.100, 0.020, 0.287. Two solutions of II (200 μg. and 10 μg.) in H2O were treated with alc. and Ehrlich reagent. After 1 hr. the stronger solution was pale pink and after 1 week it had become deep purple and the weaker one was pale pink. HC(OEt)3 (90 ml.) and 35 g. Mg heated at 60°, 2 ml. IV added, followed by a little MeI, cooling being required to keep the temperature below 70°, 49.5 ml. more IV added at such a rate as to maintain a temperature of 60°, next day the flask cooled, saturated NH4Cl added dropwise until the mixture became solid, the cake collected, and the filtrate evaporated gave 45 g. 3-methyl-3-butenal diethyl acetal (VII), b18-19 58-60°, b745 162°, n21D 1.4155. VII (13.2 g.) in 20 ml. Et2O treated gradually with 85 ml. ethereal M perphthalic acid, allowed to warm, and kept below 30° by occasional cooling, the next day the phthalic acid removed, and the filtrate extracted with aqueous NaHCO3 gave 10.9 g. 3,4-epoxy-3-methylbutanal diethyl acetal (VIII), b17 83-4°. VIII (3 g.) and 20 ml. MeOHNH3 kept 24 hrs. at 37° and distilled gave 1.95 g. 4-amino-3-hydroxy-3-methylbutanal diethyl acetal (IX), b17 130°, purple color with Ehrlich reagent. Aqueous NH3, either at 100° for 3.5 hrs., or at room temperature 48 hrs. also opened the epoxide ring; the best yield of IX was 65%. IX (1.5 g.) distilled with a solution of 4.5 g. citric acid in 400 ml. H2O until the Ehrlich test became weak and III was isolated from the distillate as for I, giving 200 mg. III, b. 142-3°, darkened rapidly in the air. III (38%) was obtained by dissolving IX in H2O and 3 g. citric acid and distilling the whole in stream until 400 ml. distillate had collected; a Hg complex of III was formed when IV was kept 2 days at 40° with 450 mg. NH4OAc, 2.5 ml. 0.5N AcOH, and 900 mg. HgCl2 with occasional shaking. The following general procedure for preparing benzopyrrocolinediones was developed. The pyrrole (x g.) and 10x g. V mixed with 15x g. AcOH in a tube and when sealed heated 2 hrs. at 180-90°, the product refluxed with H2O, the black residue extracted with hot alc., the alc. filtrate taken to dryness, the residue treated with C6H6, filtered, and the filtrate after concentration chromatographed on Al2O3 gave the crystalline benzopyrrocolinedione. I (600 mg.) gave 98 mg. 3-methylbenzo[f]pyrrocoline-5,10-dione, needles, m. 173-4° (ligroine), ν 1708 and 1655 cm.-1. A mixture of 1- and 2-methylbenzo[f]pyrrocoline-5,10-diones (57 mg.) was obtained from 200 mg. III. Recrystallization from alc. gave 18 mg. of one isomer, m. 223°. The mother liquors and washings from the 1st recrystallization evaporated and the residue crystallized gave 13 mg. of the other isomer, m. 169-70°. Both isomerides showed ν 1708 and 1655 cm.-1 in KCl. 2-Ethylpyrrole (364 mg.) gave 43 mg. 1-ethylbenzo[f]pyrrocoline-5,10-dione, m. 114°, after sublimation in vacuo and crystallization from MeOH. Condensation of 2,4-dimethylpyrrylmagnesium bromide [from 6.4 g. 2,4-dimethylpyrrole (IXa)] and 5 g. V in Et2O gave a solid by filtration after decomposition of the mixture with ice and CO2; the aqueous filtrate extracted with Et2O and acidified and the precipitates combined and crystallized gave 7.2 g. 2-(ο-carboxybenzoyl)-3,5-dimethylpyrrole (X), m. 195-6.5° (decomposition) (MeOH-H2O). X on warming with Ehrlich reagent developed a cherry red color. X (100 mg.) refluxed 1.5 hrs. with 2 ml. H2O and 5 drops NH4OH gave 27.5 mg. 1,3-dimethylbenzo[f]pyrrocoline-5,10-dione (XI), m. 181-3° (alc.), ν 1705, 1650 cm.-1 KCl, λ 378, 318, 267, 237 mμ, log ε 3.67, 3.71, 4.28, and 4.42, resp. XI was also obtained on heating IXa and V by the standard procedure. XI (52.5 mg.) heated 1 hr. with 2 ml. 2N NaOH gave X.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate