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Product Details of 51856-79-2. 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: Methyl 2-(1-methyl-1H-pyrrol-2-yl)acetate, is researched, Molecular C8H11NO2, CAS is 51856-79-2, about Synthesis and antifungal activity of some new 1,2,4-triazole and furan containing compounds. Author is Shehata, Ihsan A..

Several new 1,2,4-triazole analogs attached to substituted Ph, pyrrole or furan 5-membered heterocycles were synthesized and screened for their antimicrobial activity. Bromination of Me 2-methylfuran-3-carboxylate, followed by ring closure with aniline, gave 5,6-dihydro-4-oxo-5-phenyl-4H-furo[2,3-c]pyrrole (I) in 55% yield (two steps). Compounds I and 3-(1-methyl-2-pyrrolylmethyl)-4-phenyl-5-(4-chlorophenylcarbamoylmethylthio)-1,2,4-triazole showed a prominent activity against C. albicans and S. cerevisiae.

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Chemical Research in 76632-23-0

Compounds in my other articles are similar to this one((2-Methylthiazol-4-yl)methanol)Application of 76632-23-0, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《p-Mentha-1,5,8(9)-triene and its pyrolysis to dehydroocimene》. Authors are Alder, Kurt; Schumacher, Marianne.The article about the compound:(2-Methylthiazol-4-yl)methanolcas:76632-23-0,SMILESS:OCC1=CSC(C)=N1).Application of 76632-23-0. Through the article, more information about this compound (cas:76632-23-0) is conveyed.

LiAlH4 reduction of d(+)-carvone (I) gives 90% d-cis-carveol (II) which is dehydrated to p-mentha-1,5,8(9)-triene (III) whose structure is established, and which, on pyrolysis, gives 2,6-dimethyl-1,3,5,7-octatetraene (IV), called dehydroocimene. I (90 g.) in about 150 cc. ether added dropwise to 7.5 g. LiAlH4 in ether, warmed 1 hr., extracted with H2O then dilute H2SO4, and the ether layer evaporated and distilled gives carveol, b13 111-12°, which, distilled over KHSO4 in vacuo to 100° to remove volatile matter, leaves a residue which fractionated gives 60-5 g. III, b14 65-6.5°, nD20 1.4883, d20 0.8656, MR 44.69, λ 262 mμ (log ε 3.481). Ozonization of III in EtOAc gives CH2O in good yield. III with H and PtO2 takes up 6 H atoms/mole to give p-menthane, or warmed with 5% HCl in AcOH gives a quant. yield of p-cymene. III (6.5 g.) heated 15 hrs. in bomb with over 2 moles/mole III of di-Me acetylenedicarboxylate in 10 cc. PhMe at 140°, the product b0.04 90-120°, saponified and recrystallized from EtOAc gives the insoluble 3,6-dihydro-4-methyl-o-phthalic acid, m. 216°, and the soluble 4-methyl-o-phthalic acid, m. 159°, in equal amounts III adds to maleic anhydride in ether to give the adduct (V), m. 89-90°, whose hydrogenated derivative (VI), m. 91-2°, does not give CH2O on ozonization. V with 50% H2SO4 in dioxane 2-3 days gives a solution which extracted with ether gives the monolactone (VII), m. 184-5°; Me ester (VIII), m. 128-9°. Ozonization of VII in EtOAc gives acetone and an oxo acid, m. 215°; Me ester, m. 168°. VIII boiled with 10% NaOEt and the chief product lactonized with 50% H2SO4 in dioxane gives the dilactone (IX), m. 158°. The di-Me ester of V with 10% NaOEt gives a trans acid, m. 256°, whose dilactone, m. 164-5°, is not identical with IX. III (8 g.) refluxed 6-7 hrs. with 7 g. α-naphthoquinone in 15 cc. C6H6, the C6H6 removed, and the residue extracted with MeOH gives 80-90% adduct (X), m. 90-1°. Aeration of X in hot MeOH and alc. KOH gives an oil which boiled with EtOH gives 2-methylanthraquinone, m. 174-5°, and isoprene. Pyrolysis of III (105 g.) by distilling it at 12 mm. through a 75-cm. quartz tube at 520-40° at such a rate as to give one drop cracking product/sec. gives a hydrocarbon mixture which, redistilled in an N atm. at 36-72°/13 mm., gives mostly IV, nD20 1.4959, d20 0.8671, λ 303 mμ (log ε 3.934). IV is easily cyclized to p-cymene by distillation or by treatment with iodine in C6H6. IV (80 g.) in 100 cc. ether under N treated with 50 g. maleic anhydride 12 hrs. at room temperature, the unreacted IV removed by distillation, the residue taken up in Na2CO3 solution, extracted with ether, and acidified gives the ether-soluble adduct (XI), m. 191°. Ozonization of XI gives acetaldehyde while dehydrogenation of 2.5 g. XI with 0.8 g. S at 200° followed by extraction with Na2CO3 solution and acidification give 4,7-dimethylnaphthalene-1,2-dicarboxylic acid (XII), m. 213-14°; anhydride, m. 235-6°. Oxidation of 0.5 g. XII with 3 cc. HNO3 (d. 1.4) 16 hrs. at 140° in bomb followed by reaction with CH2N2 gives C6H(CO2Me)5, m. 147-8°. XI (1.2 g.) in CHCl3 with Br gives HBr and needles of C14H16O4Br2, m. 233°. Catalytic hydrogenation of XI in AcOH adds 1 mole H to give C14H20O4, m. 177-8°, which can be dehydrogenated by S to XII. Oxidation of XI by alk. KMnO4 gives a product of unknown constitution, C14H18O7, m. 282° (decomposition). IV (8 g.) refluxed 5-6 hrs. in C6H6 with 7 g. α-naphthoquinone, the C6H6 removed, and the residue recrystallized from MeOH gives a nearly quant. yield of adduct (XIII), needles, m. 115-16°. Dehydrogenation of XIII by air in 17% alc. KOH gives yellow needles of C20H16O2 (XIV), m. 145-6°. XIV is oxidized by HNO3 at 200° to give an acid which with CH2N2 gives tri-Me anthraquinone-1,2,3-tricarboxylate, m. 184-5°. Dehydrogenation of XIV by S at 190° gives 2′,3-dimethyl-1,2-benzanthraquinone (XV), m. 205°. XV is reduced by Zn and acetylated to C24H20O4, m. 175-6°, which is again oxidized by air in alc. KOH to XV. Addition of IV to di-Me acetylenedicarboxylate in C6H6, warming 3-4 hrs., and distilling give an ester, C16H18O4, m. 118-19°, whose saponification with alc. KOH gives an acid, m. 213-14°, which heated gives the anhydride, m. 197-8°, and which dehydrogenated with S and then boiled with acetic anhydrous gives 4,7-dimethylnaphthalene-1,2-dicarboxylic anhydride, m. 235-6°.

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Final Thoughts on Chemistry for 20028-53-9

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Recommanded Product: 2-Amino-5-chlorobenzaldehyde. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Amino-5-chlorobenzaldehyde, is researched, Molecular C7H6ClNO, CAS is 20028-53-9, about Molecular Iodine-Catalysed Benzylic sp3 C-H Bond Amination for the Synthesis of 2-Arylquinazolines from 2-Aminobenzaldehydes, 2-Aminobenzophenones and 2-Aminobenzyl Alcohols. Author is Deshmukh, Dewal S.; Bhanage, Bhalchandra M..

Mol. iodine catalyzed benzylic sp3 C-H bond amination has been developed for the synthesis of quinazolines I (R = H, Ph; R1 = H, 6-Cl, 6,8-Br2; R2 = 4-chlorophenyl, pyridin-3-yl, furan-2-yl, etc.) from 2-aminobenzaldehydes such as 2-amino-5-chlorobenzaldehyde, 2-aminobenzaldehyde, 2-amino-3,5-dibromobenzaldehyde and 2-aminobenzophenones such as 2-aminobenzophenone, 2-amino-5-chlorobenzophenone with benzylamines RCH2NH2. The use of oxygen as a green oxidant combined with the transition-metal-, additive- and solvent-free conditions makes the methodol. economical and greener. The lack of aqueous work up also enhances the efficiency of this protocol. A series of 2-arylquinazolines I was synthesized in good to excellent yields by using the developed protocol. The series of 2-aminobenzyl alc. could also be employed to prepare the corresponding quinazoline derivatives

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COA of Formula: C7H6ClNO. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 2-Amino-5-chlorobenzaldehyde, is researched, Molecular C7H6ClNO, CAS is 20028-53-9, about Catalytic Asymmetric Cascade Using Spiro-Pyrrolidine Organocatalyst: Efficient Construction of Hydrophenanthridine Derivatives. Author is Tian, Jin-Miao; Yuan, Yong-Hai; Xie, Yu-Yang; Zhang, Shu-Yu; Ma, Wen-Qiang; Zhang, Fu-Min; Wang, Shao-Hua; Zhang, Xiao-Ming; Tu, Yong-Qiang.

In the presence of a nonracemic azaspirononane and DMAP, ortho-aminoaryl-α,β-unsaturated ketones such as I underwent diastereoselective and enantioselective tandem Michael addition and aldol condensation reactions with α,β-unsaturated aldehydes such as (E)-RCH:CHCHO (R = Ph, 2-MeOC6H4, 3-MeOC6H4, 4-MeOC6H4, 4-ClC6H4, 4-BrC6H4, 4-FC6H4, 4-O2NC6H4, 2-thienyl, 2-furanyl, EtO2C, Me) to yield tetrahydrophenanthridinones such as II (R = Ph, 2-MeOC6H4, 3-MeOC6H4, 4-MeOC6H4, 4-ClC6H4, 4-BrC6H4, 4-FC6H4, 4-O2NC6H4, 2-thienyl, 2-furanyl, EtO2C, Me) with trans-ring junctions in 36-52% yields and in 88->99% ee. When ortho-aminoaryl-α,β-unsaturated ketones with two substituents ortho to the unsaturated ketone moiety were reacted with α,β-unsaturated aldehydes, tetrahydrophenanthridinones such as III (R1 = Br, Cl, Me) with cis-ring junctions were formed in 35-46% yields and in 78-99% ee. II (R = Ph) was prepared on gram scale using this method.

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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 Regiodivergent Intramolecular Nucleophilic Addition of Ketimines for the Diverse Synthesis of Azacycles, published in 2020, which mentions a compound: 20028-53-9, mainly applied to indolyloxindole indoleacetate regioselective preparation; tetrahydrospiroquinolineoxindole regioselective diastereoselective enantioselective preparation; nitroethylaniline imine oxindole ketoester regioselective cyclization; sodium catalyst regioselective cyclization nitroethylaniline imine oxindole ketoester; copper catalyst stereoselective spirocyclization nitroethylaniline imine oxindole ketoester; transition state solvent effect regioselective cyclization nitroethylaniline imine oxindole; heterocycles; indoles; organocatalysis; reaction mechanisms; synthetic methods, SDS of cas: 20028-53-9.

Imines generated in situ or prepared from isatins or aryl α-ketoesters and 2-(2-nitroethyl)anilines underwent regioselective, diastereoselective, and enantioselective cyclization reactions to yield indolyloxindoles such as I and indoleacetates or tetrahydrospiroquinolineoxindoles such as II or tetrahydroquinolinecarboxylates. Cyclocondensation of oxindoles with 2-(2-nitroethyl)anilines in MeOH in the presence of p-TsOH followed by treatment with Na2CO3 in MeOH yielded indolyloxindoles such as I, while imines prepared from 2-(2-nitroethyl)anilines and α-ketoesters underwent cyclization in the presence of Na2CO3 and KHCO3 in MeOH to yield indoleacetates. In the presence of Cu(BF4)2 and a nonracemic bisoxazoline, imines prepared from isatins and 2-(2-nitroethyl)anilines underwent regioselective, diastereoselective, and enantioselective cyclization to yield tetrahydrospiroquinolineoxindoles. Selected products were further functionalized; I was converted in three steps to a nonracemic intermediate in the preparation of (-)-psychotrimine. Computational study of the mechanism and of the effect of solvent on the reaction regiochem. indicated that hydrogen-bonding interactions facilitate the nucleophilic attack of imines at the nitrogen atom.

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Introduction of a new synthetic route about 20028-53-9

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Category: tetrahydrofurans. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Amino-5-chlorobenzaldehyde, is researched, Molecular C7H6ClNO, CAS is 20028-53-9, about Iodine-Catalyzed Annulations of 2-Amino Carbonyls for Diverse 1-Azaxanthones, Quinolines, and Naphthyridines. Author is Cai, Hongyun; Datta Khanal, Hari; Rok Lee, Yong.

An efficient and facile iodine-catalyzed reaction of 2-amino carbonyls with β-enamino esters or β-enaminones afforded 1-azaxanthones, quinolines and naphthyridines in good to excellent yields. This novel catalytic [4+2] annulation reaction proceeded through a cascade I2-activation, Michael addition, intramol. aldol reaction and aromatization.

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Flexible application of in synthetic route 51856-79-2

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Product Details of 51856-79-2. 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: Methyl 2-(1-methyl-1H-pyrrol-2-yl)acetate, is researched, Molecular C8H11NO2, CAS is 51856-79-2, about An Electrophilic Approach to the Palladium-Catalyzed Carbonylative C-H Functionalization of Heterocycles.

A palladium-catalyzed approach to intermol. carbonylative C-H functionalization is described. This transformation is mediated by PtBu3-coordinated palladium catalyst and allows the derivatization of a diverse range of heterocycles, including pyrroles, indoles, imidazoles, benzoxazoles, and furans. Preliminary studies suggest that this reaction may proceed via the catalytic formation of highly electrophilic intermediates. Overall, this provides with an atom-economical and general synthetic route to generate aryl-(hetero)aryl ketones I (Y = O, NBn, NMe, NEt, etc.; Z = CH, N; R = H, 4-F, 3-Br, 2-Cl, 4-CO2Et, 4- CN, etc.) using stable reagents (aryl iodides and CO) and without the typical need to exploit pre-metalated heterocycles in carbonylative coupling chem.

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Archives for Chemistry Experiments of 20028-53-9

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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: 2-Amino-5-chlorobenzaldehyde( cas:20028-53-9 ) is researched.Synthetic Route of C7H6ClNO.Liu, Hu; Tian, Ye; Lee, Kyungae; Krishnan, Pranav; Wang, May Kwang-Mei; Whelan, Sean; Mevers, Emily; Soloveva, Veronica; Dedic, Benjamin; Liu, Xinyong; Cunningham, James M. published the article 《Identification of Potent Ebola Virus Entry Inhibitors with Suitable Properties for in Vivo Studies》 about this compound( cas:20028-53-9 ) in Journal of Medicinal Chemistry. Keywords: adamantane dipeptide piperazine preparation antiviral Ebola virus NPC1 inhibitor. Let’s learn more about this compound (cas:20028-53-9).

Previous studies identified an adamantane dipeptide piperazine 3.47 that inhibits Ebola virus (EBOV) infection by targeting the essential receptor Niemann-Pick C1 (NPC1). The physicochem. properties of 3.47 limit its potential for testing in vivo. Optimization by improving potency, reducing hydrophobicity, and replacing labile moieties identified 3.47 derivatives with improved in vitro ADME properties that are also highly active against EBOV infection, including when tested in the presence of 50% normal human serum (NHS). In addition, 3A4 was identified as the major cytochrome P 450 isoform that metabolizes these compounds, and accordingly, mouse microsome stability was significantly improved when tested in the presence of the CYP3A4 inhibitor ritonavir that is approved for clin. use as a booster of anti-HIV drugs. Oral administration of the EBOV inhibitors with ritonavir resulted in a pharmacokinetic profile that supports a b.i.d. dosing regimen for efficacy studies in mice.

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A new application about 51856-79-2

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis, antimicrobial, and anti-inflammatory activities of acetamido pyrrolyl azoles》. Authors are Sowmya, Donthamsetty V.; Basha, Shaik Sharafuddin; Devi, Palampalli Uma Maheswari; Lavanyalatha, Yerraguravagari; Padmaja, Adivireddy; Padmavathi, Venkatapuram.The article about the compound:Methyl 2-(1-methyl-1H-pyrrol-2-yl)acetatecas:51856-79-2,SMILESS:O=C(OC)CC1=CC=CN1C).Computed Properties of C8H11NO2. Through the article, more information about this compound (cas:51856-79-2) is conveyed.

Series of 2-(pyrrol-2-yl)-N-(oxazol-2-yl)acetamides I [R = H, Me, MeO, Cl, Br, NO2; X = O], 2-(pyrrol-2-yl)-N-(thiazol-2-yl)acetamides I [X = S] and 2-(pyrrol-2-yl)-N-(imidazol-2-yl)acetamides I [X = NH] were prepared via reaction of (5-benzoyl-1-methyl-1H-pyrrol-2-yl)acetic acid with 4-aryloxazol-2-amines/4-arylthiazol-2-amines/4-aryl-1H-imidazol-2-amines resp. All the synthesized compounds I were screened for their antibacterial, antifungal and anti-inflammatory activities. Among the tested compounds, 2-(pyrrol-2-yl)-N-(thiazol-2-yl)acetamides I [R = NO2; X = S] and 2-(pyrrol-2-yl)-N-(imidazol-2-yl)acetamides I [R = NO2; X = N] exhibited promising antibacterial activity against K. pneumoniae. The 2-(pyrrol-2-yl)-N-(imidazol-2-yl)acetamides I [R = NO2; X = N] showed good antifungal activity against P. chrysogenum and 2-(pyrrol-2-yl)-N-(oxazol-2-yl)acetamidesI [R = MeO; X = O] displayed potential anti-inflammatory activity.

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Extracurricular laboratory: Synthetic route of 20028-53-9

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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 N-Heterocyclic carbene copper catalyzed quinoline synthesis from 2-aminobenzyl alcohols and ketones using DMSO as an oxidant at room temperature, published in 2019, which mentions a compound: 20028-53-9, Name is 2-Amino-5-chlorobenzaldehyde, Molecular C7H6ClNO, HPLC of Formula: 20028-53-9.

A facile and practical process for the synthesis of quinolines through an N-heterocyclic carbene copper catalyzed indirect Friedlander reaction from 2-aminobenzyl alc. and aryl ketones using DMSO as an oxidant at room temperature is reported. The quinolines, e.g., I (R1 = 4-MeC6H4, 2-ClC6H4, 3-thienyl, etc., R2 = H; R1 = Ph, R2 = Me), were synthesized in acceptable yields.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem